| Identification | More | [Name]
N-(Trimethylsilyl)imidazole | [CAS]
18156-74-6 | [Synonyms]
1-(TRIMETHYLSILYL)-1H-IMIDAZOLE
1-(TRIMETHYLSILYL)IMIDAZOLE
N-TRIMETHYLSILIMIDAZOLE
N-TRIMETHYLSILYLIMIDAZOLE
SIM
TIMTEC-BB SBB009056
TMSI
TMSIM
TMS-IMIDAZOLE
TRIMETHYLSILYLIMIDAZOLE
TRI-SIL Z
TSIM
1-(Trimethylsily)imidazole
1-(trimethylsilyl)-1h-imidazol
1-(trimethylsilyl)-imidazol
1-Imidazolyltrimethylsilane
CT3600
Imidazole, 1-(trimethylsilyl)-
Imidazole, N-(trimethylsilyl)-
N-(Trimethylsilyl)imidazol | [EINECS(EC#)]
242-040-3 | [Molecular Formula]
C6H12N2Si | [MDL Number]
MFCD00005280 | [Molecular Weight]
140.26 | [MOL File]
18156-74-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless transparent liquid | [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. ]
2-8°C
| [solubility ]
Chloroform | [form ]
Liquid | [pka]
7.96±0.10(Predicted) | [color ]
Clear colorless to yellow | [Specific Gravity]
0.956 | [Water Solubility ]
decomposes | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [Sensitive ]
Moisture Sensitive | [Detection Methods]
NMR | [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) | [Storage Precautions]
Store under nitrogen;Light sensitive;Moisture sensitive | [EPA Substance Registry System]
18156-74-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
R14:Reacts violently with water. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S33:Take precautionary measures against static discharges .
S37/39:Wear suitable gloves and eye/face protection . | [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 |
| Hazard Information | Back Directory | [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]
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. | [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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