Description Uses
ChemicalBook > CAS DataBase List > N,O-Bis(trimethylsilyl)acetamide

N,O-Bis(trimethylsilyl)acetamide

Description Uses
Product Name
N,O-Bis(trimethylsilyl)acetamide
CAS No.
10416-59-8
Chemical Name
N,O-Bis(trimethylsilyl)acetamide
Synonyms
BSA;BIS(TRIMETHYLSILYL)ACETAMIDE;TriMethylsilyl N-(triMethylsilyl)acetiMidate;TMS-BA;dynasylan bsa;bis(trimethylsllyl)acetamide;N.O-Bis(trimethylsilyl)acetamide (BSA);(E)-TriMethylsilyl N-(triMethylsilyl)acetiMidate;trimethylsilyl (1E)-N-trimethylsilylethanimidate;BSiA
CBNumber
CB7366985
Molecular Formula
C8H21NOSi2
Formula Weight
203.43
MOL File
10416-59-8.mol
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N,O-Bis(trimethylsilyl)acetamide Property

Melting point:
24 °C
Boiling point:
71-73 °C35 mm Hg(lit.)
Density 
0.832 g/mL at 20 °C(lit.)
vapor pressure 
10 hPa (50 °C)
refractive index 
n20/D 1.417(lit.)
Flash point:
53 °F
storage temp. 
Store below +30°C.
solubility 
Miscible with many nonpolar and polar aprotic solvents.
form 
Crystalline Powder, Crystals and/or Chunks
pka
5.82±0.50(Predicted)
Specific Gravity
0.832
color 
Light yellow or beige to brown
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Sensitive 
Moisture Sensitive
BRN 
1306669
CAS DataBase Reference
10416-59-8(CAS DataBase Reference)
NIST Chemistry Reference
Ethanimidic acid, N-(trimethylsilyl)-, trimethylsilyl ester(10416-59-8)
EPA Substance Registry System
Ethanimidic acid, N-(trimethylsilyl)-, trimethylsilyl ester (10416-59-8)
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Safety

Hazard Codes 
C,Xn,F
Risk Statements 
10-14-22-34-40-20/21/22-11
Safety Statements 
26-36/37/39-45-7/8-43A-36-30-23-16-7/9
RIDADR 
UN 2920 8/PG 2
WGK Germany 
3
RTECS 
AK3000000
F 
10-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29310095
Toxicity
LD50 orally in Rabbit: 1580 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.18727
Product name
N,O-Bis(trimethylsilyl)acetamide
Purity
for synthesis
Packaging
25mL
Price
$65.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18727
Product name
N,O-Bis(trimethylsilyl)acetamide
Purity
for synthesis
Packaging
100mL
Price
$180
Updated
2024/03/01
Sigma-Aldrich
Product number
128910
Product name
N,O-Bis(trimethylsilyl)acetamide
Purity
synthesis grade, ≥95%
Packaging
10ml
Price
$63.1
Updated
2024/03/01
Sigma-Aldrich
Product number
128910
Product name
N,O-Bis(trimethylsilyl)acetamide
Purity
synthesis grade, ≥95%
Packaging
1l
Price
$639
Updated
2024/03/01
Sigma-Aldrich
Product number
1.09649
Product name
N,O-Bis(trimethylsilyl)acetamide
Purity
for gas chromatography
Packaging
25mL
Price
$200
Updated
2022/05/15
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N,O-Bis(trimethylsilyl)acetamide Chemical Properties,Usage,Production

Description

Clear to yellowish clear liquid liquid which is soluble in many nonpolar and polar aprotic solvents.
The trimethylsilyl group is a frequently utilized monofunctional blocking group for protic organic and inorganic materials. As it eliminated during the silylation is neutral acetamide, N,O-Bis(trimethylsilyl)acetamide can be preferably used for substrates which are acid- or base-sensitive.
N,O-bis(trimethylsilyl)-acetamide is an effective silylating agent. It is used in the pharmaceutical and in the chemical industry. Typically the silylating reaction with BSA results in neutral by-products only.

Uses

  1. Used for blocking and protection of hydroxyl groups in natural products, e.g. amino acids, carbohydrates;
  2. Used for blocking and protection of functional groups in organic intermediates;
  3. Used for formation of derivatives of H-acid compounds for analysis;
The silylated derivatives are volatile and can therefore be determined by gas chromatography. Deblocking is preferably carried out by means of hydrolysis, giving high yields. In some cases, thermal elimination of the trimethylsilyl group is possible.

Physical properties

bp 71–73°C/35 mmHg.

