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1,2-Dichlorobenzene[1]
Identifiers
CAS number 95-50-1 Yes check.svgY
ChemSpider 6969
SMILES
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

Hazards
Flash point 66 °C
 Yes check.svgY (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, 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.[2] 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.[citation needed]

1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.[3]

See also

References

  1. ^ Merck Index, 11th Edition, 3044
  2. ^ Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.
  3. ^ Technical Order 2J-1-13
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