Chlorine (methyl) silane

Structural formula
General
Surname	Chlorine (methyl) silane
other names	Chloromethylsilane Methylchlorosilane
Molecular formula	CH 5 ClSi
External identifiers / databases
CAS number 993-00-0 EC number 213-600-4 ECHA InfoCard 100.012.364 PubChem 6328532 Wikidata Q1075278
properties
Molar mass	80.59 g mol −1
Physical state	gaseous
density	0.94 g cm −3 (−80 ° C)
Melting point	−135 - −134 ° C
boiling point	−46 ° C (at 13 h Pa )
Vapor pressure	724 hPa at 0 ° C
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 220-261-280-314 EUH: 014-071 P: 210-305 + 351 + 338-405-310-402 + 404
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chloro (methyl) silane is a chemical compound from the class of the silanes . It consists of a central silicon atom around which two hydrogen atoms and one chlorine atom and one methyl radical are coordinated in a tetrahedral manner .

presentation

Chlorine (methyl) silane can be produced by the chlorination of methylsilane with hydrogen chloride in the presence of aluminum chloride as a catalyst at an elevated temperature. Dichloro (methyl) silane is formed as a by-product .

${\displaystyle \mathrm {H_{3}SiCH_{3}+\ HCl{\xrightarrow[{AlCl_{3}}]{100\,{}^{\circ }C,24h}}\ H_{2}ClSiCH_{3}\ +\ H_{2}} }$

properties

It is a compound that is gaseous at room temperature, liquefies at −46 ° C (at 13 hPa) and solidifies at −135 to −134 ° C.

use

Chlorine (methyl) silane can be used to produce organic silanes. The chlorine substituent serves as a leaving group and can be exchanged for nucleophiles in a substitution reaction . Grignard compounds or organolithium compounds , for example, can be used as nucleophiles .

swell

1. ↑ ^{a b c d} A. Stock, C. Somieski: Siliciumwasserstoffe VI .: Chlorination and methylation of monosilane , in: Chem. Ber. 1919 , 52 , 710; doi : 10.1002 / cber.19190520410 .
2. ↑ E. Hengge, W. Kalchauer: New ways to polysilanes , in: monthly. Chem. 1990 , 121 , 793-802.
3. ↑ ^{a b} Entry on methylchlorosilane in the GESTIS substance database of the IFA , accessed on January 6, 2016 (JavaScript required)
4. ↑ E. Lukevics, R. Sturkovich, Y. Goldberg, A. Gaukhman: Reactions of heteroarylhydrosilanes with dichlorocarbene under phase-transfer conditions , in: J. Organomet. Chem. 1988 , 345 , 19-25.
5. ↑ E. Lukevics, V. Ryabova, P. Arsenyan, S. Belyakov, J. Popelis, O. Pudova: Bithienylsilanes: unexpected structure and reactivity , in: J. Organomet. Chem. 2000 , 610 , 8-15.