Uses

Powerful silylation reagent for a wide range of functional groups under mild conditions

Uses

N,O-bis(trimethylsilyl)-acetamide (BSA) is frequently used with TMCS as a catalyst to modify a variety of functional groups including carboxyl groups. In one novel application, BSA was used to measure carboxypeptidase activity by forming derivatives which could be determined by gas chromatography.BSA has been used to prepare derivatives of steroids and glucocorticoids.

Uses

N,O-Bis(trimethylsilyl)acetamide is a powerful silylating agent; reacts with a wide range of functional groups.
BSA was used to trimethylsilylate the hydroxyl group of 12 selectively to form in almost quantitative yield (eq 32).The presence of catalytic amounts (～0.02 equiv) of tetrabutylammonium fluoride (TBAF) significantly promoted the silylation of alcohols under mild conditions with high chemoselectivity, i.e., TBAF plays a role as a smooth silyl transfer catalyst from nitrogen to the hydroxyl group.

Preparation

made by the reaction of acetamide with a large excess of chlorotrimethylsilane in the presence of triethylamine.

General Description

N,O-Bis(trimethylsilyl)acetamide is an excellent silylation reagent. For some sterically hindered primary or secondary nitro compounds, N,O-bis(trimethylsilyl)acetamide and BSTFA achieve better results than normal silylation conditions.

Purification Methods

Fractionate it through a spinning band column and collect liquid b 71-73o/35mm, and not higher because the main impurity MeCONHSiMe3 distils at b 105-107o/35mm. It is used for derivatising alcohols and sugars [Klebe et al. J Am Chem Soc 88 3390 1966, see Matsuo et al. Carbohydr Res 241 209 1993, Johnson Carbohydr Res 237 313 1992]. Itis FLAMMABLE and TOXIC.

N,O-Bis(trimethylsilyl)acetamide Preparation Products And Raw materials

Raw materials

Triethylamine hydrochloride Acetamide Toluene Chlorotrimethylsilane

Preparation Products

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N,O-Bis(trimethylsilyl)acetamide Suppliers

Americas 1 Belgium 3 Canada 2 China 486 Europe 4 France 2 Germany 11 India 34 Italy 1 Japan 9 Norway 1 Singapore 1 Slovakia 1 South Korea 2 Switzerland 3 The Netherlands 1 United Kingdom 20 United States 73 Global 655
Beckmann-Kenko GmbH
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Merck Millipore
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Pharmorgana Gmbh
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Alfa Aesar, Thermo Fisher Scientific
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CHEMOS GmbH & Co. KG
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ChemPur GmbH
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ABCR GmbH & CO. KG
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AppliChem GmbH
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Service Chemical Inc.
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Merck Schuchardt OHG
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AppliChem GmbH
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View Lastest Price from N,O-Bis(trimethylsilyl)acetamide manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
N,O-Bis(trimethylsilyl)acetamide 10416-59-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Yanxi Chemical Co., Ltd.
Product
N,O-Bis(trimethylsilyl)acetamide 10416-59-8
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2024-05-08
Hebei Chuanghai Biotechnology Co,.LTD
Product
N,O-Bis(trimethylsilyl)acetamide 10416-59-8
Price
US $9.00/KG
Min. Order
1KG
Purity
99.8%
Supply Ability
100tons
Release date
2024-08-16

10416-59-8, N,O-Bis(trimethylsilyl)acetamideRelated Search:

Thioacetamide Acetaminophen N,N-Dimethylacetamide 2-Cyanoacetamide Acetamide N-(Trimethylsilyl)acetamide 2,2,2-TRIFLUORO-N,O-BIS(TRIMETHYLSILYL)-ACETAMIDE,Trifluoro-N,O-bis(trimethylsilyl)acetamide,N,O-bis(trimethylsilyl)acetamide,*with 10% tert-Butyldimethylsilyl chloride N,N'-Methylenebisacrylamide N,N'-Dimethyl-1,2-ethanediamine N,N-Bis(2-cyanoethyl)formamide TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE N,N'-BIS(3-AMINOPROPYL)ETHYLENEDIAMINE 2,2-Bis(trimethylsilyl)acetamide 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-Acetamid TRIMETHYLSILANE Bovine albumin N,O-BIS(TERT-BUTYLDIMETHYLSILYL)ACETAMIDE

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  • N,O-Bis(trimethylsilyl)acetamide Kit BSA 1 ml * 8<br/>Reaction vial, capacity 2 ml * 8
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  • N,O-Bis(trimethylsilyl)acetamide Kit TMS-BA (25% in Acetonitrile) 1 ml * 8 / Reaction vial, capacity 2 ml * 8 [Trimethylsilylating Reagent, for NH2 compounds]
  • Bis(trimethylsilyl)acetamide 5g [10416-59-8]