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SiliaBond® C1 (R33030B)
Loading: 5% carbon
Category: Chromatographic Stationary Phase
Description
SiliaBond® C1 (or C1) has the lowest degree of hydrophobicity of all reversed stationary phases, useful in the separation of large biomolecules that have extensive hydrophobic regions.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® C4 (R32030B), non-endcapped (R32130B)
Loading: 8% carbon
Category: Chromatographic Stationary Phase
Description
SiliaBond® C4 (or C4) provides less retention towards non-polar compounds than C18 and C8, and is useful in ion-pairing chromatography. Used to separate large biomolecules. It works best for molecules with a large hydrophilic region or in case where the hydrophobic region is buried within the 3D structure.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® C8 (R31030B), non-endcapped (R31130B)
Loading: 12% carbon
Category: Chromatographic Stationary Phase
Description
SiliaBond® C8 (or C8) is a reversed-phase matrix with a moderate degree of hydrophobicity that works well for separating a wide range of compounds. May be used instead of C18 when shorter retention times are desired.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® C12 (R53030B)
Loading: 16% carbon
Category: Chromatographic Stationary Phase

Description
SiliaBond® C12 (or C12, Si-Adamantyl) has a polarity similar to C18 with additional steric bulk to provide additional separation characteristics.


Solvent compatibility

All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® C18
Loading: 23% carbon (R30030B), non-endcapped (R30130B) — 17% carbon (R30230B) — 11% carbon (R30430B)
Category: Chromatographic Stationary Phase
Description
SiliaBond® C18 (or C18) is the traditional matrix for reversed-phase chromatography. The high loading provides the highest degree of hydrophobicity commercially available. Considered as the least selective phase since it interacts with a wide range of organic molecules. Also used in ion-pairing chromatography (non-endcapped) for the separation of biomolecules.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Allyl (R53530B)
Loading: 1.2 mmol/g
Category: Other
Description
SiliaBond® Allyl (or Si-Allyl) can be used as solid support for further derivatization.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Aluminum Chloride non-endcapped (R74530B)
Loading: 1.6 mmol/g
Category: Reagent, Catalyst
Description
SiliaBond® Aluminum Chloride (or Si-AlClx) is the silica supported version of the most widely used Lewis acid, aluminum chloride.1 It is an effective catalyst for Friedel-Crafts alkylations2-4 and acylations. It also catalyzes the formation of ethers. The silica supported product has several advantages over the free catalyst5,6:

Milder Lewis acid. AlCl3 is so reactive that it often lacks of selectivity generating unwanted by-products.
The steric bulk of the silica reduces over alkylation and increases shelf life.
Easy work up. The reagent is removed by a simple filtration, avoiding the destructive water quench, which produces large amount of hazardous waste.
SiliaBond® Aluminum Chloride’s activity can be determined by its color. The material should only be used when it’s yellow or violet. The product turns white in presence of moisture.


Application Notes

Friedel-Crafts Alkylation

Formation of Linear Alkyl Benzene (LAB)
Ether formation
Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

Related publications
1) Acc. Chem. Res., 35 (2002) 791
2) Org. Process Res. Dev., 2 (1998) 221
3) J. Catal., 195 (2000) 237
4) J. Catal., 195 (2000) 412
5) Chem. Rev., 103 (2003) 4307
6) Tetrahedron, 59 (2003) 1781


SiliaBond® Amine (R52030B), non-endcapped (R52130B)
Loading: 1.6 mmol/g
Category: Base, Metal Scavenger, Chromatographic Stationary Phase, and Ion Exchanger
Description
SiliaBond® Amine (or Si-NH2) is an effective scavenger of acid chlorides, sulfonyl chlorides, isocyanates and other electrophiles. Researchers at Hoffman La–Roche compared PS-trisamine to SiliaBond® Amine for the removal of acid chlorides in the synthesis of 2,9-disubstituted guanines. Using SiliaBond® Amine to remove excess acid chloride gave higher yields and better purity in 15 of the 16 reactions compared to PS-trisamine. For complete details please view the scavenger case study1.

SiliaBond® Amine eliminates tedious post reaction purification. It scavenges faster, is easier to add and filter, and can be used in any solvent. Si-NH2 has been shown to be effective metal scavenger2 and catalyst for Knoevenagel reactions.3,4 It has also been used as support in solid-phase chemistry for chemical peptide synthesis followed by enzymatic hydrolysis5 and for Claisen rearrangement.

SiliaBond® Amine is also used in chromatography as a normal phase sorbent. It is used in the separation of peptides, drugs and metabolites from physiological fluids, and for the separation of mono- and polysaccharides. Si-NH2 is more retentive towards basic compounds. When used at pH less than or equal to 7.8, it is protonated and may be used as a weak anion exchanger (WAX). SiliaBond® Amine has been used for the solid-phase extraction of sugars7, for the separation of steroids8, cholesterol, and triglycerides,9 and in size exclusion chromatography of cationic polymers.10 Si-NH2 is also available non-endcapped (R52130B) for additional retention of polar and cationic compounds.


