Benzyl phenylacetate supplier

Name
BENZYL PHENYLACETATE
EINECS 203-008-4
CAS No. 102-16-9
Article Data132
CAS DataBase
Density 1.147 g/cm³
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
Appearance Clear colorless liquid with a honey-like odor
Safety 60-61
Risk Codes 50/53
Molecular Structure
Hazard Symbols N
Synonyms BENZYL PHENYLACETATE;Phenylacetic Acid Benzyl Ester;benzyl 2-phenylacetate;
PSA 26.30000
LogP 2.97250

Synthetic route

: 103-80-0
phenylacetyl chloride

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With benzyl alcohol In dichloromethane	98%

...Expand

: 103-82-2
phenylacetic acid

: 14338-32-0
2-chloro-1-methyl-pyridinium iodide

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With tributyl-amine; benzyl alcohol In diethyl ether	97%

: 103-82-2
phenylacetic acid

: 52693-56-8
2-bromo-1-methyl-pyridinium iodide

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With tributyl-amine; benzyl alcohol In dichloromethane	97%

: 109853-53-4
3-(2-phenylacetyl)-1,3-oxazolidin-2-one

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
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

Conditions	Yield
With tributyl-amine; benzyl alcohol In dichloromethane	95%

: 103-82-2
phenylacetic acid

2-chloro-1-ethyl-4-methoxypryridinium tetrafluoroborate: 2-chloro-1-ethyl-4-methoxypryridinium tetrafluoroborate

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With triethylamine; benzyl alcohol In dichloromethane	95%

: 103-82-2
phenylacetic acid

: 501-53-1
benzyl chloroformate

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With triethylamine; dmap In dichloromethane at 0℃; for 1h;	94%
With dmap; triethylamine 1.) CH2Cl2, 0 deg C, 5 min, 2.) 0 deg C, 1 h; Yield given. Multistep reaction;

: 103422-95-3, 138690-03-6
(S)-4-iso-propyl-3-(2'-phenylacetyl)oxazolidin-2-one

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
lanthanum(III) iodide In tetrahydrofuran Ambient temperature;	93%

: 201230-82-2
carbon monoxide

: 100-51-6
benzyl alcohol

A: 103-82-2
phenylacetic acid

B: 102-16-9
benzyl 2-phenylacetate

C: 108-88-3
toluene

Conditions

Conditions	Yield
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 44h; Carbonylation; reduction;	A 90% B 3% C 6%
With tetrakis(triphenylphosphine) palladium(0); hydrogen iodide In acetone at 90℃; under 68400 Torr; for 44h;	A 90 % Spectr. B 3 % Spectr. C 6 % Spectr.
With tetrakis(triphenylphosphine) palladium(0); hydrogen iodide In acetone at 90℃; under 68400 Torr; for 44h;	A 24 % Spectr. B 58 % Spectr. C 7 % Spectr.

...Expand

: 103-82-2
phenylacetic acid

: 100-46-9
benzylamine

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With sodium nitrite In acetonitrile at 0 - 20℃; for 0.416667h;	90%

: 1166870-60-5
2-iodobenzyl 2-chloro-2-phenylacetate

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With [Ir(2-phenylpyridine)-2-(4,4’-di-tert-butyl-2,2’-bipyridine)]PF6; N-ethyl-N,N-diisopropylamine In acetonitrile at 25℃; for 1h; Irradiation;	90%
With [Ir(2-phenylpyridine)-2-(4,4’-di-tert-butyl-2,2’-bipyridine)]PF6; N-ethyl-N,N-diisopropylamine In acetonitrile at 25℃; for 3h; Irradiation;

: 103-81-1
Benzeneacetamide

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In n-heptane at 100℃; for 24h;	90%
With cerium(IV) oxide In 1,3,5-trimethyl-benzene at 165℃; for 22h; Inert atmosphere;	86%

: 370-84-3
phenylacetyl fluoride

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	88%

: 106-49-0
p-toluidine

: 256229-10-4
(2RS)-2-benzyloxy-3-phenylpropanal

A: 102-16-9
benzyl 2-phenylacetate

B: 3085-54-9
N-(4-methylphenyl)formamide

Conditions

Conditions	Yield
With trifluoroacetic acid In toluene at 50℃; for 1h;	A 86% B n/a

