1,3-Dichlorobenzene

1,3-Dichlorobenzene (also known as meta-dichlorobenzene) is an organic compound with the formula C6H4Cl2. It is the least common of the three isomers of dichlorobenzene, and it is a colorless liquid that is insoluble in water. It is produced as a minor byproduct of the chlorination of benzene, but can also be prepared in a directed manner by the Sandmeyer reaction of 3-chloroaniline. It also arises from the isomerization of the other dichlorobenzenes at high temperature.[1]

1,3-Dichlorobenzene
Names
Preferred IUPAC name
1,3-Dichlorobenzene
Other names
m-Dichlorobenzene; meta-Dichlorobenzene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.994
UNII
  • InChI=1S/C6H4Cl2/c7-5-2-1-3-6(8)4-5/h1-4H
    Key: ZPQOPVIELGIULI-UHFFFAOYSA-N
  • InChI=1/C6H4Cl2/c7-5-2-1-3-6(8)4-5/h1-4H
    Key: ZPQOPVIELGIULI-UHFFFAOYAZ
  • ClC1=CC=CC(Cl)=C1
Properties
C6H4Cl2
Molar mass 147.00 g·mol−1
Appearance Colorless liquid
Density 1.288 g/cm3
Melting point −22 to −25 °C (−8 to −13 °F; 251 to 248 K)
Boiling point 172 to 173 °C (342 to 343 °F; 445 to 446 K)
Insoluble
-83.19·10−6 cm3/mol
Hazards
Flash point 65 °C (149 °F; 338 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Hazards

This chemical is combustible. "Hazardous decomposition products" are carbon monoxide, carbon dioxide, chlorine, hydrogen chloride gas. It is toxic to aquatic life with long-lasting effects.[2]

See also

References
  1. U. Beck, E. Löser "Chlorinated Benzenes and other Nucleus-Chlorinated Aromatic Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry, 2012, Wiley-VCH, Weinheim. doi:10.1002/14356007.o06_o03
  2. "SAFETY DATA SHEET". Thermo Fisher Scientific. Retrieved 9 February 2021.
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