Application Notes
Scavenging Acid Chloride

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

Related publications
1) Tetrahedron Lett., 41 (2000) 3573
2) Chem. Commun., (2000) 1145
3) Tetrahedron Lett., 29 (1988) 2261
4) J. Chem. Soc. Perkin Trans. I, (1989) 105
5) Tetrahedron Lett., 44 (2003) 6083
6) Molecular Diversity, 3 (1998) 161
7) J. Liq. Chromatogr., 14 (1991) 1185
8) J. Chromatogr., 392 (1987) 464
9) J. Chromatogr., 434 (1988) 395
10) J. Chromatogr., 389 (1987) 103

SiliaBond® Bromophenyl (R55030B)
Loading: 1.1 mmol/g
Category: Other
Description
SiliaBond® Bromophenyl (or Si-BRP) can be used as solid support for further derivatization.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Carbodiimide (R70530B)
Loading: 1.0 mmol/g
Category: Reagent

Description
SiliaBond® Carbodiimide (or Si-DCC) is a bound neutral carbodiimide that may be used for the synthesis of amides, esters, and activated esters. Loading is determined by titration of the excess oxalic acid after formation of oxalic anhydride. The use of silica-supported DCC eliminates purification issues caused by the formation of DCU as it remains bound to the silica.

Applications and uses of SiliaBond® Carbodiimide are not restricted to standard amides. As a matter of fact, it has been successfully used for the synthesis of Weinreb amides and acylsulfonamides.


Application Notes

Amide Synthesis

In bulk – Method 1
In bulk – Method 2
In cartridges, using SiliaPrep™ DCC
Weinreb Amide Synthesis and
Acylsulfonamide Synthesis

Solvent compatibility
Aprotic solvents

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® Carbonate (R66030B)
Loading: 0.7 mmol/g
Category: Reagent

Description
SiliaBond® Carbodiimide (or Si-DCC) is a bound neutral carbodiimide that may be used for the synthesis of amides, esters, and activated esters. Loading is determined by titration of the excess oxalic acid after formation of oxalic anhydride. The use of silica-supported DCC eliminates purification issues caused by the formation of DCU as it remains bound to the silica.

Applications and uses of SiliaBond® Carbodiimide are not restricted to standard amides. As a matter of fact, it has been successfully used for the synthesis of Weinreb amides and acylsulfonamides.


Application Notes
Amine Free Basing:

- In bulk
- In cartridges


Scavenging HOBt2:

- In bulk
- In cartridges

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related publications
1) Org. Lett., 4(7) 2002, 1167
2) Org. Lett., 5(24) 2003, 4721

SiliaBond® Carboxylic Acid (R70030B)
Loading: 0.7 mmol/g
Category: Reagent

Description
SiliaBond® Carboxylic Acid (or Si-CAA) can be used as a scavenger for amines or carbonates, and for the quench of alkoxides and organometallic reagents.

SiliaBond® Carboxylic Acid is primarily used as a weak cation exchanger (WCX) in solid phase extraction (SPE) and in HPLC. It is preferred over SiliaBond® Tosic Acid (SCX) when performing “Catch and Release” purification of compounds bearing a permanent positive charge such as tetraalkylammoniums. Using the SCX in this case could make the release of the compound of interest difficult, not to say irreversible, due to the strong interaction between the two strong ions. SiliaBond® Carboxylic Acid has a pka of about 4.5. It can also be used in ion exchange chromatography (IEC) and has a different selectivity than SiliaBond® Tosic Acid (SCX).1,2


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related publications
1) J. Chromatogr., 117 (1976) 269
2) J. Chromatogr., 123 (1976) 109

SiliaBond® Cyano (R38030B), non-endcapped (R38130B)
Loading: 7% Carbon
Category: Chromatographic Stationary Phase
Description
SiliaBond® Cyano (or Si-CN) can be used both in normal and reversed-phase chromatography as its polarity marks the separation between the polar and non-polar phases. SiliaBond® Cyano is the least retentive of the polar sorbents in normal phase chromatography and the least retentive of the non-polar sorbents in reversed-phase chromatography. This sorbent is particularly useful when dealing with extremes in the polarity scale since it reduces the retention time and help improving the peak shapes.


Solvent compatibility

All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Cyanoborohydride (R66730B)
Loading: 1.0 mmol/g
Category: Reagent
Description
SiliaBond® Cyanoborohydride (or Si-CBH) is the silica bound equivalent of sodium cyanoborohydride. Bound cyanoborohydride is very useful in reductive amination and in the reduction of imines and aldehydes. Cyanide contamination of the product is a concern when using the solution phase equivalent. This problem is minimized with the use of silica bound materials since the toxic cyanide residue remains on the silica. Additionally, it may be used to reduce, -unsaturated carbonyl to the corresponding unsaturated alcohol.

