386529
Chlorotrimethylsilane
purified by redistillation, ≥99%
동의어(들):
TMSCl, TMCS, Trimethylchlorosilane, Trimethylsilyl chloride
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제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(CH3)3SiCl
CAS 번호:
Molecular Weight:
108.64
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-900-5
Beilstein/REAXYS Number:
1209232
MDL number:
Assay:
≥99%
Form:
liquid
vapor density
3.7 (vs air)
Quality Level
vapor pressure
100 mmHg ( 25 °C)
assay
≥99%
form
liquid
autoignition temp.
752 °F
purified by
glass distillation, redistillation
expl. lim.
6.4 %
impurities
<0.1% dichlorodimethylsilane
refractive index
n20/D 1.387 (lit.)
bp
57 °C (lit.)
mp
−40 °C (lit.)
density
0.856 g/mL at 25 °C (lit.)
SMILES string
C[Si](C)(C)Cl
InChI
1S/C3H9ClSi/c1-5(2,3)4/h1-3H3
InChI key
IJOOHPMOJXWVHK-UHFFFAOYSA-N
General description
Chlorotrimethylsilane is a chloroorganosilane compound mainly used for silylation reactions.
Application
Chlorotrimethylsilane (TMSCl) can be used as:
- A reagent to protect alcohol and amine groups via the formation of trimethylsilyl ethers and trimethylsilyl amines.
- A catalyst for the preparation of 1,3-diphenyl-2-propenone derivatives (chalcones) as antimicrobial agents.
- A trapping agent for the anions generated during acyloin condensation reaction.
- A better alternative catalyst to the toxic mercuric chloride for the activation of samarium (Sm) during the cyclopropanation of both allylic and α-allenic alcohols.
- A catalyst in the transesterification of triglycerides with alcohols to form fatty acid alkyl esters.
- A reagent along with lithium bromide for the conversion of alcohols to the corresponding bromides.
- A reagent in Fischer glycosidation.
- A source of acid catalyst in the reductive benzylation reaction using benzaldehyde and Et3SiH.
- A reagent to synthesize sodium trimethylsilanethiolate (Me3SiSNa) by reacting with sodium sulfide, which is an odorless alternative method of synthesizing Me3SiSNa from foul-smelling bis(trimethylsilyl)sulfide and sodium methoxide.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
supp_hazards
저장 등급
3 - Flammable liquids
wgk
WGK 1
flash_point_f
-18.4 °F - closed cup
flash_point_c
-28 °C - closed cup
ppe
Faceshields, Gloves, Goggles
Chlorotrimethylsilane in combination with sodium sulfide as the equivalent of sodium trimethylsilanethiolate in organic reactions.
Shiao M
The Journal of Organic Chemistry, 58(17), 4742-4744 (1993)
Houben-Weyl Methods of Molecular Transformations Vol. 4: Compounds of Groups 15 (As, Sb, Bi) and Silicon Compounds
Sci. Synth., 261-261 (2014)
Acyloin Condensation in which Chlorotrimethylsilane is used as a Trapping Agent: 1, 2-Bis (trimethylsilyloxy) cyclobutene and 2-Hydroxycyclobutanone: Trimethylsilane, 1-cyclobuten-1, 2-ylenedioxybis-and Cyclobutanone, 2-hydroxy-
Bloomfield JJ and Nelke JM
Organic Syntheses, 57, 1-1 (2003)