Phenyl magnesium chloride

Structural formula
General
Surname	Phenyl magnesium chloride
other names	Chlorophenyl magnesium
Molecular formula	C 6 H 5 ClMg
Brief description	amber liquid
External identifiers / databases
CAS number 100-59-4 EC number 202-868-8 ECHA InfoCard 100.002.608 PubChem 7513 Wikidata Q1403365
properties
Molar mass	136.86 g mol −1
Physical state	liquid
solubility	decomposes in water soluble in diethyl ether
safety instructions
GHS labeling of hazardous substances for the 2.0 M solution in THF danger H and P phrases H: 225-314 EUH: 014 P: 210-260-280-305 + 351 + 338-370 + 378-403 + 235
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenylmagnesium chloride is a chemical compound from the group of benzene derivatives and organometallic compounds and belongs to the Grignard compounds .

Extraction and presentation

Phenylmagnesium chloride can be obtained by reacting chlorobenzene with magnesium .

${\displaystyle \mathrm {C_{6}H_{5}Cl\ +\ Mg\ {\xrightarrow {Diethylether}}\ C_{6}H_{5}MgCl} }$

properties

Phenylmagnesium chloride is a highly flammable amber-colored liquid that decomposes in water to form benzene and magnesium hydroxide chloride . When heated, it decomposes, producing hydrogen chloride , carbon monoxide and carbon dioxide . The technical product is supplied as a 25% solution in tetrahydrofuran .

use

Phenylmagnesium chloride is used as a Grignard reagent ( Kumada-Corriu reaction ) to produce organic compounds (e.g. fentin and tetraphenyltin ).

safety instructions

Phenylmagnesium chloride vapors can form an explosive mixture with air.

Individual evidence

1. ↑ ^{a b c d e f} Entry on phenyl magnesium chloride in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
2. ↑ ^{a b c} Entry on Phenyl Magnesium Chloride in Hazardous Substances Data Bank , accessed July 29, 2012.
3. ↑ Parts of the labeling of hazardous substances relate to the hazards caused by the solvent.
4. ↑ Datasheet Phenylmagnesium chloride solution, 2.0 M in THF from Sigma-Aldrich , accessed on January 27, 2019 ( PDF ).
5. ↑ Günter Jeromin: Organic chemistry: A practical textbook . 2005, ISBN 978-3-8171-1732-1 , pp. 143 ( limited preview in Google Book search).
6. ↑ John A. Joule, Keith Mills: Heterocyclic Chemistry . John Wiley & Sons, 2010, ISBN 978-1-4051-9365-8 , pp. 69 ( limited preview in Google Book search).