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N-(Trimethylsilyl)acetamide

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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
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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)
Flash point:
135 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform, DMSO, Methanol
form 
Crystalline Mass
pka
18.23±0.46(Predicted)
color 
White to yellow
Water Solubility 
reacts
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Sensitive 
Moisture Sensitive
BRN 
741928
Stability:
Moisture Sensitive
CAS DataBase Reference
13435-12-6(CAS DataBase Reference)
EPA Substance Registry System
Acetamide, N-(trimethylsilyl)- (13435-12-6)
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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
10-21
TSCA 
Yes
HazardClass 
4.1
PackingGroup 
III
HS Code 
29319090

MSDS

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N-(Trimethylsilyl)acetamide Usage And Synthesis

Chemical Properties

WHITE TO YELLOWISH CRYSTALLINE MASS

Uses

N-Trimethylsilylacetamide is a silylating agent used in organic synthesis. N-Trimethylsilylacetamide is used in the preparation of the antibacterial agent Cefdinir (C242670).

General Description

The efficiency of N-(Trimethylsilyl)acetamide (TMS acetamide) as allyl group scavenger and its compatibility with Fluorenylmethyloxycarbonyl chloride (Fmoc) protecting groups were studied.

Purification Methods

Distil 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 Products

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