ChemicalBook Product Catalog Chemical Reagents Organic reagents Silane N-(Trimethylsilyl)acetamide

N-(Trimethylsilyl)acetamide

N-(Trimethylsilyl)acetamide Basic information
Product Name:N-(Trimethylsilyl)acetamide
Synonyms:N-(TRIMETHYLSILYL)ACETAMIDE FOR SYNTHESI;N-(Trimethylsilyl)acetamide,97%;N-(Trimethylsilyl);(acetylamino)trimethylsilane;n-(trimethylsilyl)-acetamid;N-TRIMETHYLSILYLACETAMIDE;TRIMETHYLSILYLACETAMIDE;TMSA
CAS:13435-12-6
MF:C5H13NOSi
MW:131.25
EINECS:236-565-7
Product Categories:Aliphatics;Miscellaneous Reagents;Analytical Chemistry;GC Derivatizing Reagents;Si (Classes of Silicon Compounds);Silicon Compounds (for Synthesis);Silylacetamides;Silylation (GC Derivatizing Reagents);Si-N Compounds;Synthetic Organic Chemistry;Trimethylsilylation (GC Derivatizing Reagents)
Mol File:13435-12-6.mol
N-(Trimethylsilyl)acetamide Structure
N-(Trimethylsilyl)acetamide Chemical Properties
Melting point 46-49 °C(lit.)
Boiling point 84 °C18 mm Hg(lit.)
density 0.859±0.06 g/cm3(Predicted)
Fp 135 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform, DMSO, Methanol
pka18.23±0.46(Predicted)
form Crystalline Mass
color White to yellow
Water Solubility reacts
Sensitive Moisture Sensitive
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 741928
Stability:Moisture Sensitive
CAS DataBase Reference13435-12-6(CAS DataBase Reference)
EPA Substance Registry SystemAcetamide, N-(trimethylsilyl)- (13435-12-6)
Safety Information
Hazard Codes Xi-F,Xi,F
Risk Statements 36/37/38-11
Safety Statements 37/39-26
RIDADR 1325
WGK Germany 3
RTECS AD0250000
F 10-21
TSCA Yes
HazardClass 4.1
PackingGroup III
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
N-(Trimethylsilyl)acetamide Usage And Synthesis
Chemical PropertiesWHITE TO YELLOWISH CRYSTALLINE MASS
UsesN-Trimethylsilylacetamide is a silylating agent used in organic synthesis. N-Trimethylsilylacetamide is used in the preparation of the antibacterial agent Cefdinir (C242670).
General DescriptionThe efficiency of N-(Trimethylsilyl)acetamide (TMS acetamide) as allyl group scavenger and its compatibility with Fluorenylmethyloxycarbonyl chloride (Fmoc) protecting groups were studied.
Purification MethodsDistil the amide repeatedly in an inert atmosphere with all operations to be performed in an anhydrous atmosphere. In the presence of moisture, trimethylsilanol (b 31-34o/26mm) is formed and is a likely impurity (check by NMR). [Birkofer et al. Chem Ber 96 1473 1963, Beilstein 4 IV 4011.]
N-(Trimethylsilyl)acetamide Preparation Products And Raw materials
Preparation ProductsCefdinir-->2-METHYL-1-(TRIMETHYLSILOXY)-1-PROPENE-->1-(Trimethylsiloxy)cyclopentene-->Allylisopropylacetamide
(4R)-N-(TERT-BUTYLDIMETHYLSILYL)AZETIDIN-2-ONE-4-CARBOXYLIC ACID N-METHYL-N-TRIMETHYLSILYLHEPTAFLUOROBUTYRAMIDE Acetaminophen 4-PREGNEN-18-AL-11BETA,21-DIOL-3,20-DIONE 18,21-DIACETATE 3-O-CARBOXYMETHYLOXIME:BSA Trimethylsilylacetylene Acetamide N-Methyl-N-(trimethylsilyl)acetamide (4S)-N-(TERT-BUTYLDIMETHYLSILYL)AZETIDIN-2-ONE-4-CARBOXYLIC ACID N-(TERT-BUTYLDIMETHYLSILYL)PHTHALIMIDE N,N-Bis(trimethylsilyl)acetamide BIS(TRIMETHYLSILYL)HYPOXATHINE 11-ALPHA-HYDROXYTESTOSTERONE 11-HEMISUCCINATE : BSA N,O-Bis(trimethylsilyl)acetamide N-(Trimethylsilyl)acetamide N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide Silicone rubber,methyl-vinyl N,N-Dimethylacetamide N-TRIMETHYLSILYLACETANILIDE
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