...Expand

: 101-97-3
Ethyl 2-phenylethanoate

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With titanium(IV) tetraethanolate at 110℃; for 15h;	85%

: 108-86-1
bromobenzene

: 30379-58-9
benzyl glycolate

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; triphenylphosphine; 4,4'-di-tert-butyl-2,2'-bipyridine; lithium bromide; nickel dibromide In 1-methyl-pyrrolidin-2-one at 20℃; for 14h; Glovebox; Electrolysis;	85%

: 75178-11-9
Phenyl-acetic acid [2,2']bipyridinyl-6-yl ester

: 100-51-6
benzyl alcohol

A: 102-16-9
benzyl 2-phenylacetate

B: 101001-90-5
<2,2'-bipyridin>-6(1H)-one

Conditions

Conditions	Yield
With cesium fluoride In dichloromethane for 72h; Ambient temperature;	A 83% B n/a

...Expand

: 103-82-2
phenylacetic acid

A 7β-[α-carboxy-α-phenylacetamido]-3-methyl-Δ3 -0-2-isocephem-4-carboxylic acid: 7β-[α-carboxy-α-phenylacetamido]-3-methyl-Δ3 -0-2-isocephem-4-carboxylic acid

B: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; benzyl alcohol In toluene	A n/a B 83%

: 260783-80-0
N,N,N-trimethyl-1-phenylmethanaminium trifluoromethanesulfonate

: 201230-82-2
carbon monoxide

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; triphenylphosphine In toluene at 100℃; under 760.051 Torr; for 12h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Schlenk technique;	82%

...Expand

: 103-82-2
phenylacetic acid

: 100-44-7
benzyl chloride

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In diethoxymethane at 80 - 85℃; for 6h;	81%
With triethylamine at 90℃; for 2h;	70%
With potassium fluoride; 1,3-dimethylimidazolinium methanesulfonate at 90℃; for 2h;

: 104266-89-9
(S)-4-benzyl-3-phenylacetyl-2-oxazolidinone

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
lanthanum(III) iodide In tetrahydrofuran Ambient temperature;	78%

: 71916-06-8
3,3,6,6-tetrabenzyl-1,2,4,5-tetraoxan

A: 103-82-2
phenylacetic acid

B: 102-16-9
benzyl 2-phenylacetate

C: 103-29-7
1,1'-(1,2-ethanediyl)bisbenzene

D: 102-04-5
1,3-Diphenylpropanone

Conditions

Conditions	Yield
In benzene at 150℃; for 72h; Product distribution; Mechanism; thermolysis; var. temp., time and solvent;	A n/a B 12% C 77% D 2%

...Expand

: 201230-82-2
carbon monoxide

: 100-39-0
benzyl bromide

A: 103-82-2
phenylacetic acid

B: 102-16-9
benzyl 2-phenylacetate

C: 103-29-7
1,1'-(1,2-ethanediyl)bisbenzene

D: 108-88-3
toluene

E: 102-04-5
1,3-Diphenylpropanone

Conditions

Conditions	Yield
iron pentacarbonyl; tetrabutylammonium sulfate In sodium hydroxide; benzene at 20℃; under 760 Torr; for 15h; Product distribution; variation of solvent, temperature, catalyst, pressure, reaction time and ratio of catalyst and substrate, examinations with further benzyl halides;	A 75% B 3% C 6% D 2% E 14%

...Expand

: 201230-82-2
carbon monoxide

: 351-70-2
benzyl trifluoroacetate

: 100-51-6
benzyl alcohol

: 102-16-9
benzyl 2-phenylacetate

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; triethylamine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; for 24h;	74%

...Expand

: 67-56-1
methanol

: 102-16-9
benzyl 2-phenylacetate

: 101-41-7
benzeneacetic acid methyl ester

Conditions

Conditions	Yield
With tert-butylamine; lithium bromide for 0.25h; Heating;	100%
With indium; iodine for 12h; transesterification; Heating;	88%
In acetonitrile Ambient temperature; Et4NClO4 electrolyte, glassy carbon cathode, Pt anode, -1,7 V potential;	43%
With PCS-DBU In water at 60℃; Rate constant; Mechanism; other quaternary ammonium resins, other temperatures, other reaction time;

