N-(Trimethylsilyl)acetamide
Synonym(s):TMS acetamide
- CAS NO.:13435-12-6
- Empirical Formula: C5H13NOSi
- Molecular Weight: 131.25
- MDL number: MFCD00008671
- EINECS: 236-565-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-07-08 16:52:38
What is N-(Trimethylsilyl)acetamide?
Chemical properties
WHITE TO YELLOWISH CRYSTALLINE MASS
The Uses of N-(Trimethylsilyl)acetamide
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.]
Properties of N-(Trimethylsilyl)acetamide
| 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 |
| pka | 18.23±0.46(Predicted) |
| form | Crystalline Mass |
| color | White to yellow |
| Water Solubility | reacts |
| Sensitive | Moisture Sensitive |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| BRN | 741928 |
| Stability: | Moisture Sensitive |
| CAS DataBase Reference | 13435-12-6(CAS DataBase Reference) |
| EPA Substance Registry System | Acetamide, N-(trimethylsilyl)- (13435-12-6) |
Safety information for N-(Trimethylsilyl)acetamide
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for N-(Trimethylsilyl)acetamide
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