To see if any cyanide ion was leaching from the silica, 1 g of SiliaBond® Cyanoborohydride has been washed in 10 mL of methanol for 24 hours. Cyanide strips indicated less than 3 ppm in each test performed.


Application Notes

Reductive Amination

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® Cyclohexyl (R61530B)
Loading: 10% Carbon
Category: Chromatographic Stationary Phase
Description
SiliaBond® Cyclohexyl (or Si-CYH) is a sorbent of medium polarity used in reversed-phase chromatography. It has a different selectivity than the alkyl sorbents (C18, C8, C4…) and phenyl, and may be used when these fail to provide the desired selectivity.


Solvent compatibility

All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Cysteine (R80530B)
Loading: 0.3 mmol/g
Category: Metal Scavenger
Description
SiliaBond® Cysteine. Silia Bond Cysteine is the silica bound equivalent of the amino acid Cysteine. By attaching the molecule to the backbone
via the amino group, the thiol group remains free and accessible for higher metal scavenging efficiency.
It is a versatile metal scavenger for a variety of metals including Pd, Sn, Ru, Pt, Cu, Rh, Cd and Sc under a wide range of conditions and the preferred metal scavenger for tin residues.
Cysteine has been reported to efficiently remove palladium and heavy metals in aqueous solutions but its limited solubility in organic solvent can limit its range of applications. By using Silia Bond Cysteine, solubility issues can
be solved and almost all solvents can now be used.
1. a) WO98/51646; b) US 2006/0091067 A1


Solvent compatibility

All solvents, aqueous and organic

Prolonged storage
Keep dry under argon

SiliaBond® Diamine (R49030B)
Loading: 1.4 mmol/g
Category: Base and Metal Scavenger
Description
SiliaBond® Diamine (or Si-DIA) is a proven scavenger for metals and electrophiles. It scavenges acids, acid chlorides, anhydrides, aldehydes, isocyanates, and chloroformates as well as Pb, Ni, and Cd.


Solvent compatibility

All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry

SiliaBond® Dichlorotriazine (R52230B)
Loading: 0.7 mmol/g
Category: Reagent
Description
This explains the diversity of possible reaction pathways and reagents available on the market. SiliCycle® is part of this trend and this is why we have developed the bound equivalent of 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride), SiliaBond® Dichlorotriazine (or Si-DCT).

SiliaBond® Dichlorotriazine must be activated with N-methylmorpholine (NMM) to give a morpholinium salt that can react with the carboxylic acid to form the activated ester. It may then be reacted with an amine to form the amide or safely stored for use at a later date. Si-DCT may also be used for synthesis of Weinreb amides and acylsulfonamides. Si-DCT provides a fast clean route for amides formation with complete conversion in about an hour compared to most bound coupling reagents, which require overnight incubation.

Using SiliaPrep™ Dichlorotriazine (in cartridges) offers certain advantages over the bulk Si-DCT. They can be summarized as follow:

Shorter reaction time (few minutes compared to 1 h);
No need for use of supported scavengers (saves an additional step and costs);
Amenable to automation.

Application Notes

- Acylsulfonamide Synthesis

- Weinreb Amide Synthesis

SiliaBond® Dichlorotriazine
SiliaPrep™ Dichlorotriazine

Solvent compatibility
Anhydrous aprotic solvents

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® Diethylamine (R76530B)
Loading: 1.2 mmol/g
Category: Base and Ion Exchanger
Description
SiliaBond® Diethylamine (or SiliaBond® WAX-2) is a silica bound tertiary amine base and can be used in most applications requiring a tertiary amine, particularly as a HCl sponge. Silica bound ammonium salt by-products are easily separated by filtration. This diethylamine immobilized on silica gel can be used for the same applications as SiliaBond® Dimethylamine. It is a very common supported tertiary amine.

SiliaBond® Diethylamine is also used as weak anion exchanger (WAX) in SPE. It has a pka of about 10.5 and is preferred over SiliaBond® TMA Chloride (SAX) when performing “Catch and Release” purification of compounds bearing a permanent negative charge such as salts of sulfonic acids. Using SAX in this case could make the release of the compound of interest difficult, not to say irreversible, due to the strong interaction between the two strong ions.


Solvent compatibility

All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

SiliaBond® Diol non-endcapped (R35030B)
Loading: 1.0 mmol/g
Category: Scavenger and Chromatographic Stationary Phase
Description
SiliaBond® Diol may be used as boronic acid scavenger in the same way as PS-DEAM.

SiliaBond® Diol may also be used as polar sorbent in normal phase and aqueous size exclusion chromatography. Like bare silica, SiliaBond® Diol has the ability to form hydrogen bonds and the capacity to separate structural isomers. Since most of its surface is covered with organic functions, the SiliaBond® Diol absorbs less water, which leads to a more reproducible activity. It is also the sorbent of choice when working in normal phase in the presence of water. It has a different selectivity than bare silica gel and slight modifications in the composition of the solvent mixture may be necessary to obtain a similar retention. In SPE, it is used for the isolation of drugs and metabolites from physiological fluids.


