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

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
Molecular Weight:
203.43
MDL Number:
MFCD00008270
MOL File:
10416-59-8.mol
MSDS File:
SDS
Last updated:2024-01-22 16:43:48

N,O-Bis(trimethylsilyl)acetamide Properties

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
Sensitive Moisture Sensitive
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
BRN 1306669
CAS DataBase Reference 10416-59-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII R14N49I64O
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H226-H302-H314
Precautionary statements  P210-P233-P280-P301+P312-P303+P361+P353-P305+P351+P338
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
10-21
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29310095
Toxicity LD50 orally in Rabbit: 1580 mg/kg
NFPA 704
3
3 0
W

N,O-Bis(trimethylsilyl)acetamide price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.18727 N,O-Bis(trimethylsilyl)acetamide for synthesis 10416-59-8 25mL $65.5 2024-03-01 Buy
Sigma-Aldrich 8.18727 N,O-Bis(trimethylsilyl)acetamide for synthesis 10416-59-8 100mL $180 2024-03-01 Buy
Sigma-Aldrich 128910 N,O-Bis(trimethylsilyl)acetamide synthesis grade, ≥95% 10416-59-8 10ml $63.1 2024-03-01 Buy
Sigma-Aldrich 128910 N,O-Bis(trimethylsilyl)acetamide synthesis grade, ≥95% 10416-59-8 1l $639 2024-03-01 Buy
Sigma-Aldrich 1.09649 N,O-Bis(trimethylsilyl)acetamide for gas chromatography 10416-59-8 25mL $200 2022-05-15 Buy
Product number Packaging Price Buy
8.18727 25mL $65.5 Buy
8.18727 100mL $180 Buy
128910 10ml $63.1 Buy
128910 1l $639 Buy
1.09649 25mL $200 Buy

N,O-Bis(trimethylsilyl)acetamide Chemical Properties,Uses,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

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

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

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.

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View Lastest Price from N,O-Bis(trimethylsilyl)acetamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N,O-Bis(trimethylsilyl)acetamide pictures 2024-04-26 N,O-Bis(trimethylsilyl)acetamide
10416-59-8
US $1.00 / KG 1KG ≥99% 2000mt/year Jinan Finer Chemical Co., Ltd
N,O-Bis(trimethylsilyl)acetamide pictures 2024-01-22 N,O-Bis(trimethylsilyl)acetamide
10416-59-8
US $8.00-0.80 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
N,O-Bis(trimethylsilyl)acetamide pictures 2023-10-21 N,O-Bis(trimethylsilyl)acetamide
10416-59-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
n-(trimethylsilyl)-acetimidicacitrimethylsilylester n-(trimethylsilyl)-ethanimidicacitrimethylsilylester Trimethylsilyl N-trimethylsilylacetamidate NO-Bis (trimethylsilyl) acetamide 90+ % gas chromatography N,O-Bis(trimethylsilyl)acetamide Kit TMS-BA (25% in Acetonitrile) 1 ml * 8 / Reaction vial, capacity 2 ml * 8 Trimethylsilyl (1E)-N-[(E)-trimethylsilyl]ethanimidoate Acetimidic acid, N-(trimethylsilyl)-, trimethylsilyl ester CB2500 Ethanimidicacid,N-(trimethylsilyl)-,trimethylsilylester N-(Trimethylsilyl)acetimidic acid, trimethylsilyl ester n-(trimethylsilyl)acetimidicacid,trimethylsilylester N,O-BIS(TRIMETHYLSILYL)ACETAMIDE SET WIT H 10 X 1 ML N,O-Bis(trimethyl-d9-silyl)acetamide (BSA-d18), 98% CP, 99 atom % D N,O-BIS(TRIMETHYLSILYL)ACETAMIDE, FOR GC N,O-BIS(TRIMETHYLSILYL)ACETAMIDE, DERIVA N,O-BIS(TRIMETHYLSILYL)ACETAMIDE, WITH 5 % TMCS N,O-BIS-(TRIMETHYLSILYL)ACETAMIDE*(BSA) BULK PACKAG N,O-BIS(TRIMETHYLSILYL)ACETAMIDE 98+% TMS-BA [=N,O-BIS(TRIMETHYLSILYL)ACETAMIDE] 25% IN ACETONITRILE [FOR GAS CHROMATOGRAPHY] BIS-(TRIMETHYL SILYL) ACETAMIDE (BSA) N,O-Bis(Trimethylsilyl)Acetamide(Bsa),Antibiotics bsa kit n,o-bis(trimethylsilyl)acetamide kit tms-ba kit N,O-BIS(TRIMETHYLSILY)ACETAMIDE DYNASYLAN BSATrimethylsilyl N-trimethylsilylacetamidate N,O-BIS(TRIMETHYLSILYL)ACETAMIDE N,O-Bistrimethyl Sylyl Acetamide BSA [=N,O-Bis(trimethylsilyl)acetamide] [for Gas Chromatography] N,O-Bis(trimethylsilyl)acetamide (25% in Acetonitrile) [Trimethylsilylating Reagent, for NH2 compounds] N,O-Bis(trimethylsilyl)acetamide Kit BSA 1 ml * 8 / Reaction vial, capacity 2 ml * 8 TMS-BA Kit BSA Kit N,O-Bis(triMethylsilyl)ac... N,O-BIS(TRIMETHYLSILYL)ACETAMIDE FOR GAS Trimethylsilyl N-(trimethylsilyl)ethanimidate, N,O-Bis(trimethylsilyl)acetamide, BSA |N|,|O|-Bis(triMethylsilyl)acetaMide (TMS-BA) BSA (25% in Acetonitrile) N,O-Bis(triMethylsilyl)acetaMide synthesis grade, >=95% N,O-Bis(trimethylsilyl)acetamide≥ 95% (Assay) N-Trimethylsilyl-1-trimethylsilyloxyethanimine 1-(Trimethylsiloxy)-N-(trimethylsilyl)ethanimine N-(Trimethylsilyl)-1-(trimethylsiloxy)ethanimine N,O-Bis(trimethylsilyl)acetamide Kit BSA 1 ml * 8
Reaction vial, capacity 2 ml * 8
N,O-Bis(trimethylsilyl)acetamide,95% 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] N,O-Bis(trimethylsil TMS-BA (25% in Acetonitrile) 1 ML * 8 / Reaction vial, capacity 2 ML * 8 [TriMethylsilylating Reagent, for NH2 coMpounds] N,O-Bis(triMethylsilyl)acetaMide, 95% 100ML N,O-Bis(triMethylsilyl)acetaMide, 95% 25ML TMS-BA BSA N,O-Bis(triMethylsilyl)acetaMide Kit  Co-Formula CFS-598 trimethylsilyl N-trimethylsilylethanimidate N-(Trimethylsilyl)ethanimidic acid trimethylsilyl ester N,O-Bis(trimethylsiyl)acetamide 99%min Ht--406 Bis(Trimethylsilyl)Acetamide (Bsa) N,O-Bis(trimethylsilyl)acetamide Kit BSA 1 mL * 8 / Reaction vial, capacity 2 mL * 8>