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Benzyl phenylacetate

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Name

Benzyl phenylacetate

EINECS 203-008-4
CAS No. 102-16-9 Density 1.147 g/cm3
PSA 26.30000 LogP 2.97250
Solubility 18.53mg/L at 25℃ Melting Point 51-52 °C
Formula C15H14O2 Boiling Point 358.3 °C at 760 mmHg
Molecular Weight 226.275 Flash Point 255.3 °C
Transport Information N/A Appearance Clear colorless liquid with a honey-like odor
Safety 60-61 Risk Codes 50/53
Molecular Structure Molecular Structure of 102-16-9 (BENZYL PHENYLACETATE) Hazard Symbols N
Synonyms

BENZYL PHENYLACETATE;Phenylacetic Acid Benzyl Ester;benzyl 2-phenylacetate;

Article Data 132

Benzyl phenylacetate Synthetic route

103-80-0

phenylacetyl chloride

100-51-6

benzyl alcohol

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With samarium In acetonitrile at 70℃; for 0.0333333h;92%
With triethylamine In dichloromethane at 20℃; for 12h;70.1%
103-82-2

phenylacetic acid

100-39-0

benzyl bromide

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃;100%
With potassium carbonate In acetone Heating;99%
With hydrogen fluoride; mercury(II) oxide In 1,2-dichloro-ethane at 80℃; for 1h;79%
103-82-2

phenylacetic acid

100-51-6

benzyl alcohol

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With glucose-diphenylaminium tosylate-derived carbon solid acid (GDTCSA) In n-heptane at 80℃; for 1h;99%
With monoammonium 12-tungstophosphate for 12h; Heating;98%
With [bis(acetoxy)iodo]benzene; triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 25℃; for 16h; Mitsunobu reaction;97%
100-51-6

benzyl alcohol

101-41-7

benzeneacetic acid methyl ester

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With C16H25N3O2S In n-heptane for 48h; Reflux; Molecular sieve; Inert atmosphere;99%
With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; 4-pyrrolidin-1-ylpyridine In octane for 6h; Reflux;98%
With SO3H and NH2+ functional carbon-based solid acid at 80℃; for 6h;92%
62173-99-3, 80409-16-1, 97415-09-3, 890-98-2

benzyl 2-hydroxy-2-phenylacetate

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
Stage #1: benzyl 2-hydroxy-2-phenylacetate With dmap; triethylamine; chlorophosphoric acid diphenyl ester In tetrahydrofuran at 20℃;
Stage #2: With dichloro bis(acetonitrile) palladium(II); sodium tetrahydroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In tetrahydrofuran; 1,2-dimethoxyethane at 75℃;
99%
108-48-5

2,6-dimethylpyridine

103-82-2

phenylacetic acid

14338-32-0

2-chloro-1-methyl-pyridinium iodide

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With benzyl alcohol In dichloromethane98%
103-82-2

phenylacetic acid

14338-32-0

2-chloro-1-methyl-pyridinium iodide

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With tributyl-amine; benzyl alcohol In diethyl ether97%
103-82-2

phenylacetic acid

52693-56-8

2-bromo-1-methyl-pyridinium iodide

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With tributyl-amine; benzyl alcohol In dichloromethane97%
109853-53-4

3-(2-phenylacetyl)-1,3-oxazolidin-2-one

100-51-6

benzyl alcohol

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
lanthanum(III) iodide In tetrahydrofuran Ambient temperature;95%
103-82-2

phenylacetic acid

4800-58-2

1-ethyl-2-iodoquinolinium iodide

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With tributyl-amine; benzyl alcohol In dichloromethane95%

Benzyl phenylacetate Specification

The Benzyl phenylacetate is an organic compound with the formula C15H14O2. The systematic name of this chemical is 3,3-diphenylpropanoic acid. With the CAS registry number 102-16-9, it is also named as 3,3-Diphenylpropanoate. The product's categories are A-B; Alphabetical Listings; Flavors and Fragrances.

Physical properties about Benzyl phenylacetate are: (1)ACD/LogP: 3.39; (2)ACD/LogD (pH 5.5): 2.3; (3)ACD/LogD (pH 7.4): 0.5; (4)ACD/BCF (pH 5.5): 18.12; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 136.14; (7)ACD/KOC (pH 7.4): 2.16; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.588; (13)Molar Refractivity: 66.4 cm3; (14)Molar Volume: 197.2 cm3; (15)Polarizability: 26.32×10-24cm3; (16)Surface Tension: 47.7 dyne/cm; (17)Density: 1.147 g/cm3; (18)Flash Point: 255.3 °C; (19)Enthalpy of Vaporization: 63.71 kJ/mol; (20)Boiling Point: 358.3 °C at 760 mmHg; (21)Vapour Pressure: 9.31E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by phenylmethanol and phenylacetic acid. This reaction will need reagent TsOH*H2O. The reaction time is 15 hours at ambient temperature. The yield is about 76%.

Uses of Benzyl phenylacetate: it can be used to produce phenylacetic acid at temperature of 100 °C. This reaction is a kind of debenzylation. It will need reagent anisole, scandium(III) tris(triflyl)methide with reaction time of 30 min. The yield is about 100%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CC(c1ccccc1)c2ccccc2
(2)InChI: InChI=1/C15H14O2/c16-15(17)11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,14H,11H2,(H,16,17)
(3)InChIKey: BZQGAPWJKAYCHR-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C15H14O2/c16-15(17)11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,14H,11H2,(H,16,17)
(5)Std. InChIKey: BZQGAPWJKAYCHR-UHFFFAOYSA-N

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