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Sigma-Aldrich

N,O-Bis(trimethylsilyl)acetamide

synthesis grade, ≥95%

Synonym(s):

BSA

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About This Item

Linear Formula:
CH3C[=NSi(CH3)3]OSi(CH3)3
CAS Number:
10416-59-8
Molecular Weight:
203.43
Beilstein:
1306669
EC Number:
233-892-7
MDL number:
MFCD00008270
UNSPSC Code:
12352103
PubChem Substance ID:
24847878
NACRES:
NA.22

grade

synthesis grade

Assay

≥95%

form

liquid

refractive index

n20/D 1.417 (lit.)

bp

71-73 °C/35 mmHg (lit.)

density

0.832 g/mL at 20 °C (lit.)

SMILES string

C\C(O[Si](C)(C)C)=N/[Si](C)(C)C

InChI

1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8+

InChI key

SIOVKLKJSOKLIF-CMDGGOBGSA-N

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General description

N,O-Bis(trimethylsilyl)acetamide(BSA) is a powerful silylating agent for the protection of amides, amines, alcohols, carboxylic acids, enols and phenols. It can also be used as a Bronsted base precursor in Tsuji–Trost reactions. Additionally, it can be used to activate different functional groups during the production of nucleosides, peptides, and heterocycles.

Application

Derivatization reagent for GC-MS analysis of phenolic acids in fruits.
Reagent for the regioselective desulfation of polysaccharide sulfates. Also used to prepare trimethylsilyl ethers of carbohydrates and alcohols.

Features and Benefits

BSA is good moisture absorbent.

Signal Word

Danger

Hazard Statements

H226,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

111.2 °F - closed cup

Flash Point(C)

44 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mohammad Saraji et al.
Journal of separation science, 29(9), 1223-1229 (2006-07-13)
A simple analytical procedure based on single-drop microextraction combined with in-syringe derivatization and GC-MS was developed for determination of some phenolic acids in fruits and fruit juices. Cinnamic acid, o-coumaric acid, caffeic acid, and p-hydroxybenzoic acid were used as model
N, O-Bis (trimethylsilyl) acetamide
Claraz A
Synlett, 24(5), 657-658 (2013)
Carbohydrate Research, 237, 313-313 (1992)
Olga Moiseeva et al.
Cell cycle (Georgetown, Tex.), 14(15), 2408-2421 (2015-06-02)
Expression of oncogenes or short telomeres can trigger an anticancer response known as cellular senescence activating the p53 and RB tumor suppressor pathways. This mechanism is switched off in most tumor cells by mutations in p53 and RB signaling pathways.
A novel regioselective desulfation of polysaccharide sulfates: Specific 6-O-desulfation with N,O-bis(trimethylsilyl)acetamide.
M Matsuo et al.
Carbohydrate research, 241, 209-215 (1993-03-17)
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