386529
三甲基氯硅烷
purified by redistillation, ≥99%
别名:
TMSCl, TMCS, Trimethylchlorosilane, 三甲基硅基氯
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关于此项目
线性分子式:
(CH3)3SiCl
化学文摘社编号:
分子量:
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
InChI key
IJOOHPMOJXWVHK-UHFFFAOYSA-N
InChI
1S/C3H9ClSi/c1-5(2,3)4/h1-3H3
SMILES string
C[Si](C)(C)Cl
vapor density
3.7 (vs air)
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.)
Quality Level
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General description
三甲基氯硅烷是一种氯有机硅化合物，主要用于硅烷化反应。
Application
三甲基氯硅烷（TMSCl）可用作：
- 试剂，通过形成三甲基硅基醚和三甲基硅基胺保护醇基和胺基。
- 催化剂，用于制备抗菌剂1,3-二苯基-2-丙烯酮衍生物（查耳酮）。
- 捕获剂，捕获偶姻缩合反应过程中产生的阴离子。
- 更好的催化剂，替代有毒氯化汞，在烯丙型醇和α丙二烯型醇环丙烷化反应中活化钐（Sm）。
- 催化剂，催化甘油三酸酯与醇进行酯交换反应形成脂肪酸烷基酯。
- 试剂，和溴化锂一起将醇转化为相应溴化物。
- 试剂，用于Fisher糖基化。
- 酸催化剂来源，用于苯甲醛和Et3SiH进行还原苄化反应。
- 试剂，与硫化钠反应合成三甲基硅硫醇钠(Me3SiSNa)；这一合成方案无味，可替代有恶臭气味的双(三甲基硫化硅)与甲氧基钠合成Me3SiSNa的方法。
supp_hazards
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
存储类别
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
法规信息
危险化学品
此项目有
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.
Bloomfield J
Organic Syntheses, 1 (1977)
Chlorotrimethylsilane catalyzed synthesis of 1, 3-diphenyl-2-propenones and their antimicrobial activities
Goswami P, et al.
Comptes Rendus Chimie, 16(5), 442-450 (2013)
Jukun Xiong et al.
Environmental pollution (Barking, Essex : 1987), 219, 596-603 (2016-06-29)
To reveal the emission patterns of brominated flame retardants (BFRs) in the Beijiang River, South China, concentrations of polybrominated diphenyl ethers (PBDEs) and phenolic BFRs (2,4,6-tribromophenol (TBP), pentabromophenol (PeBP), tetrabromobisphenol A (TBBPA)), and bisphenol A (BPA) in water and sediments
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