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Phenyl benzoate
Cas No: 93-99-2
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Phenyl Benzoate
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2-phenylbenzoate
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Phenyl benzoate
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Benzoic acid, phenylester
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Benzoic acid, phenylester
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Phenyl benzoate CAS 93-99-2
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93-99-2 Usage

Chemical Properties

white crystalline powder

Uses

Phenyl Benzoate is a key reagent in the synthesis of soluble polyimides using dianhydride/diamine derivatives.

Definition

ChEBI: A benzoate ester obtained by the formal condensation of phenol with benzoic acid.

Preparation

A glass tube was charged with benzoic anhydride (1.13 g, 5.00 mmol), diphenyl carbonate (1.07 g, 5.00 mmol), and either Ti(OBu)4 (0.020 g, 0.059 mmol) or Sn(OMe)2Bu2 (0.017 g, 0.059 mmol) as catalyst. The reaction mixture was heated at 300 ℃ for 30 min. After cooling to room temperature, the crude product obtained was dissolved in dichloromethane (10 mL) and the solution was filtered. The solvent was evaporated and the product obtained after column chromatography (silica gel; CH2Cl2/cyclohexane, 4:1) was recrystallized from petroleum ether; yield 95%.

Synthesis Reference(s)

Canadian Journal of Chemistry, 61, p. 86, 1983 DOI: 10.1139/v83-015Synthesis, p. 908, 1983 DOI: 10.1055/s-1983-30561Tetrahedron Letters, 41, p. 1343, 2000 DOI: 10.1016/S0040-4039(99)02289-3

General Description

Phenyl benzoate is a phenyl ester of benzoic acid. Crystal structure of phenyl benzoate has been determined from 844 microdensitometer-measured intensities. All bond lengths and angles were reported to be normal. Phenyl benzoate undergoes Fries rearrangement catalyzed by heteropoly acids to yield the acylated phenols and esters.

Safety Profile

Moderately toxic by ingestion. When heated it emits acrid smoke and irritating fumes.

Purification Methods

Crystallise the ester from EtOH using ca twice the volume needed for complete dissolution at 69o. [Beilstein 9 IV 303.]
InChI:InChI=1/C13H10O2/c14-13(11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H

93-99-2 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (B22986)  Phenyl benzoate, 99%    93-99-2 25g 204.0CNY Detail
Alfa Aesar (B22986)  Phenyl benzoate, 99%    93-99-2 100g 344.0CNY Detail
Alfa Aesar (B22986)  Phenyl benzoate, 99%    93-99-2 500g 1382.0CNY Detail

93-99-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name phenyl benzoate

1.2 Other means of identification

Product number -
Other names Diphenylcarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:93-99-2 SDS

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