153583
1-(Trimethylsilyl)imidazole
96%
Synonym(s):
N-Trimethylsilylimidazole, TMSI, TSIM
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About This Item
Empirical Formula (Hill Notation):
C6H12N2Si
CAS Number:
Molecular Weight:
140.26
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-040-3
Beilstein/REAXYS Number:
606148
MDL number:
Assay:
96%
Form:
liquid
grade
synthesis grade
assay
96%
form
liquid
refractive index
n20/D 1.475 (lit.)
bp
93-94 °C/14 mmHg (lit.)
density
0.956 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C[Si](C)(C)n1ccnc1
InChI
1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
InChI key
YKFRUJSEPGHZFJ-UHFFFAOYSA-N
Application
1-(Trimethylsilyl)imidazole (TMSI) was used for derivatization of carbohydrates into trimethylsilyl ethers. It was also used to synthesize polysubstituted chiral spirotetrahydropyrans and as silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.
Silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
42.8 °F - closed cup
flash_point_c
6 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Maiwenn Jacolot et al.
Organic letters, 14(1), 58-61 (2011-12-02)
We report a TMSI-promoted Prins cyclization reaction with ketones as carbonyl partners to prepare polysubstituted chiral spirotetrahydropyrans. In the presence of racemic 2-methylcyclohexanone a dynamic kinetic resolution occurred affording one stereoisomer. The observed enantiospecificity has been rationalized by DFT calculation.
Marijana M Ačanski et al.
Food chemistry, 145, 743-748 (2013-10-17)
Gas chromatography with mass spectrometry was used for carrying out a qualitative analysis of the ethanol soluble flour extract of different types of cereals bread wheat and spelt and pseudocereals (amaranth and buckwheat). TMSI (trimethylsilylimidazole) was used as a reagent
Synthetic Communications, 23, 2191-2191 (1993)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 153583-25ML | 04061838740953 |
| 153583-5ML | 04061838740960 |
| 153583-100ML | 04061838740946 |