Phthalide

• 3H- isobenzofuran -1-one
• 1- Phthalanon

Colorless to yellowish powder

Fixed

1.1613 g · cm -3

71-73 ° C

290 ° C

Slightly soluble in water ( 18.4 g · l-1 at 25 ° C)

1.536 ( 99 ° C)

Template: Infobox chemical / molecular formula search available

Phthalide is a chemical that is both synthetically as also found as secondary plant substance. The phthalide derivatives 3- Butylphthalide and sedanolide occur, for example in celery and lovage.

Production and representation

Phthalide can be obtained using hydrogen chloride by reaction of phthalimide with sodium hydroxide, with an admixture of zinc and copper sulfate, and subsequent reaction of the intermediate product.

Generally can be obtained from 2-formyl- phthalides aryl ketones in dimethyl sulfoxide ( DMSO), either by a Cannizarro Tishchenko reaction of nucleophilic catalysis ( NaCN ) or photochemical conditions.

Use

Phthalide is a raw material for many other syntheses, eg for kresoxim methyl. First time in 2013, the usability of phthalide was detected in the Suzuki coupling.