1,2-Dichlorobenzene
1,2-Dichlorobenzene
1,2-Dichlorobenzene, also known as ortho-dichlorobenzene or o-dichlorobenzene, is an organic compound with the chemical formula C_H_Cl_. It is one of three isomers of dichlorobenzene, the others being 1,3-dichlorobenzene and 1,4-dichlorobenzene.
Structure and Properties
1,2-Dichlorobenzene is a chlorinated aromatic hydrocarbon. It consists of a benzene ring with two chlorine atoms substituted at the 1 and 2 positions. This compound is a colorless liquid with a characteristic odor.
Physical Properties
- Molecular weight: 147.00 g/mol
- Density: 1.30 g/cm_
- Melting point: -17 °C
- Boiling point: 180 °C
- Solubility: Insoluble in water, soluble in organic solvents
Chemical Properties
1,2-Dichlorobenzene is relatively stable but can undergo typical aromatic substitution reactions. It is less reactive than benzene due to the electron-withdrawing effect of the chlorine atoms.
Production
1,2-Dichlorobenzene is produced by the chlorination of benzene in the presence of a catalyst such as iron(III) chloride. The reaction yields a mixture of the three isomers, which are then separated by distillation.
Uses
1,2-Dichlorobenzene is used primarily as a solvent and as an intermediate in the production of other chemicals. It is also used in the manufacture of herbicides, insecticides, and dyes.
Safety and Environmental Impact
1,2-Dichlorobenzene is classified as a hazardous substance. It can cause irritation to the skin, eyes, and respiratory tract. Prolonged exposure may lead to more serious health effects. It is also considered harmful to the environment, particularly to aquatic life.
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