Benzoic anhydride
| Structural formula | ||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
||||||||||||||||
| General | ||||||||||||||||
| Surname | Benzoic anhydride | |||||||||||||||
| Molecular formula | C 14 H 10 O 3 | |||||||||||||||
| Brief description |
colorless to yellowish solid |
|||||||||||||||
| External identifiers / databases | ||||||||||||||||
|
||||||||||||||||
| properties | ||||||||||||||||
| Molar mass | 226.23 g mol −1 | |||||||||||||||
| Physical state |
firmly |
|||||||||||||||
| density |
1.199 g cm −3 (25 ° C) |
|||||||||||||||
| Melting point |
38-42 ° C |
|||||||||||||||
| solubility |
Easily soluble in organic solvents, insoluble in water |
|||||||||||||||
| safety instructions | ||||||||||||||||
|
||||||||||||||||
| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||||||||
Benzoic anhydride is a chemical compound from the group of acid anhydrides , more precisely the acid anhydride of benzoic acid.
Extraction and presentation
Benzoic produced during cooking benzoic acid with (dehydrating) of acetic anhydride , technically from benzoyl chloride and benzoic acid, or by reaction of benzoyl chloride with water.
properties
Benzoic anhydride is a colorless crystalline solid that is easily soluble in organic solvents and insoluble in water. It is hydrolytically split by boiling water or aqueous alkaline solutions with the formation of benzoic acid.
use
Benzoic anhydride is used as a benzoylating agent in organic syntheses, especially of pharmaceuticals and dyes. It also serves as an arylation agent in the Heck reaction . It is also used to produce benzoic acid and other compounds such as furan-2-yl-phenyl-methanone through Friedel-Crafts acylation reactions. It is also used for the synthesis of carboxylic acid esters and lactones.
Individual evidence
- ↑ a b c d e f g data sheet Benzoic anhydride, ≥95% from Sigma-Aldrich , accessed on July 8, 2016 ( PDF ).
- ↑ a b c d e entry on benzoic anhydride. In: Römpp Online . Georg Thieme Verlag, accessed on July 8, 2016.
- ↑ Spektrum.de: Benzoic Acid Anhydride - Lexicon of Chemistry , accessed on July 8, 2016.
- ↑ Data sheet Benzoic anhydride, 98% from AlfaAesar, accessed on July 8, 2016 ( PDF )(JavaScript required) .