ChemicalBook > CAS DataBase List > N-(Trimethylsilyl)imidazole

N-(Trimethylsilyl)imidazole

Product Name
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
Formula Weight
140.26
MOL File
18156-74-6.mol
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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)
NIST Chemistry Reference
1h-Imidazole, 1-(trimethylsilyl)-(18156-74-6)
EPA Substance Registry System
1H-Imidazole, 1-(trimethylsilyl)- (18156-74-6)
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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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.18204
Product name
N-(Trimethylsilyl)imidazole
Purity
for synthesis
Packaging
25mL
Price
$88.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18204
Product name
N-(Trimethylsilyl)imidazole
Purity
for synthesis
Packaging
100mL
Price
$267
Updated
2024/03/01
Sigma-Aldrich
Product number
153583
Product name
1-(Trimethylsilyl)imidazole
Purity
96%
Packaging
5ml
Price
$48.3
Updated
2024/03/01
Sigma-Aldrich
Product number
153583
Product name
1-(Trimethylsilyl)imidazole
Purity
96%
Packaging
25ml
Price
$128
Updated
2024/03/01
Sigma-Aldrich
Product number
1.09771
Product name
N-(Trimethylsilyl)imidazole
Purity
for gas chromatography
Packaging
5ml
Price
$214
Updated
2024/03/01
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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

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

Uses

Silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.1

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

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.

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.

N-(Trimethylsilyl)imidazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-(Trimethylsilyl)imidazole manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
N-(Trimethylsilyl)imidazole 18156-74-6
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-08
Hubei Changfu Chemical Co., Ltd.
Product
N-(Trimethylsilyl)imidazole 18156-74-6
Price
US $0.00/kg
Min. Order
1kg
Purity
96%
Supply Ability
20t
Release date
2024-04-26
WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-(Trimethylsilyl)imidazole 18156-74-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-16

18156-74-6, N-(Trimethylsilyl)imidazoleRelated Search:

(Trifluoromethyl)trimethylsilane Trimethylsilyl cyanide TRIMETHYLSILANE Potassium trimethylsilanolate Hexamethyldisilazane 1-Methylimidazole Imidazole Trimethylsilylacetylene Azidotrimethylsilane hydroxytrimethylsilane N-(Trimethylsilyl)acetamide Iodotrimethylsilane Pyridine sulfur trioxide Chlorotrimethylsilane Bromotrimethylsilane N-6,9-BIS(TRIMETHYLSILYL)ADENINE Silicon N-(TRIMETHYL-D9-SILYL)IMIDAZOLE

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