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N-(Trimethylsilyl)imidazole

N-(Trimethylsilyl)imidazole Structure
N-(Trimethylsilyl)imidazole structure
CAS No.
18156-74-6
Chemical Name:
N-(Trimethylsilyl)imidazole
Synonyms
TMSI;TMSIM;TSIM;TRIMETHYLSILYLIMIDAZOLE;TMS-IMIDAZOLE;1-(TRIMETHYLSILYL)IMIDAZOLE;N-TRIMETHYLSILYLIMIDAZOLE;SIM;1-(TRIMETHYLSILYL)-1H-IMIDAZOLE;1-(TRIMETHYLSILYL)IMIDAZOLE, 97%1-(TRIMETHYLSILYL)IMIDAZOLE, 97%1-(TRIMETHYLSILYL)IMIDAZOLE, 97%
CBNumber:
CB5483743
Molecular Formula:
C6H12N2Si
Molecular Weight:
140.26
MDL Number:
MFCD00005280
MOL File:
18156-74-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:08:35
Product description Number Pack Size Price
N-(Trimethylsilyl)imidazole for synthesis 8.18204 25mL $96.4
N-(Trimethylsilyl)imidazole for synthesis 8.18204 100mL $292
1-(Trimethylsilyl)imidazole 96% 153583 5ml $53
1-(Trimethylsilyl)imidazole 96% 153583 25ml $141
N-(Trimethylsilyl)imidazole for gas chromatography 1.09771 5ml $214
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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
InChI 1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
InChIKey YKFRUJSEPGHZFJ-UHFFFAOYSA-N
SMILES C[Si](C)(C)n1ccnc1
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

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H315-H319-H335
Precautionary statements  P210-P233-P240-P241-P303+P361+P353-P305+P351+P338
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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  TSCA listed
HazardClass  3
PackingGroup  II
HS Code  29332990
Storage Class 3 - Flammable liquids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 2
Skin Irrit. 2
REACH Registrations Active
Limited Quantities 1.0 L (0.3 gallon) (liquid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
NFPA 704
3
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N-(Trimethylsilyl)imidazole price More Price(77)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.18204 N-(Trimethylsilyl)imidazole for synthesis 18156-74-6 25mL $96.4 2026-04-30 Buy
Sigma-Aldrich 8.18204 N-(Trimethylsilyl)imidazole for synthesis 18156-74-6 100mL $292 2026-04-30 Buy
Sigma-Aldrich 153583 1-(Trimethylsilyl)imidazole 96% 18156-74-6 5ml $53 2026-04-30 Buy
Sigma-Aldrich 153583 1-(Trimethylsilyl)imidazole 96% 18156-74-6 25ml $141 2026-04-30 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 $96.4 Buy
8.18204 100mL $292 Buy
153583 5ml $53 Buy
153583 25ml $141 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 cm3.

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.

reaction suitability

reagent type: derivatization reagent
reaction type: Silylations

N-(Trimethylsilyl)imidazole Preparation Products And Raw materials

Raw materials

Preparation Products

Medetomidine 4-TRIMETHYLSILOXY-3-PENTEN-2-ONE Chlorotrimethylsilane 1,1'-Sulfonyldiimidazole N,N'-BIS(IMIDAZOLE)DIMETHYLSILANE,TECH-95
2-O,3-O,4-O,5-O-Tetrakis(trimethylsilyl)-D-ribose 1,1'-Thiocarbonyldiimidazole

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N-(Trimethylsilyl)imidazole Suppliers

Global( 527)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Chuanghai Biotechnology Co., Ltd 		+8615350571055 Sibel@chuanghaibio.com China 8738 58
Shaanxi Dideu Medichem Co. Ltd 		+86-29-81139210 +86-17392587031 1059@dideu.com China 9996 58
Hubei Changfu Chemical Co., Ltd. 		+86-02784396550 +86-17721064038 sales@cfsilanes.com China 480 58
Hebei Longbang Technology Co., LTD 		+86-18633929156 admin@hblongbang.com China 972 58
HebeiShuoshengImportandExportco.,Ltd 		+86-18532138899 L18532138899@163.com China 939 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29640 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-2158073036 info@dakenam.com China 14026 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21585 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3009 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 33024 60
Supplier Advantage
Hebei Chuanghai Biotechnology Co., Ltd 		58
Shaanxi Dideu Medichem Co. Ltd 		58
Hubei Changfu Chemical Co., Ltd. 		58
Hebei Longbang Technology Co., LTD 		58
HebeiShuoshengImportandExportco.,Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Nanjing ChemLin Chemical Industry Co., Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60

View Lastest Price from N-(Trimethylsilyl)imidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(Trimethylsilyl)imidazole pictures 2026-07-14 N-(Trimethylsilyl)imidazole
18156-74-6
 1kg 96% 20t Hubei Changfu Chemical Co., Ltd.
N-(Trimethylsilyl)imidazole pictures 2026-03-20 N-(Trimethylsilyl)imidazole
18156-74-6
 $1.00 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
N-(Trimethylsilyl)imidazole pictures 2025-07-29 N-(Trimethylsilyl)imidazole
18156-74-6
 $6.00 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd

N-(Trimethylsilyl)imidazole Spectrum

N-(Trimethylsilyl)imidazole(18156-74-6)MSN-(Trimethylsilyl)imidazole(18156-74-6)1HNMRN-(Trimethylsilyl)imidazole(18156-74-6)13CNMR

18156-74-6(N-(Trimethylsilyl)imidazole)Related 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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