Succinimide

• 2.5 pyrrolidinedione
• Succinimide
• 3,4- dihydro -2 ,5- dione
• Butanimid

Colorless, almost odorless solid

Fixed

1.42 g · cm -3

121-124 ° C

285-290 ° C

Slightly soluble in water ( 330 g · l-1 at 20 ° C)

14,000 mg · kg -1 ( LD50, rat, oral)

-459.0 KJ / mol

Template: Infobox chemical / molecular formula search available

Succinimide is a chemical compound from the group of carboximides, and the imide of succinic acid.

History

Succinimide was discovered in 1835 by Felix d' Arcet.

Production and representation

Succinimide is formed when the introduction of ammonia gas into succinic anhydride. Alternatively, the direct reaction of succinic acid with concentrated ammonia is possible to ammonium succinate, which is converted by heating to succinimide.

Properties

Succinimide crystallizes in colorless rhombic plates, which lose at the air water of crystallization. It is easily soluble in water and ethanol, but only little in ether. When heated above 287 ° C it begins to decompose. It reacts as a very weak acid, which is caused by the resonance of the group CO -NH-CO.

Iodine, bromine and chlorine, it reacts readily to N -iodosuccinimide, N- bromosuccinimide or N- chlorosuccinimide. Another derived compound is N-hydroxysuccinimide.

Use

Succinimide is used in a number of organic synthesis as a source material and industrial silver coating processes.

The basic structure of succinimide is part of some chemical compounds that are used among other things as drugs ( for example, the antiepileptic ethosuximide, Phensuximid and mesuximide ). Succinimides can also be used for the formation of covalent bonds between proteins or peptides and plastics.