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N-(Trimethylsilyl)imidazole

CAS No.18156-74-6
Chemical Name:N-(Trimethylsilyl)imidazole
CBNumber:CB5483743
Molecular Formula:C6H12N2Si
Formula Weight:140.26
MOL File:18156-74-6.mol

N-(Trimethylsilyl)imidazole Property

Melting point -42 °C
Boiling point 93-94 °C14 mm Hg(lit.)
Density 0.957 g/mL at 20 °C
refractive index n20/D 1.475(lit.)
Flash point 42 °F
storage temp. Store below +30°C.
solubility Chloroform
form Liquid
pka 7.96±0.10(Predicted)
Specific Gravity 0.956
color Clear colorless to yellow
Water Solubility decomposes
Sensitive Moisture Sensitive
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
BRN 606148
Stability Air and Moisture Sensitive
InChIKey YKFRUJSEPGHZFJ-UHFFFAOYSA-N
CAS DataBase Reference 18156-74-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII PX8K4R8KWX
NIST Chemistry Reference 1h-Imidazole, 1-(trimethylsilyl)-(18156-74-6)
EPA Substance Registry System 1H-Imidazole, 1-(trimethylsilyl)- (18156-74-6)
UNSPSC Code 12352103
NACRES NA.22

Safety

Hazard Codes :F,Xi,C
Risk Statements :11-36/37/38-14-40-34-37-35-20/21/22
Safety Statements :16-26-33-37/39-45-36/37/39
RIDADR :UN 1993 3/PG 2
WGK Germany :3
RTECS :NI8700000
F :10-21
Autoignition Temperature :540 °C DIN 51794
TSCA :T
HazardClass :3
PackingGroup :II
HS Code :29332990

NFPA 704:

	3
2		1

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H225-H315-H319-H335
Precautionary statements P210-P233-P240-P241-P303+P361+P353-P305+P351+P338

N-(Trimethylsilyl)imidazole Price More Price(22)

Brand: Sigma-Aldrich(India)
Product number: 92751
Product name : 1-(Trimethylsilyl)imidazole
Purity: ≥98.0%
Packaging: 50ML
Price: ₹11636.88
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 92751
Product name : 1-(Trimethylsilyl)imidazole
Purity: ≥98.0%
Packaging: 250ML
Price: ₹46460.9
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 8.18204
Product name : N-(Trimethylsilyl)imidazole
Purity: for synthesis
Packaging: 25ML
Price: ₹13650
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 394874
Product name : 1-(Trimethylsilyl)imidazole
Purity: for GC derivatization, LiChropur?
Packaging: 5ML
Price: ₹8389.38
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.18204
Product name : N-(Trimethylsilyl)imidazole
Purity: for synthesis
Packaging: 100ML
Price: ₹28840
Updated: 2022/06/14
Buy: Buy

N-(Trimethylsilyl)imidazole Chemical Properties,Usage,Production

Chemical Properties Colorless transparent liquid
Physical properties bp 93–94 °C/14 mmHg; fp 5 °C; d 0.956 g cm?3.
Uses N-(Trimethylsilyl)imidazole is a silylating agent for alcohols and 1,3-dicarbonyl compounds; reaction with esters to give imidazolides; preparation of O-trimethylsilyl monothioacetals; aromatization of the A-ring of steroids. It participates in the reactions of Hydroxyl Silylation Reactions, Silyl Aminal Formation Reactions, Nitrogen Silylation Reactions, Acyl Imidazole Formation, Michael Addition Reactions, Substitution Reactions, Phosphoroimidazolidate Formation, and other uses.
Uses N-(trimethylsilyl) imidazole (TMSim) is quite reactive with hydroxyl groups in a variety of analytes including a variety of lipids.As with other derivatization reactions,microwave heating can greatly improve process efficiency.
Uses Silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.1
Uses A general silylating agent, particularly for alcohols. An intermediate for the synthesis of imidazole derivatives.
Definition ChEBI: A member of the class of imidazoles in which the hydrogen at position 1 is replaced by a trimethylsilyl group. N-trimethylsilylimidazole is a derivatisation agent used in gas chromatography/mass spectrometry applications.
General Description 1-(Trimethylsilyl)imidazole (TMSIM) has high silyl donor ability. It does not react with amino groups and also does not help in formation of enol-ether on unprotected ketone groups. It is useful as a silylating agent for ecdysones, norepinephrine, dopamine, steroids, sugars, sugar phosphates and ketose isomers.
reaction suitability reagent type: derivatization reagent
reaction type: Silylations