Benzotrichloride

Benzotrichloride

Names
IUPAC name (Trichloromethyl)benzene
Other names Toluene trichloride Phenyl chloroform alpha,alpha,alpha-Trichlorotoluene PhCCl3
Identifiers
CAS Number	98-07-7 Y
3D model (JSmol)	Interactive image
ChemSpider	7089 N 13882366 N
ECHA InfoCard	100.002.395
KEGG	C19166 Y
PubChem CID	7367
RTECS number	XT9275000
UNII	U62VHG99AM Y
InChI InChI=1S/C7H5Cl3/c8-7(9,10)6-4-2-1-3-5-6/h1-5H Y Key: XEMRAKSQROQPBR-UHFFFAOYSA-N Y
SMILES ClC(Cl)(Cl)c1ccccc1
Properties
Chemical formula	C7H5Cl3
Molar mass	195.48
Appearance	Clear liquid
Density	1.3756 g/mL
Melting point	−5.0 °C (23.0 °F; 268.1 K)
Boiling point	220.8 °C (429.4 °F; 493.9 K)
Solubility in water	0.05g/L
Solubility	organic solvents
Hazards
R-phrases (outdated)	R45 R22 R23 R37/38 R41
S-phrases (outdated)	S53 S45
NFPA 704	1 4 0
Flash point	97.22 °C (207.00 °F; 370.37 K)
Autoignition temperature	420 °C (788 °F; 693 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Benzotrichloride, also known as trichlorotoluene is an organic compound with the formula C₆H₅CCl₃. It is principally used as an intermediate in the preparation of other chemical products such as dyes.

It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.

Benzotrichloride is produced by the free radical chlorination of toluene, catalysed by light or radical initiators such as dibenzoyl peroxide. Two intermediates are observed:

Benzotrichloride is partially hydrolysed to benzoyl chloride:

It is also transformed into benzotrifluoride, a precursor to pesticides: