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93-97-0 - Benzoic anhydride, 98% - A14269 - Alfa Aesar

A14269 Benzoic anhydride, 98%

CAS Number
93-97-0
Synonyms

Size Price ($) Quantity Availability
50g 17.28
250g 58.51
1000g 185.40
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Benzoic anhydride, 98%

MDL
MFCD00003073
EINECS
202-291-1

Chemical Properties

Formula
C14H10O3
Formula Weight
226.23
Melting point
40-44°
Boiling Point
360°
Flash Point
>110°(230°F)
Density
1.199
Sensitivity
Moisture Sensitive
Solubility
Soluble in alcohol, ether, chloroform, acetone, ethyl acetate, benzene, toluene, glacial acetic acid, acetic anhydride and ethanol. Slightly soluble in benzene and acetone. Insoluble in water.

Applications

Benzoic anhydride is used as a benzoylating agent in the manufacture of pharmaceuticals, dyes and intermediates. It serves as an arylation agent in the Heck reaction. It is also used to get benzoic acid through dehydration. Further, it is used to prepare furan-2-yl-phenyl-methanone, which is similar to Friedel-Crafts acylation reaction. In addition to this, it is used for the synthesis of carboxylic esters and lactones.

Notes

Moisture sensitive. Incompatible with strong acids, strong oxidizing agents and strong bases.

Literature References

Reagent, in the presence of excess pyridine, for decarboxylation of ɑ-keto acids, giving good yields of aldehydes without Perkin condensation: J. Am. Chem. Soc., 87, 3780 (1965).

In the presence of RuCl3, tertiary amines are dealkylated and benzoylated to give N,N-disubstituted benzamides: J. Organomet. Chem., 252, C9 (1983).

Hou, J.; Xie, J. H.; Zhou, Q. L. Palladium-Catalyzed Hydrocarboxylation of Alkynes with Formic Acid. Angew. Chem. Int. Ed. 2015, 127 (21), 6400-6403.

Sun, L.; Fan, Z.; Wang, Y.; Huang, Y.; Schmidt, M.; Zhang, M. Tunable synthesis of self-assembled cyclic peptide nanotubes and nanoparticles. Soft Matter 2015, 11 (19), 3822-3832.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P280g-P305+P351+P338

Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Merck
14,1092
Beilstein
516726
Harmonized Tariff Code
2916.39
TSCA
Yes

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