Benzal chloride

Benzal chloride
Names
	IUPAC name Dichloromethylbenzene
	Other names Benzal chloride; α,α-Dichlorobenzenea; benzylidene chloride; benzyl dichloride
Identifiers
CAS Number	98-87-3 ;
ChemSpider	13882337 ;
ECHA InfoCard	100.002.463
KEGG	C19165 ;
PubChem CID	24855098;
RTECS number	CZ5075000;
CompTox Dashboard (EPA)	DTXSID6025014 ;
	InChI InChI=1S/C7H6Cl2/c8-7(9)6-4-2-1-3-5-6/h1-5,7H Key: CAHQGWAXKLQREW-UHFFFAOYSA-N ;
Properties
Chemical formula	C7H6Cl2
Molar mass	161.03 g/mol
Appearance	Colorless liquid
Density	1.254 g/cm3, liquid
Melting point	−17 to −15 °C
Boiling point	205 °C (82 °C @10 mm Hg)
Solubility in water	low
Vapor pressure	0.6 kPa (45 °C)
Hazards
Flash point	93 °C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Benzal chloride is an organic compound with the formula C₆H₅CHCl₂.^[1] This colourless liquid is a lachrymator and is used as a building block in organic synthesis.

Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride and followed by benzotrichloride

C₆H₅CH₃ + Cl₂ → C₆H₅CH₂Cl + HCl

C₆H₅CH₂Cl + Cl₂ → C₆H₅CHCl₂ + HCl

C₆H₅CHCl₂ + Cl₂ → C₆H₅CCl₃ + HCl

Most benzal chloride is hydrolysed to benzaldehyde:^[2]

C₆H₅CHCl₂ + H₂O → C₆H₅CHO + 2 HCl

References

^ "BENZAL CHLORIDE". International Programme on Chemical Safety. Retrieved 2007-10-30.
^ Manfred Rossberg, Wilhelm Lendle, Gerhard Pfleiderer, Adolf Tögel, Eberhard-Ludwig Dreher, Ernst Langer, Heinz Rassaerts, Peter Kleinschmidt, Heinz Strack, Richard Cook, Uwe Beck, Karl-August Lipper, Theodore R. Torkelson, Eckhard Löser, Klaus K. Beutel, “Chlorinated Hydrocarbons” in Ullmann’s Encyclopedia of Chemical Technology, 2007 John Wiley & Sons: New York.