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N-(Trimethylsilyl)imidazole

CAS No.
18156-74-6
Chemical Name:
N-(Trimethylsilyl)imidazole
Synonyms
TMSI;TMSIM;TRIMETHYLSILYLIMIDAZOLE;TSIM;TMS-IMIDAZOLE;1-(TRIMETHYLSILYL)IMIDAZOLE;SIM;1-(TRIMETHYLSILYL)-1H-IMIDAZOLE;1-(TRIMETHYLSILYL)IMIDAZOLE, 97%1-(TRIMETHYLSILYL)IMIDAZOLE, 97%1-(TRIMETHYLSILYL)IMIDAZOLE, 97%;Trimethylimidazosilane
CBNumber:
CB5483743
Molecular Formula:
C6H12N2Si
Molecular Weight:
140.26
MDL Number:
MFCD00005280
MOL File:
18156-74-6.mol
MSDS File:
SDS
Last updated:2024-04-28 19:50:54

N-(Trimethylsilyl)imidazole Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H315-H319-H335
Precautionary statements  P210-P233-P240-P241-P303+P361+P353-P305+P351+P338
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
10-21
Autoignition Temperature 540 °C DIN 51794
TSCA  T
HazardClass  3
PackingGroup  II
HS Code  29332990
NFPA 704
3
2 1

N-(Trimethylsilyl)imidazole price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.18204 N-(Trimethylsilyl)imidazole for synthesis 18156-74-6 25mL $88.1 2024-03-01 Buy
Sigma-Aldrich 8.18204 N-(Trimethylsilyl)imidazole for synthesis 18156-74-6 100mL $267 2024-03-01 Buy
Sigma-Aldrich 153583 1-(Trimethylsilyl)imidazole 96% 18156-74-6 5ml $48.3 2024-03-01 Buy
Sigma-Aldrich 153583 1-(Trimethylsilyl)imidazole 96% 18156-74-6 25ml $128 2024-03-01 Buy
Sigma-Aldrich 1.09771 N-(Trimethylsilyl)imidazole for gas chromatography 18156-74-6 5ml $214 2024-03-01 Buy
Product number Packaging Price Buy
8.18204 25mL $88.1 Buy
8.18204 100mL $267 Buy
153583 5ml $48.3 Buy
153583 25ml $128 Buy
1.09771 5ml $214 Buy

N-(Trimethylsilyl)imidazole Chemical Properties,Uses,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

A general silylating agent, particularly for alcohols. An intermediate for the synthesis of imidazole derivatives.

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

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.

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View Lastest Price from N-(Trimethylsilyl)imidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(Trimethylsilyl)imidazole pictures 2024-04-28 N-(Trimethylsilyl)imidazole
18156-74-6
US $6.00 / kg 1kg More than 99% 2000KG/Month Hebei Longbang Technology Co., Ltd
N-(Trimethylsilyl)imidazole pictures 2024-04-28 N-(Trimethylsilyl)imidazole
18156-74-6
US $0.00 / kg 1kg 96% 20t Hubei Changfu Chemical Co., Ltd.
N-(Trimethylsilyl)imidazole pictures 2024-04-24 N-(Trimethylsilyl)imidazole
18156-74-6
US $15.00 / kg 1kg 99.912% 10ton Ouhuang Engineering Materials (Hubei) Co., Ltd
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