Application Notes

Scavenging Boronic Acid

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Diphenylphosphine (R39030B)
Loading: 0.9 mmol/g
Category: Reagent, Other

Description
SiliaBond® Diphenylphosphine (or Si-DPP) can be used as linker for catalyst immobilization such as tetrakis- (triphenylphosphine)palladium(0) for Suzuki coupling.


Application Notes

Suzuki Coupling

Palladium immobilization on SiliaBond® Diphenylphosphine
Suzuki Coupling using Palladium immobilized on SiliaBond® Diphenylphosphine
Solvent compatibility
Degassed solvents

Prolonged storage
Store under argon.

SiliaBond® DMAP (R75530B)
Loading: 0.8 mmol/g
Category: Reagent
Description
SiliaBond® DMAP (or Si-DMAP) is the supported equivalent of 4-dimethylaminopyridine commonly used as a nucleophilic catalyst in a wide variety of reactions such as acylation, amidation or acetylation. These reactions are well known in organic synthesis and are very useful in various domains. SiliaBond® DMAP presents the advantage over its free counterpart as it can be removed by a simple filtration. One of the most important applications for this product is the “Catch and Release” for amide synthesis.


Application Notes
Sulfonamide Synthesis by Catch and Release

Solvent compatibility
All organic solvents

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® Fluorochrom non-endcapped(R63730B)
Loading: 7% carbon
Category: Fluorous Phase
Description
SiliaBond® Fluorochrom (or Si-FCM) is a fluorinated sorbent particularly useful for the separation of fluorine containing molecules from non-fluorous ones. This new technique is slowly gaining acceptance in the scientific community mostly for applications in SPE and HPLC. The applications of these types of sorbents are not limited to fluorous compounds but may also be used in chromatographic separations of non-fluorinated molecules, just like a regular reversed-phase would do, but with a different selectivity. SiliaBond® Fluorochrom presents the highest level of fluorine available on the market and has a proprietary structure.


Application Notes

Sulfonamide Synthesis by Catch and Release

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Glycidoxy non-endcapped (R36030B)
Loading: 1.1 mmol/g
Category: Other

Description
SiliaBond® Glycidoxy (or Si-GLY) may be used as a linker for further modification of the surface and for the immobilization of molecules bearing amino, hydroxy, mercapto and thiocarboxylic acid groups.


Solvent compatibility

Anhydrous aprotic organic solvents

Prolonged storage
Keep cool (less than 8°C) and dry.

SiliaBond® Isocyanate (R50030B)
Loading: 1.2 mmol/g
Category: Nucleophile Scavenger
Description
SiliaBond® Isocyanate (or Si-ISO) is a versatile scavenger for nucleophiles. It readily scavenges amines, thiols, thiolates, alkoxides, and acidic phenols. Loading is determined by the removal of benzylamine in hexane at room temperature. Si-ISO has been used to scavenge amines in a “cap-tag” methodology for oligosaccharide preparation by automated solid phase synthesis1 and in the preparation of 2,5-diketopiperazines and 1,4-benzodiazepine-2,5-diones.2

Silica supported isocyanate has superior reactivity in a broader range of solvents when compared to polymer-based materials. SiliaBond® Isocyanate is also available in SPE (SiliaPrep™ Isocyanate) format for flow through scavenging.


Application Notes

Scavenging Benzylamine

Solvent compatibility
Anhydrous aprotic organic solvents

Prolonged storage
Keep cool (less than 8°C) and dry.

SiliaBond® Maleimide (R71030B)
Loading: 0.7 mmol/g
Category: Other
Description
SiliaBond® Maleimide (or Si-MAL) has been designed to scavenge thiols. 90% of mercaptoethanol was removed with 4 eq. after 15 minutes in an aqueous environment. Complete scavenging was observed after 3 hours. SiliaBond® Maleimide can also be used to immobilize peptides and proteins through the cysteine residues. 95% of L-cysteine was immobilized after only 15 minutes in a pH 4.5 buffered solution using 4 eq. of SiliaBond® Maleimide.


Solvent compatibility
Polar organic solvents (MeOH, DMF) and water

Prolonged storage
Keep cool (less than 8°C) and dry.

