| Identification | More | [Name]
Benzoic anhydride | [CAS]
93-97-0 | [Synonyms]
BENZOIC ACID ANHYDRIDE
BENZOIC ANHYDRIDE
BENZOYL OXIDE
Benzoyl anhydride
Benzoyl benzoate
Benzoylbenzoate
Phenyl anhydride
BENZOIC ANHYDRIDE, TECH., 90%
BenzoicAnhydride,~98%
BenzoicAnhydride99%
BENZOIC ANHYDRIDE pure
Banzoyl benzoate
Dibenzoic acid anhydride
Dibenzoic anhydride | [EINECS(EC#)]
202-291-1 | [Molecular Formula]
C14H10O3 | [MDL Number]
MFCD00003073 | [Molecular Weight]
226.23 | [MOL File]
93-97-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to almost white crystals or crystalline | [Melting point ]
38-42 °C(lit.)
| [Boiling point ]
360 °C
| [density ]
1.199 g/mL at 25 °C(lit.)
| [refractive index ]
nD15 1.57665 | [Fp ]
>230 °F
| [storage temp. ]
Store at RT. | [solubility ]
0.01g/l (experimental) | [form ]
Crystals or Crystalline Powder | [color ]
White to almost white | [Water Solubility ]
0.01 g/L | [Sensitive ]
Moisture Sensitive | [Merck ]
14,1092 | [BRN ]
516726 | [InChIKey]
CHIHQLCVLOXUJW-UHFFFAOYSA-N | [CAS DataBase Reference]
93-97-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoic acid, anhydride(93-97-0) | [EPA Substance Registry System]
93-97-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
Yes | [HS Code ]
29163900 |
| Questions And Answer(Q&A) | Back Directory | [preparation]
To a flask containing 14.0 gm (0.1 mole) of benzoyl chloride and equipped with a stirrer is added 40 ml of dry dioxane and it is cooled to 5°C.Then 10 ml (0.1 mole) of dry pyridine is rapidly added at 5-10°C followed by 1.0 ml (0.056 mole) of water. After stirring for 10-15 min at 0-5°C, the reaction mixture is then poured into a mixture of 75 ml of cone, hydrochloric acid, 75 gm of cracked ice, and 350 ml of water. The product is filtered, washed first for 1 min with a cold 5% solution of sodium bicarbonate and then with water. The product is dried to afford 11.0 gm (97%), m.p. 43°C (recrystallized from a mixture of ether-petroleum ether).
|
| Hazard Information | Back Directory | [Chemical Properties]
white to almost white crystals or crystalline | [Uses]
Benzoic Anhydride is the more active analogue of benzoic acid formed via dehydration. Benzoic Anhydride is used in the synthesis of a wide range of organic compounds including some dyes. Benzoic Anhyd
ride is also used as an arylation agent in the Heck reaction. | [Uses]
In organic syntheses, as benzoylating agent in the manufacture of pharmaceuticals, dyes, and intermediates. | [Definition]
ChEBI: Benzoic anhydride is an acyclic carboxylic anhydride. It is functionally related to a benzoic acid. | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 35, p. 1262, 1987 DOI: 10.1248/cpb.35.1262
Tetrahedron Letters, 26, p. 1503, 1985 DOI: 10.1016/S0040-4039(00)98536-8 | [General Description]
Benzoic anhydride undergoes Friedel-Crafts acylation reaction with benzene over various ion-exchanged heteropoly acids to yield benzophenone. | [Purification Methods]
Free it from benzoic acid by washing with NaHCO3, then water, and drying. Crystallise it from *benzene (0.5mL/g) by adding just enough pet ether (b 40-60o) to cause cloudiness, then cool in ice. It can be distilled at 210-220o/20mm. [Beilstein 19 IV 550.] |
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