3,4,5,6-Tetrahydro-N-(4-chlorophenyl)phthalimide
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3,4,5,6-Tetrahydro-N-(4-chlorophenyl)phthalimide
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CAS No:
39985-63-2
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Formula:
C14H12ClNO2
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Chemical Name:
3,4,5,6-Tetrahydro-N-(4-chlorophenyl)phthalimide
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Synonyms:
2-(4-Chlorophenyl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione;2-(p-Chlorophenyl)-4,5,6,7-tetrahydroisoindoline-1,3-dione;3,4,5,6-Tetrahydro-N-(4-chlorophenyl)phthalimide;Chlorophthalim;Chlorphthalim;1H-Isoindole-1,3(2H)-dione, 2-(4-chlorophenyl)-4,5,6,7-tetrahydro-
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CAS No:
Description
Chlorphthalim is a member of the class of phthalimides that is 4,5,6,7-tetrahydrophthalimide in which the nitrogen has been substituted by a p-chlorophenyl group. It is used as a herbicide. It has a role as a herbicide and an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor. It is a member of maleimides, a member of phthalimides and a member of monochlorobenzenes.
Characteristics
37.4 Ų
1.38±0.1 g/cm3(Predicted)
161-162 °C
426.3±28.0 °C(Predicted)
-1.47±0.20(Predicted)
5.1×102mol/(m3Pa) at 25℃, Ebert et al. (2023)
3,4,5,6-Tetrahydro-N-(4-chlorophenyl)phthalimide Use and Manufacturing
Commercial production of chlorphthalim follows the general industrial route used for phthalimide derivatives: phthalic anhydride (or a phthalic acid salt) is reacted with ammonia or an amine to form a phthalimide intermediate, which is then N substituted with para-chlorophenylamine to yield the final herbicidal structure. Industrial phthalimide manufacture typically relies on heating diammonium phthalate or related intermediates in high boiling aromatic solvents to drive cyclisation and dehydration, after which the appropriate chlorinated aniline is introduced under controlled conditions to form the N aryl phthalimide.
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