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

Introduction:Basic information about N-(Trimethylsilyl)imidazole CAS 18156-74-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

N-(Trimethylsilyl)imidazole Basic information

Product Name:N-(Trimethylsilyl)imidazole
Synonyms:1-(TRIMETHYLSILYL)IMIDAZOLE, 97%1-(TRIMETHYLSILYL)IMIDAZOLE, 97%1-(TRIMETHYLSILYL)IMIDAZOLE, 97%;Trimethylimidazosilane;Trimethylsilylimidzole;1-(trimethylsilyl)-1h-imidazol;1-(trimethylsilyl)-imidazol;1-Imidazolyltrimethylsilane;CT3600;Imidazole, 1-(trimethylsilyl)-
CAS:18156-74-6
MF:C6H12N2Si
MW:140.26
EINECS:242-040-3
Product Categories:Silylation Reagents;Analytical Chemistry;GC Derivatizing Reagents;Si (Classes of Silicon Compounds);Silylation (GC Derivatizing Reagents);Silylimidazoles;Si-N Compounds;Trimethylsilylation (GC Derivatizing Reagents);Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;C3 to C8;Chemical Synthesis;Heterocyclic Building Blocks;Imidazoles;Special Silanes;bc0001
Mol File:18156-74-6.mol

N-(Trimethylsilyl)imidazole Chemical 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.)
Fp 42 °F
storage temp. Store below +30°C.
solubility Chloroform
form Liquid
pka7.96±0.10(Predicted)
color Clear colorless to yellow
Specific Gravity0.956
Water Solubility decomposes
Sensitive Moisture Sensitive
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 606148
Stability:Air and Moisture Sensitive
InChI1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
InChIKeyYKFRUJSEPGHZFJ-UHFFFAOYSA-N
SMILESC[Si](C)(C)n1ccnc1
CAS DataBase Reference18156-74-6(CAS DataBase Reference)
NIST Chemistry Reference1h-Imidazole, 1-(trimethylsilyl)-(18156-74-6)
EPA Substance Registry System1H-Imidazole, 1-(trimethylsilyl)- (18156-74-6)

Safety Information

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 Temperature540 °C DIN 51794
TSCA TSCA listed
HazardClass 3
PackingGroup II
HS Code 29332990
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 2
Skin Irrit. 2

N-(Trimethylsilyl)imidazole Usage And Synthesis

Chemical PropertiesColorless transparent liquid
Physical propertiesbp 93–94 °C/14 mmHg; fp 5 °C; d 0.956 g cm?3.
UsesN-(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.
UsesN-(Trimethylsilyl)imidazole is a silylating agent for alcohols and 1,3-dicarbonyl compounds; reaction with esters to give imidazolides; preparation ofO-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.
UsesA general silylating agent, particularly for alcohols. An intermediate for the synthesis of imidazole derivatives.
UsesSilylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.1
DefinitionChEBI: 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 Description1-(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 suitabilityreagent type: derivatization reagent
reaction type: Silylations

N-(Trimethylsilyl)imidazole Preparation Products And Raw materials

Preparation ProductsMedetomidine-->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
N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin CAS 52523-35-0
N,N,N',N'-Tetramethylazodicarboxamide CAS 10465-78-8
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