: 102-16-9
benzyl 2-phenylacetate

: 103-82-2
phenylacetic acid

Conditions

Conditions	Yield
With scandium(III) tris(trifluoromethylsulfonyl)methide; methoxybenzene at 100℃; for 0.5h; debenzylation;	100%
Stage #1: benzyl 2-phenylacetate With sodium methylate; dimethylsulfoxonium methylide In tetrahydrofuran at 20℃; for 0.666667h; Stage #2: With hydrogenchloride; water In ethyl acetate	90%
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.166667h; chemoselective reaction;	83%

: 102-16-9
benzyl 2-phenylacetate

: 60-12-8
2-phenylethanol

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride; hafnium tetrachloride In tetrahydrofuran at -20℃; for 3h; Inert atmosphere;	99%
With (Ppyz)Zr(BH4)2Cl2 In diethyl ether for 8h; Heating;	92%
With phenylsilane; potassium tert-butylate; water; sodium triethylborohydride; cobalt(II) chloride In 1,4-dioxane; toluene at 60℃; for 15h; Inert atmosphere; Glovebox; Schlenk technique;	84%

: 201230-82-2
carbon monoxide

: 102-16-9
benzyl 2-phenylacetate

A: 103-82-2
phenylacetic acid

B: 108-88-3
toluene

Conditions

Conditions	Yield
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 100℃; under 76000 Torr; for 42h; Carbonylation; reduction;	A 98% B 17%

...Expand

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 102-16-9
benzyl 2-phenylacetate

: (1-(benzyloxy)-2-phenylethoxy)trimethylsilane

Conditions

Conditions	Yield
Stage #1: benzyl 2-phenylacetate With diisobutylaluminium hydride In dichloromethane at -78℃; for 2h; Inert atmosphere; Stage #2: trimethylsilyl trifluoromethanesulfonate With pyridine In dichloromethane at -78℃; for 3h; Inert atmosphere; Stage #3: With sodium tartrate; potassium tartrate In dichloromethane; water at -78℃; for 0.25h; Inert atmosphere;	91%

: 102-16-9
benzyl 2-phenylacetate

: 1666-13-3
diphenyl diselenide

A: 103-82-2
phenylacetic acid

B: 18255-05-5
benzyl phenyl selenide

Conditions

Conditions	Yield
Stage #1: diphenyl diselenide With aluminum (III) chloride; zinc In acetonitrile at 70℃; under 760.051 Torr; for 1.25h; Neutral; Stage #2: benzyl 2-phenylacetate In acetonitrile at 70℃; under 760.051 Torr; for 12h; Neutral;	A 88% B n/a

...Expand

: 102-16-9
benzyl 2-phenylacetate

: 98-88-4
benzoyl chloride

: 512176-69-1
3-oxo-2,3-diphenylpropionic acid benzyl ester

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h;	87%

: 102-16-9
benzyl 2-phenylacetate

: 218792-82-6
α-diazo-α-phenylacetic acid benzyl ester

Conditions

Conditions	Yield
With 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;	86%
With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;	86%
Stage #1: benzyl 2-phenylacetate With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.416667h; Stage #2: With 4-acetamidobenzenesulfonyl azide In acetonitrile	80%

: 102-16-9
benzyl 2-phenylacetate

: 1263368-81-5
benzyl 2-azido-2-phenylacetate

Conditions

Conditions	Yield
With sodium azide; 4,4'-bis-(dichloroiodo)-biphenyl; triethylamine In 1,4-dioxane for 4h; Reflux;	85%
Multi-step reaction with 2 steps 1: 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C / Inert atmosphere; Schlenk technique 2: tris(pentafluorophenyl)borate; trimethylsilylazide / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere; Schlenk technique; Molecular sieve View Scheme

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

Product Name

BENZYL PHENYLACETATE

Synthetic route

Benzyl phenylacetate Specification

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