153583
1-(Trimethylsilyl)imidazole
96%
Synonym(s):
N-Trimethylsilylimidazole, TMSI, TSIM
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5 ML
R$221.00
25 ML
R$753.00
100 ML
R$2,329.00
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5 ML
R$221.00
25 ML
R$753.00
100 ML
R$2,329.00
About This Item
Empirical Formula (Hill Notation):
C6H12N2Si
CAS Number:
Molecular Weight:
140.26
Beilstein:
606148
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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grade
synthesis grade
Quality Level
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
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Application
1-(Trimethylsilyl)imidazole (TMSI) was used for derivatization of carbohydrates into trimethylsilyl ethers[1]. It was also used to synthesize polysubstituted chiral spirotetrahydropyrans[2] and as silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.[3]
Silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.[3]
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
42.8 °F - closed cup
Flash Point(C)
6 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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.
Synthetic Communications, 23, 2191-2191 (1993)
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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
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