1,2-Dichlorobenzene

1,2-Dichlorobenzene
1,2-Dichlorobenzene	Ball-and-stick model of 1,2-dichlorobenzene
IUPAC name 1,2-Dichlorobenzene
Other names ortho-Dichlorobenzene,o-Dichlorbenzene, odcb
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number	95-50-1 Y
ChemSpider	6969
SMILES
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula	C6H4Cl2
Molar mass	147.01 g/mol
Density	1.30 g/cm³
Melting point	-17.03 °C, 256 K, 1 °F
Boiling point	180.5 °C, 454 K, 357 °F
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
Flash point	66 °C
Y (what is this?)  (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,2-Dichlorobenzene, or ortho-dichlorobenzene (ODCB), is an organic compound with the formula C₆H₄Cl₂. This colourless liquid is poorly soluble in water but miscible with most organic solvents. It is a derivative of benzene, consisting of two adjacent chlorine centers.

Production and uses

1,2-Dichlorobenzene is obtained as a side-product of the production of chlorobenzene:

C₆H₅Cl + Cl₂ → C₆H₄Cl₂ + HCl

The reaction also affords the 1,4- and small amounts of the 1,3-isomer.

It is mainly used as a precursor to 1,2-dichloro-4-nitrobenzene, an intermediate in the synthesis of agrochemicals. In terms of niche applications, 1,2-dichlorobenzene is a versatile, high-boiling solvent. It is a preferred solvent for dissolving and working with fullerenes. It is an insecticide for termites and locust borers.

1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.

See also

• Chlorobenzene
• 1,4-Dichlorobenzene

References

de:Dichlorbenzole