SiliaBond® Morpholine (R68030B)
Loading: 1.1 mmol/g
Category: Base
Description
SiliaBond® Morpholine (or Si-MOR) is commonly used as an acid sponge. It is used in the same manner as morpholine functionalized polymers.1,2


Application Notes
Scavenging Benzylamine

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

Related Publications
1) J. Am. Chem. Soc., 119 (1997) 4882
2) Tetrahedron, 54 (1998) 3983

SiliaBond® Pentafluorophenyl (R67530B)
Loading: 9% carbon
Category: Fluorous Phase
Description
SiliaBond® Pentafluorophenyl (or Si-PFP) is a sorbent primarily used in the separation of molecules bearing fluorine atoms but may also be used in the separation of non-fluorous compounds1 such as Taxol® and its derivatives.2,3 Because of its phenyl ring, Si-PFP has a higher selectivity for aromatics containing molecules compared to the other fluorinated sorbents.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publications
1) J. Chromatogr., 511 (1990) 79
2) J. Nat. Prod., 61 (1998) 57
3) J. Chromatogr. B, 696 (1997) 99

SiliaBond® Phenyl (R34030B), non-endcapped (R34130B)
Loading: 9% carbon
Category: Chromatographic Stationary Phase

Description
SiliaBond® Phenyl (or Si-PHE) is a sorbent of medium polarity used in reversed-phase chromatography. It has similar retention to C8 but with a different selectivity especially for molecules containing aromatics and fatty acids.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Phenylmethylchloride (R56530B)
Loading: 1.2 mmol/g
Category: Other
Description
SiliaBond® Phenylmethylchloride (or Si-PMC) can be used as solid support for further derivatization.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Piperazine (R60030B)
Loading: 0.8 mmol/g
Category: Base

Description
This SiliaBond® Piperazine (or Si-PPZ) is a useful deprotecting and scavenging agent for Fmoc1 and Bsmoc2 amino protecting group and as a solid phase Knoevenagel catalyst. According to the results of a study1, Si-PPZ is superior to its polystyrene-based equivalent. SiliaBond® Piperazine may also be used to scavenge electrophiles.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

Related Publications
1) J. Org. Chem., 48 (1983) 666
2) J. Org. Chem., 64 (1999) 4324

SiliaBond® Piperidine (R71530B)
Loading: 1.1 mmol/g
Category: Base

Description
SiliaBond® Piperidine (or Si-PIP) is a general purpose tertiary amine base to scavenge acids, thereby avoiding salt elimination problems. Also used as a base catalyst for Knoevenagel condensation.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

SiliaBond® Potassium Permanganate non-endcapped (R23030B)
Loading: 20% wt/wt, adsorbed onto silica
Category: Oxidant
Description
Potassium permanganate is a strong oxidant that will oxidize methyl groups and alcohols to carboxylic acids. SiliaBond® Potassium Permanganate (or Si-KMnO4) increases recoveries, facilitates work-up, and expands the scope of the chemistry because it can be used in all organic solvents eliminating solubility issues.1 With SiliaBond® Potassium Permanganate, the manganese salt by-products stays adsorbed onto the silica.


Solvent compatibility
All anhydrous organic solvents with the exception of the alcohol, aldehyde, and ketone-containing solvents.

Prolonged storage
Keep dry

Related Publications
1) Synlett, 10 (2001) 1555

SiliaBond® Propyl Bromide (R55530B)
Loading: 1.5 mmol/g
Category: Other
Description
SiliaBond® Propyl Bromide (or Si-PBR) is a versatile solid support for amines and alcohols; more reactive than the chloride towards displacement.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Propylsulfonic Acid (R51230B)
Loading: 1.0 mmol/g
Category: Acid and Ion Exchanger

Description
Supported sulfonic acids such as SiliaBond® Propylsulfonic Acid (or SiliaBond® SCX-2) are in a class of strong acids widely used in different fields of synthetic organic chemistry. Their applications are well known and are used in a large number of settings going from drug discovery laboratories up to manufacturing processes. Among the applications we denote their use as acid catalysts, stationary phases for ion chromatography, and basic impurity scavengers. Meanwhile, the most common use is probably as strong cation exchanger (SCX) for the amine “Catch and Release” purification in SPE cartridge. This technique is becoming popular and some Universities have introduced the use of SCX SPE purification in their undergraduate teaching laboratories.

SiliCycle® offers SiliaBond® Propylsulfonic Acid and SiliaBond® Tosic Acid (SCX). Both are considered strong cation exchanger, meaning that they maintain a negative charge throughout the pH scale. The aromatic ring of the SiliaBond® Tosic Acid makes it slightly more acidic than the other. However, internal tests have demonstrated that they both have comparable strength. The difference between the two products is mainly in the selectivity. SiliaBond® SCX-2 presents a slightly more non-polar character than the SiliaBond® SCX, thus reducing secondary non-polar interactions with compounds.


