3-chlorobenzoyl chloride

Structural formula
General
Surname	3-chlorobenzoyl chloride
other names	3-chlorobenzoic acid chloride; m -chlorobenzoyl chloride;
Molecular formula	C 7 H 4 Cl 2 O
Brief description	colorless liquid with a pungent odor
External identifiers / databases
EC number	210-552-6
ECHA InfoCard	100.009.594
PubChem	69252
ChemSpider	62465
Wikidata	Q72517356
properties
Molar mass	175.01 g mol −1
Physical state	liquid
density	1.367 g cm −3 (20 ° C)
Melting point	approx. −4 ° C
boiling point	225 ° C
Vapor pressure	approx. 0.5 h Pa (20 ° C)
solubility	Decomposes in water;
safety instructions
H and P phrases	H: 314-335
	P: 280-301 + 330 + 331-304 + 340-305 + 351 + 338-308 + 310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

3-chlorobenzoyl chloride is an organic-chemical compound from the group of chlorinated, aromatic carboxylic acid chlorides . The compound is mainly used for the production of meta- chloroperbenzoic acid (mCPBA), which is used for the epoxidation of alkenes .

Extraction and presentation

3-chlorobenzoyl chloride is usually produced by chlorinating 3-chlorobenzoic acid with thionyl chloride or oxalyl chloride in the presence of dimethylformamide .

properties

Physical Properties

3-chlorobenzoyl chloride has a relative density of the steam-air mixture of 1.00 (density ratio to dry air at 20 ° C and normal pressure ). In addition, m -chlorobenzoyl chloride has a relatively low vapor pressure of approx. 0.5 hPa at 20 ° C.

Chemical properties

3-chlorobenzoyl chloride is a flammable, but difficult to ignite, liquid that is sensitive to moisture and therefore decomposes in water. m -chlorobenzoyl chloride is still difficult or very difficult to volatilize. Dangerous chemical reactions can occur with alkali or alkaline earth metals, alcohols, amines, bases, oxidizing agents, water, dimethyl sulfoxide and metals.

use

3-Chlorobenzoyl chloride is mainly used for the production of meta- chloroperbenzoic acid (mCPBA), which in turn is used for the epoxidation of alkenes and as an oxidizing agent in organic synthesis.

safety instructions

Ingestion or ingestion of 3-chlorobenzoyl chloride can cause severe skin burns and serious eye damage. The ignition temperature is greater than 500 ° C. The substance therefore falls into temperature class T1. With a flash point of 110 ° C, 3-chlorobenzoyl chloride is considered difficult to ignite.

Web links

Commons : 3-Chlorobenzoyl Chloride - Collection of Pictures, Videos, and Audio Files

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 3-chlorobenzoyl chloride in the GESTIS substance database of the IFA , accessed on July 29, 2020(JavaScript required) .
↑ Entry on 3-Chlorobenzoyl chloride in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 29, 2020. Manufacturers or distributors can expand the harmonized classification and labeling .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 3-chlorobenzoyl chloride in the GESTIS substance database of the IFA , accessed on July 29, 2020(JavaScript required) .

[CLP_100.009.594-2] Entry on 3-Chlorobenzoyl chloride in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 29, 2020. Manufacturers or distributors can expand the harmonized classification and labeling .