| IUPAC name
| Preferred IUPAC name
| Systematic IUPAC name
| Other names
|Molar mass||112.56 g/mol|
|Density||1.11 g/cm3 (20 °C)|
|Melting point||−45 °C (−49 °F; 228 K)|
|Boiling point||131 °C (268 °F; 404 K)|
|0.05 g/100 ml (20 °C)|
|Solubility||Miscible with alcohols, ethers, halocarbons, hydrocarbons|
|Vapor pressure||8.8 mmHg at 20 °C|
|Safety data sheet||Sigma-Aldrich|
|Flash point||29 °C (84 °F; 302 K)|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
| 2290 mg/kg (rat, oral)|
2250 mg/kg (rabbit, oral)
2300 mg/kg (mouse, oral)
2250 mg/kg (guinea pig, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Chlorobenzene is an aromatic organic compound with the chemical formula C6H5Cl.
- C6H5Cl + NaOH → C6H5OH + NaCl
The reaction is known as the Dow process.
Chlorobenzene is a colorless liquid, immiscible with water but miscible with most organic solvents.
Chlorobenzene is sold by chemical suppliers.
- C6H5 + Cl2 → C6H5Cl + HCl
Chlorobenzene can also be produced from aniline via benzenediazonium chloride, otherwise known as the Sandmeyer reaction. SM user ParadoxChem126 made ~9 ml of chlorobenzene via this route, which corresponds to an yield of 40%.
- Make phenylmagnesium chloride (Grignard reactions)
Chlorobenzene is considered to have low to moderate toxicity, although it is still an irritant and ingestion may cause serious harm.
Chlorobenzene can persist in soil for several months, in air for about 3.5 days, and in water for less than one day.
In closed glass bottles with a proper lid.
Controlled incineration in a special incinerator is used to destroy the compound.
Alternatively, a solution of Fenton's reagent can be used to neutralize small amounts of chlorobenzene.
The bacterium Rhodococcus phenolicus degrades chlorobenzene as sole carbon sources.