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10416-59-8 - N,O-Bis(trimethylsilyl)acetamide, 95% - BSA - L00183 - Alfa Aesar

L00183 N,O-Bis(trimethylsilyl)acetamide, 95%

Numéro CAS

Dimensions Prix ($) Quantité Disponibilité
25g 33,10
100g 85,60
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N,O-Bis(trimethylsilyl)acetamide, 95%


Propriétés chimiques

Poids formulaire
Point de fusion
Point d'ébullition
Point d'éclair
Indice de réfraction
Moisture Sensitive
Miscible with many nonpolar and polar aprotic solvents.


N,O-Bis(trimethylsilyl)acetamide is used as a regioselective desulfation reagent as well as a preparatory agent for carbohydrate and alcohol trimethylsilyl ethers. It is also used for the derivatization of polar functional groups such as carboxylic acids, phenols, steroids, amines, alcohols, alkaloids and amides. It is employed in the formation of stable trimethylsilyl derivatives. Further, it is used in analytical chemistry for the derivatization of compounds in analysis to increase their volatility and to introduce the trimethylsilyl protecting group in organic synthesis. In addition to this, it is used in the protection of hydroxyl groups in natural products, functional groups in organic intermediates and derivatization reagent for gas chromatography-Mass spectral analysis of phenolic acids in fruits.


Air and moisture sensitive. Incompatible with strong oxidizing agents, water and acids.

Références bibliographiques

Powerful silylation reagent for a wide range of functional groups under mild conditions. See Appendix 4. Reviews: J. Prakt. Chem./ Chem. Ztg., 337, 332 (1995); Synthesis, 357 (1998). Unlike halosilanes, silylated amides often need no added base catalysts. For an example of use without added solvent or catalyst for the silylation of a tertiary ɑ-hydroxy ketone, see: Org. Synth. Coll., 7, 381 (1990). Silylating power can be increased in polar solvents such as DMF or acetonitrile, or by addition of acidic catalysts, often TMS chloride, or an acid such as TFA or HCl.

O-Silylation in the presence of TBAF (0.02 equiv.) occurs under very mild conditions: Tetrahedron Lett., 35, 8409 (1994).

BSA catalyzes the acylation of acylphosphoranes with activated derivatives of carboxylic acids. Subsequent ozonolysis, or oxidation with singlet oxygen or dimethyldioxirane, provides a route to 1,2,3-triketones: J. Org. Chem., 54, 2785 (1989); 60, 8231 (1995):

Saraji, M.; Ghambari, H. Suitability of dispersive liquid-liquid microextraction for the in situ silylation of chlorophenols in water samples before gas chromatography with mass spectrometry. J. Sep. Sci. 2015, 38 (20), 3552-3559.

Wittel, G.; Gu, P.; Engels, J. W. Synthesis and activity of C-analogues for immune stimulating CpG-oligodeoxynucleotides. Collect. Czech. Chem. Commun. 2015, 7, 493-494.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H302-H314-H318

Flammable liquid and vapour. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P210-P260u-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Classe de danger
Groupe d'emballage
Code tarifaire harmonisé


Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux


Analytique et matériel de laboratoire