Application Notes
Amine purification – Catch and Release using SiliaPrep™ Propylsulfonic Acid

Solvent compatibility
All solvents aqueous and organic

Prolonged storage
Keep dry

SiliaBond® Pyridine (R43030B)
Loading: 1.3 mmol/g
Category: Base
Description
SiliaBond® Pyridine (or Si-PYR) can be used as a tertiary amine for acid removal. It can also be used to anchor Cu2+ ions, which can then be used as a catalyst for hydroquinone oxidation.1


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

Related Publication
1) J. Polym. Sci., Part A Polym. Chem., 32 (1994) 2457

SiliaBond® Pyridinium Chlorochromate non-endcapped (R24030B)
Loading: 20% wt/wt, adsorbed onto silica
Category: Oxidant

Description
SiliaBond® Pyridinium Chlorochromate (or Si-PCC) is used for the general oxidation of alcohols to carbonyl compounds, selective oxidation of allylic and benzylic alcohols, organometallic oxidation, oxidative transpositions, oxidative cleavages, allylic and benzylic oxidation, and oxidative cyclizations.1-4

Using PCC immobilized onto silica gel provides anhydrous conditions that may otherwise promote side reactions and reduce yields. It greatly facilitates removal of polymeric reduced chromium by-products, and is compatible with acid-sensitive protecting groups.5,6 When used in conjunction with ultrasounds, kinetics are increased and the amount of oxidant required to complete the reaction is decreased.7-9

Oxidation of 4-tert-butylcyclohexanol to 4-tert-butylcyclohexanone with 2 eq. in anhydrous DCM at room temperature is complete after 6 hours.


Solvent compatibility
Anhydrous DCM

Prolonged storage
Keep cool (less than 8°C) and dry.

Related Publication
1) J. Org. Chem., 54 (1989) 5387
2) Tetrahedron Lett., 42 (2001) 2141
3) Synlett, 10 (1999) 1630
4) Synth. Commun., 26 (1996) 225
5) J. Org. Chem., 58 (1993) 2509
6) J. Chem. Educ., 76 (1999) 974
7) J. Org. Chem., 48 (1983) 666
8) Liebigs Ann. Chem., (1993) 173
9) J. Org. Chem., 57 (1992) 3867

SiliaBond® Pyridinium Dichromate non-endcapped (R24530B)
Loading: 20% wt/wt, adsorbed onto silica
Category: Oxidant

Description
SiliaBond® Pyridinium Dichromate (or Si-PDC) may be used as an alternative to Si-PDC in nucleoside and carbohydrate oxidation, particularly for fragile molecules.1 SiliaBond® PDC can also be used in conjunction with tertbutylhydroperoxide for a variety of oxidative transformations.2

PDC immobilized onto silica is a very convenient and effective reagent for oxidizing allylic and benzylic alcohols, saturated primary and secondary alcohols, and is compatible with acid-sensitive groups, such as cyclopropane ring or ketal function.3

Oxidation of 4-tert-butylcyclohexanol to 4-tert-butylcyclohexanone with 2 eq. of Si-PDC in anhydrous DCM at room temperature is complete after 6 hours.


Solvent compatibility
Anhydrous DCM

Prolonged storage
Keep cool (less than 8°C) and dry.

Related Publication
1) J. Chem. Soc. Perkin Trans. I, (1982) 1967
2) J. Chem. Soc. Chem. Commun., 7 (1993) 651
3) Tetrahedron, 35 (1979) 1789

SiliaBond® Silver Nitrate non-endcapped (R23530B)
Loading: 10% wt/wt, adsorbed onto silica
Category: Chromatographic Stationary Phase

Description
Chromatography with silver nitrate is a well known and established methodology for the separation of non polar compounds with similar polarities. Generally, with a mixture of unsaturated compounds such as alkenes, lipids, steroids, terpenes, etc, standard separation procedures lack in efficiency. However, by using SiliaBond® Silver Nitrate for your column chromatography along with SiliaPlate™ Ag for your TLC you will have the necessary tools to circumvent the problem. The theory behind this separation is based on the fact that silver ions can complex with unsaturated compounds (? bond). This kind of chromatography with silver nitrate impregnated silica gel is very easy to perform and is well documented.1-4


Solvent compatibility
Anhydrous organic solvents. DMF and DMSO should be avoided.

Prolonged storage
Keep dry in the dark.

Related Publication
1) Tetrahedron, 57 (2001) 425
2) J. Chromatogr. A, 715 (1995) 372
3) J. Chromatogr., 38 (1968) 535
4) Microchem. J., 9 (1965) 227

SiliaBond® Succinic Anhydride (R64530B)
Loading: 1.0 mmol/g
Category: Nucleophile Scavenger
Description
SiliaBond® Succinic Anhydride (or Si-SAN) scavenges primary and secondary amines. It is selective for amines in the presence of alcohols and is the preferred scavenger for anilines.


Solvent compatibility
Anhydrous aprotic solvents

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® TAAcOH (R69030B)
Loading: 0.4 mmol/g
Category: Acid and Metal Scavenger

Description
SiliaBond® TAAcOH (or SiliaBond® Triaminetetraacetic Acid) is a silica bound metal scavenger for Pd(0), Ni(0) and Cu. It is the supported version of EDTA in its free form. It is an effective scavenger for metals in low or zero oxidation states, which includes many of the most synthetically useful catalysts such as tetrakis- (triphenylphosphine)palladium(0).


