153583
1-(三甲基硅基)咪唑
96%
别名:
N-三甲基硅基咪唑, TMSI, 三甲基甲硅烷基咪唑
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关于此项目
经验公式（希尔记法）:
C6H12N2Si
化学文摘社编号:
分子量:
140.26
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-040-3
Beilstein/REAXYS Number:
606148
MDL number:
产品名称
1-(三甲基硅基)咪唑, 96%
InChI
1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
InChI key
YKFRUJSEPGHZFJ-UHFFFAOYSA-N
SMILES string
C[Si](C)(C)n1ccnc1
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
Quality Level
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Application
1-（三甲基硅基）咪唑 (TMSI) 用于将碳水化合物衍生为三甲基硅醚 。它也被用来合成多取代的手性螺环四氢吡喃 和作为硅烷化试剂，在胺官能团存在的情况下保护羟基。
用于氨基官能团存在下保护羟基的硅烷化试剂。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2
存储类别
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
法规信息
危险化学品
此项目有
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)
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.
S Kulkarni et al.
Steroids, 53(1-2), 131-147 (1989-01-01)
The reaction of trimethylsilylimidazole (TSIM) and 3-keto-5,10-epoxy-nor-19-methylandrostanone 3 and its 17-acetate analog 4 was examined at two different temperatures. In both compounds, reaction at 90 degrees C gave predominantly a delta 3-silyl-enol ether plus a minor product as a result
Silylated N,O-ketals from the reaction of ketones with N-trimethylsilylimidazole.
P A Andrews et al.
Journal of chromatography, 419, 271-274 (1987-08-07)
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