Silylation reagent that reacts quantitatively under relatively mild conditions with a wide variety of compounds to form volatile, stable TMS derivatives.
BSA is the perfect reagent for volatile TMS derivatives. BSA reacts quantitatively using relatively mild conditions with a wide variety of compounds to form volatile, stable TMS derivatives for gas chromatograph analysis. BSA is used extensively for derivatizing alcohols, amines, carboxylic acids, phenols, steroids, biogenic amines and alkaloids; however, it is not recommended for use with carbohydrates or low molecular-weight compounds.
Product Detail
BSA - Quick Reference
Chemical Name:
N,O-bis[Trimethylsilyl]acetamide
IUPAC Name:
N-trimethylsilyl-1-trimethylsilyloxy-ethanimine
Chemical Forumula:
C8H21NOSi2
Molecular Weight:
199.1
Boiling Point:
71 - 73°C/35mm
Density:
0.832
Highlights
Highly reactive trimethylsilyl donor that forms volatile, stable TMS derivatives
Reacts quickly and quantitatively under mild conditions with a variety of compounds
BSA is used with a solvent such as pyridine or DMF and reactions are generally rapid. When used with DMF, BSA is the most suitable reagent for derivatizing phenols. An impressive study of the silylating properties of BSA was conducted by Klebe, et al. that demonstrated the following reactions:
Amino acids to form both N,O bonded TMS derivatives
Hydroxyl compounds to form TMS ethers
Organic acids to form TMS esters
Aromatic amides to form N-TMS derivatives
Applications for GC-MS, ECD, FID, GC-FTIR
References
1. Chambez, E.M. and Horning, E.C. (1968). Steroid trimethylsilyl ethers.Anal. Letters 1:201-11. 2. Gehrke, C.W.,et al. (1970). Trimethylsilation of amino acids – Effect of solvents on derivatization using bis(trimethylsilyl)trifluoroacetamide.J.Chromatogr. 53:201. 3. Gyllenhaal, O. and Hoffmann, K-J. (1984). Simultaneous determination of metoprolol and metabolites in urine by capillary column gas chromatography as oxazolidineone and trimethylsilyl derivatives. J. Chromatogr. 309:317-28. 4. Kawashiro, K.,et al. (1984). Gas chromatography -mass spectrometry of trimethylsilyl derivatives of some iminodicarboxylic acids. Bull. Chem. Soc. Jpn. 57:2871-78. 5. Klebe, J.F.,et al. (1966). Silylations with bis(trimethylsilyl)acetamide, a highly reactive silyl donor.JACS 88:3390-5. 6. Laker, M.F. and Mount, J. (1980). Mannitol estimation in biological fluids by gas-liquid chromatography of trimethylsilyl derivatives. Clin. Chem. 2613:441-3. 7. Lamkin, W.M.,et al. (1974). Analysis of methylthiohydantoins of amino acids by gas-liquid chromatography of their trimethylsilyl derivatives.Anal. Biochem. 58:422-38. 8. Pang, H.,et al. (1982). Mass spectrometry of nucleic acid constituents. Trimethylsilyl derivatives of nucleosides. J. Org. Chem. 47:3923-32. 9. Prater, W.A.,et al. (1980). Microanalysis of aqueous samples for phenols and organic acids.Anal. Lett. 13 (A3):205-12. 10. Sethi, S.k.,et al. (1983). Formation of a new derivative of secondary amines during trimethylsilylation with N,O-bis(trimethylsilyl)-fluoroacetamide. J. Chromatogr. 254:109-16. 11. Shieh, J.-J. and Desiderio, D. (1977). Derivatives for characterization of phosphoserine and phosphothreonine by gas chromatography – mass spectrometry.Anal. Lett. 10 (11):831-34. 12. Tai, S.S., et al. (1994). The certification of morphine and codeine in a human urine standard reference material. J. of Toxicology 18, 7. 13. Tanaka, A.et al. (1980). Gas chromatographic determination of nitrite in foods as trimethylsilyl derivative of 1H-benzotriazole.J. Chromatogr. 194:21-31. 14. Welch, M.J., et al. (1993). Hair analysis for drugs of abuse. J. of Toxicology 17, 389.
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BSA is the perfect reagent for volatile TMS derivatives. BSA reacts quantitatively using relatively mild conditions with a wide variety of compounds to form volatile, stable TMS derivatives for gas chromatograph analysis. BSA is used extensively for derivatizing alcohols, amines, carboxylic acids, phenols, steroids, biogenic amines and alkaloids; however, it is not recommended for use with carbohydrates or low molecular-weight compounds.