Application Notes
Scavenging Pd Complexes

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® TAAcONa (R69230B)
Loading: 0.4 mmol/g
Category: Metal Scavenger
Description
SiliaBond® TAAcONa or (or SiliaBond® Triaminetetraacetate, sodium salt) is a silica bound metal scavenger for Pd(II), Ni(II) and Cu. It is the supported version of EDTA in its sodium salt form. It is an effective scavenger for metals in higher oxidation state, 2+ or higher.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® TBA Chloride non-endcapped(R65530B)
Loading: 0.5 mmol/g
Category: Ion Exchanger
Description
SiliaBond® TBA Chloride (or Si-TBACl) may be used in the same way as SiliaBond® TMA Chloride (see p.56). Si-TBACl is more sterically hindered, which confers a different selectivity than the other anion exchangers.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

SiliaBond® TBD (R68530B)
Loading: 0.9 mmol/g
Category: Base and Metal Scavenger
Description
SiliaBond® TBD (1,5,7-Triazabicyclo[4.4.0]dec-5-ene) (or Si-TBD) is a silica bound bicyclic guanidine moiety that is sufficiently basic to deprotonate moderately acidic hydrogens. It is most commonly used for the alkylation of phenols (Williamson ether synthesis) and amines, and the esterification of carboxylic acids using alkyl halides. It may also be used to scavenge boronic acids such as phenylboronic acid: 98% removal with 1 equivalent in DCM at room temperature after 1 h.

The alkylation reaction can be done with a “Catch and Release” approach, in which the acidic phenol is bound to the SiliaBond® TBD and released upon addition of the electrophile. Excess phenol will remain bound to the silica facilitating work up and purification.

Additional published applications include the alkylation of activated methylene containing compounds, dehalogenation of organic halides, and the synthesis of aryl triflates. As a base catalyst it has been used in Michael reactions, Knoevenagel condensations, Robinson annulations and nucleophilic epoxidations.

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

Related Publications
1) Angew. Chem. Int. Ed., 36 (1997) 2661
2) Micro. Meso. Mater., 35-36 (2000) 143

SiliaBond® Thiol (R51030B)
Loading: 1.2 mmol/g
Category: Metal Scavenger
Description
SiliaBond® Thiol (or Si-Thiol) is a robust metal scavenger for a variety of metals including Pd, Pt, Cu, Ag, and Pb under a wide range of conditions. It has been used in pharmaceutical processes up to the pilot plant scale. It is our most versatile metal scavenger and is the preferred metal scavenger for Pd(II), Cu, Ag, and Hg.


Application Notes
Scavenging Pd Complexes

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publications
1) Chem. Commun., 1 (1999) 69
2) Chem. Commun., 13 (2000) 1145
3) Langmuir, 17 (2001) 528

SiliaBond® Thiourea (R69530B)
Loading: 1.2 mmol/g
Category: Metal Scavenger
Description
SiliaBond® Thiourea (or Si-THU) is a versatile metal scavenger for all forms of palladium and is widely used in the pharmaceutical industry. It works particularly well in organic solvents. It can also be used to scavenge Ag,1 Pt,2 Ru, Rh, and Hg. Once complexed with a transition metal, it has been reported as being an effective catalyst.3


Application Notes
Scavenging Pd Complexes

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publications
1) Analyst, 125 (2000) 147
2) Analyst, 125 (2000) 1205
3) Chem. Mater., 4 (1992) 243

SiliaBond® Tin Hydride (R72530B)
Loading: 0.6 mmol/g
Category: Reagent
Description
SiliaBond® Tin Hydride (or Si-SnH) is a highly selective reagent for the reduction or dehalogenation of alkyl halides. This is a very efficient reagent that gives good yields after only few hours. Solution phase organotin compounds are highly toxic and the silica support allows them to be safely used and removes the risk of tin contamination in the final product. As its homologous solution phase product, SiliaBond® Tin Hydride can be used in radical reaction in catalytic cycle or not. The transformation of 1-bromoadamantane to adamantane gave 92% yields in the conditions described in the sample procedure.

This product can also be used for the Barton-McCombie deoxygenation, for Giese reaction and for ring enlargement cyclohexadienones.


Application Notes
Reduction of Halides

Solvent compatibility
Anhydrous and degassed solvents

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon in the dark.

