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Phenyl benzoate

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CAS:93-99-2
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Products Intro: Product Name:Phenyl benzoate
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Phenyl benzoate Basic information
Product Name:Phenyl benzoate
Synonyms:diphenylcarboxylate;phenol,benzoate;PHENYL BENZOATE;BENZOIC ACID PHENYL ESTER;Phenylbenzoate,99%;Benzoic acid phenyl;Phenyl benzoate,Benzoic acid phenyl ester;Phenyl benzoate, 99% 100GR
CAS:93-99-2
MF:C13H10O2
MW:198.22
EINECS:202-293-2
Product Categories:Liquid Crystals & Related Compounds;Phenyl Esters (Liquid Crystals);Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks;Functional Materials
Mol File:93-99-2.mol
Phenyl benzoate Structure
Phenyl benzoate Chemical Properties
Melting point 68-70 °C (lit.)
Boiling point 298-299 °C (lit.)
density 1.235
refractive index 1.5954 (estimate)
Fp 298-299°C
storage temp. Store below +30°C.
solubility alcohol: freely soluble (hot)
form Fine Crystalline Powder
color White
Odorgeranium odor
Water Solubility Soluble in ethanol, ethyl ether and chloroform. Insoluble in water.
Merck 14,7275
BRN 1566346
Stability:Stable. Incompatible with strong oxidizing agents, strong acids, strong bases.
LogP3.590
CAS DataBase Reference93-99-2(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, phenyl ester(93-99-2)
EPA Substance Registry SystemBenzoic acid, phenyl ester (93-99-2)
Safety Information
Hazard Codes Xn
Risk Statements 22-38
Safety Statements 22-24/25
WGK Germany 3
RTECS DH6299500
TSCA Yes
HS Code 29163100
ToxicityLD50 orl-mus: 1225 mg/kg YKKZAJ 89,1179,69
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Phenyl benzoate Usage And Synthesis
Chemical Propertieswhite crystalline powder
UsesPhenyl Benzoate is a key reagent in the synthesis of soluble polyimides using dianhydride/diamine derivatives.
PreparationA 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%.
DefinitionChEBI: A benzoate ester obtained by the formal condensation of phenol with benzoic acid.
Synthesis Reference(s)Canadian Journal of Chemistry, 61, p. 86, 1983 DOI: 10.1139/v83-015
Synthesis, p. 908, 1983 DOI: 10.1055/s-1983-30561
Tetrahedron Letters, 41, p. 1343, 2000 DOI: 10.1016/S0040-4039(99)02289-3
General DescriptionPhenyl 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 ProfileModerately toxic by ingestion. When heated it emits acrid smoke and irritating fumes.
Purification MethodsCrystallise the ester from EtOH using ca twice the volume needed for complete dissolution at 69o. [Beilstein 9 IV 303.]
Tag:Phenyl benzoate(93-99-2) Related Product Information
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