An excellent catalyst for difficult to silylate compounds.
Product Detail
TMCS - Quick Reference
Chemical Name:
Trimethylchlorosilane
IUPAC Name:
chloro-trimethyl-silane
Chemical Forumula:
C3H9ClSi2
Molecular Weight:
108.7
Boiling Point:
57.6°C
Density:
0.858
Highlights
Excellent catalyst for compounds that are difficult to silylate
Used to form trimethylsilyl esters of organic acids
Addition of 1% TMCS aids in derivatizing amides, many secondary amines and hindered hydroxyls that are not derivatized by BSTFA alone
Monofunctional silanes are preferable for deactivating and coating chromatographic supports because they react with only one site on the surface. Polymerization is not possible and non-bound polymers will not float free and elute from the column, resulting in the subsequent exposure of non-reacted silanols beneath the layer. In addition, surface moisture is of no concern because monofunctional reagents dehydrate the surface.
There are several methods for deactivating surfaces with monofunctional reagents. Surfaces may be deactivated by slurrying or dipping the item(s) in a 5-10% solution of the reagent in a non-reactive solvent, pulling straight vapor into an evacuated container containing the item to be deactivated, or adding a few milliliters in a beaker along with the item and placing a watch glass on top, which is the method for glass wool silanization.
In addition to coating surfaces, TMCS is an excellent catalyst for difficult-to-silylate compounds. TMCS provides an excellent adjunct for forming trimethylsilyl ethers for GC determinations. In addition, it is used for preparing TMS derivatives of organic acids.
References
1. Gholson, A.R., et al. (1987). Simultaneous ultrasonic extraction and silylation for determination of organic acids, alcohol, and phenols from airborne particulate matter. Journal - Association of Official Analytical Chemists, 70: 897. 2. De Jong, A.P.J.M. et al. Derivatization of Catecholamines in Aqueous Solution for Quantitative Analysis in Biological Fluids. J. Chromatography, 276: 267. 3. Novina, R. (1982). Gas Liquid Chromatography of Isopropylidene Monosaccharides and their Trimethylsilyl Derivatives. Chromatographia 15: 241. 4. Wang, W.L., et al. (1994). Simultaneous assay of cocaine, heroin and metabolites in hair, plasma, saliva and urine by gas chromatography-mass spectrometry. J. Chromatography B 660: 279. 5. Cone, E.J., et al. (1994). Simultaneous measurement of cocaine, cocaethylene, their metabolites, and “crack” pyrolysis products by gas chromatography-mass spectrometry. Clinical Chemistry, 40(7): 1299. 6. Dyer, R.G., et al. (1995). Simultaneous measurement of phytosterols (campesterol and ß-sitosterol) and 7-ketocholesterol in human lipoproteins by capillary column gas chromatography. J. Chromatography B, 663: 1. 7. Duez, P., et al. (1996). GC-MS profiling of urinary organic acids evaluated as a quantitative method. Clinical Chemistry, 42: 1609. 8. Hocart, H.C., et al. (1986). Mass spectrometry and chromatography of t-Butyldimethylsilyl derivatives of cytokinin bases. Analytical Biochemistry, 153: 85. 9. Heathers, G.P., et al. (1989). Anion exchange chromatographic separation of inositol phosphates and their quantification by gas chromatography. Analytical Biochemistry, 176: 109. 10. Kemp, T.R., et al. (1982). High-resolution gas chromatography of methylated ribonucleosides and hypermodified adenosines. Evaluation of trimethylsilyl derivatization and split and splitless operation modes. J. Chromatography, 241: 325. 11. Sethi, S.K., et al. (1983). Formation of a new derivative of secondary amines during trimethylsilylation with n,o-bis(trimethylsilyl)-fluoroacetamide. N-(aminomethylene)-2,2,2-trifluoroacetamide. J. Chromatography, 254: 109.
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