Related Publications
1) Green Chem., 3 (2001) 71
2) J. Am. Chem. Soc., 119 (1997) 6949

SiliaBond® TMA Chloride non-endcapped (R66530B)
Loading: 1.1 mmol/g
Category: Ion Exchanger

Description
SiliaBond® TMA Chloride (or SiliaBond® SAX, Si-TMACl) is mainly used as a strong anion exchanger (SAX) in ion chromatography1,2 and ion exchange SPE. The function bears a positive charge across the whole pH range as well as in organic solvents. It is especially used for the “Catch and Release” purification of weak acids. For the purification of strong acids, a weak anion exchanger (WAX) such as SiliaBond® Triamine, Amine or Diethylamine is preferred. Since the chloride ion is bound relatively strongly to the ammonium, it may be suited to activate the ion exchanger by changing the chloride for an acetate counter ion.


Application Notes
Counter Anion Exchange

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publications
1) J. Chromatogr. 119 (1976) 25
2) J. Chromatogr. 123 (1976) 109

SiliaBond® Tosic Acid (R60530B)
Loading: 0.8 mmol/g
Category: Acid, Nucleophile Scavenger, and Ion Exchanger

Description
SiliaBond® Tosic Acid (or SiliaBond® SCX, Si-TsOH) is a versatile bound strong acid with a pka <<1. It is widely used for the scavenging of amines and other basic functionalities, including weakly basic anilines, borohydrides, and metals such as Ni and Ag. It can also be used as an acid catalyst for organic reactions.1 Si-TsOH can serve as an alternative method to quench reactions replacing aqueous or organic soluble acids.

SiliaBond® Tosic Acid has been optimized for use in organic applications. It will not dissolve in methanol or any other solvents. It delivers much higher recovery and has better flow characteristics than corresponding polymer.

The main application of SiliaBond® Tosic Acid is as strong cation exchanger (SCX) in “Catch and Release” purification of amines. It is also widely used as stationary phase in ion exchange chromatography (IEC).2,3 Please see SiliaBond® SCX-2’s product for more information.


Application Notes
Catch and Release – Amines purification using SiliaPrep™ Tosic Acid

Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publications
1) J. Org. Chem., 54 (1989) 5437
2) J. Chromatogr., 117 (1976) 269
3) J. Chromatogr., 123 (1976) 109

SiliaBond® Tosyl Chloride (R44030B)
Loading: 1.0 mmol/g
Category: Nucleophile Scavenger

Description
SiliaBond® Tosyl Chloride (or Si-TsCl) readily reacts with nucleophiles such as amines and alcohols. Reaction with alcohols yields the bound tosylate, which can then be used to synthesize amines and oxazolines.


Application Notes
Scavenging nucleophile with SiliaBond® Tosyl Chloride

Solid Support: Linking alcohol to SiliaBond® Tosyl Chloride

Solid Support: Cleavage of the tosylate

Solvent compatibility
Anhydrous aprotic solvents. Unstable in DMF.

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® Tosyl Hydrazine (R61030B)
Loading: 1.5 mmol/g
Category: Scavenger
Description
SiliaBond® Tosyl Hydrazine (or Si-TsNHNH2) is an effective scavenger of carbonyl compounds. It has been used to selectively remove aldehydes in the presence of ketones since the scavenging of ketones requires an acid catalyst. Once bound, sulfonyl hydrazones can be utilized in other synthetic transformations.


Application Notes
Scavenging Aldehyde/Ketone with SiliaBond® Tosyl Hydrazine

Solvent compatibility
Aprotic, non carbonyl containing solvents

Prolonged storage
Keep cool (less than 8°C) and dry; store under argon.

SiliaBond® Triamine (R48030B)
Loading: 1.2 mmol/g
Category: Base and Metal Scavenger
Description
SiliaBond® Triamine (or SiliaBond® WAX-3, Si-TRI) is effective for scavenging metals such as Pb, Co, Ru, and Pd. Our internal tests have shown it to be the preferred scavenger for Pb. It can also be used as a scavenger for acid chlorides, isocyanates, and other electrophiles.

SiliaBond® Triamine may also be used as a weak anion exchanger (WAX) in the same way as SiliaBond® Amine and SiliaBond® Diethylamine, and is the closest silica equivalent of polyethyleneimine commonly used on the market.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep cool (less than 8°C) and dry.

SiliaBond® Tridecafluoro (R63530B)
Loading: 10% carbon
Category: Fluorous Phase
Description
SiliaBond® Tridecafluoro (or Si-TDF) is a sorbent primarily used to separate fluorous molecules. It can also be used in fluorous solid-phase extraction (FSPE) of fluorous-tag compounds as reported for the synthesis of oligosaccharide.1 It has a fluorine content that is between the SiliaBond® Fluorochrom and the SiliaBond® Pentafluorophenyl.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publication
1) Org. Lett. 9 (2007) 2285

SiliaBond® Urea (R67030B)
Loading: 1.3 mmol/g
Category: Other
Description
Used for adsorbing cationic surfactants1 and as polar stationary phase for chromatography.


Solvent compatibility
All solvents, aqueous and organic

Prolonged storage
Keep dry

Related Publication
1) Tenside Surf. Det., 37 (2000) 381

     

 

All these products are available in different sizes from lab scale to multi-ton scale