4-Chlorophthalic anhydride

4-Chlorophthalic anhydride is a monochlorinated aromatic anhydride. It is an isomer of 3-chlorophthalic anhydride and a derivative of phthalic anhydride.

4-Chlorophthalic anhydride
Names
Preferred IUPAC name
5-Chloro-2-benzofuran-1,3-dione
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.866 Edit this at Wikidata
UNII
  • InChI=1S/C8H3ClO3/c9-4-1-2-5-6(3-4)8(11)12-7(5)10/h1-3H checkY
    Key: BTTRMCQEPDPCPA-UHFFFAOYSA-N checkY
  • InChI=1/C8H3ClO3/c9-4-1-2-5-6(3-4)8(11)12-7(5)10/h1-3H
    Key: BTTRMCQEPDPCPA-UHFFFAOYAB
  • Clc1ccc2C(=O)OC(=O)c2c1
Properties
C8H3ClO3
Molar mass 182.56 g·mol−1
Melting point ~99 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Properties

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It has a melting point of around 99 °C. Like most acid anhydrides, it can hydrolyze in the presence of water.

Production

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It can be produced by chlorination of phthalic anhydride.

Applications

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It may be used to produce herbicides and pesticides, intermediates for active pharmaceutical ingredients and can be used as a monomer for the production of polyimides.

References

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