Product Name

  • Name

    Phenyl bromoacetate

  • EINECS 805-881-2
  • CAS No. 620-72-4
  • Article Data32
  • CAS DataBase
  • Density 1.533 g/cm3
  • Solubility Soluble in ethanol and ether, insoluble in water.
  • Melting Point 31-33 °C(lit.)
  • Formula C8H7BrO2
  • Boiling Point 261.9 °C at 760 mmHg
  • Molecular Weight 215.046
  • Flash Point 112.2 °C
  • Transport Information
  • Appearance Liquid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 620-72-4 (Phenyl bromoacetate)
  • Hazard Symbols
  • Synonyms Aceticacid, bromo-, phenyl ester (6CI,7CI,8CI,9CI);alpha-Phenyl Bromoacetate;Phenyl a-bromoacetate;bromoacetic acidphenyl ester;
  • PSA 26.30000
  • LogP 1.98690

Synthetic route

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

phenol
108-95-2

phenol

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
Heating;92%
With triethylamine In dichloromethane at 0℃; for 1.5h; Inert atmosphere;81%
at 80℃; for 1h;77%
methoxybenzene
100-66-3

methoxybenzene

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
With zinc(II) chloride at 50 - 70℃; for 3.5h;38%
bromoacetic acid
79-08-3

bromoacetic acid

phenol
108-95-2

phenol

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
(i) DCC, THF, (ii) /BRN= 506167/; Multistep reaction;
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
<β.β-dibromo-vinyl>-phenyl ether

<β.β-dibromo-vinyl>-phenyl ether

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
With acetic acid at 100℃; im geschlossenen Rohr;
bromoacetimidic acid phenyl ester hydrochloride

bromoacetimidic acid phenyl ester hydrochloride

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
With water
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

bromoethynyl-phenyl ether

bromoethynyl-phenyl ether

mercury(II) diacetate
1600-27-7

mercury(II) diacetate

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
at 10℃;
water
7732-18-5

water

2-bromo-acetimidic acid phenyl ester; hydrochloride

2-bromo-acetimidic acid phenyl ester; hydrochloride

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

4-bromo-phenol
106-41-2

4-bromo-phenol

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

Conditions
ConditionsYield
With sulfuric acid In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; acetic anhydride
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

3S-3-<<(1,1-Dimethylethoxy)carbonyl>amino>-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepine
74802-29-2

3S-3-<<(1,1-Dimethylethoxy)carbonyl>amino>-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Benzyl 2-(3S-3-<<(1,1-Dimethylethoxy)carbonyl>amino>-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-ethanoate
128776-36-3

Benzyl 2-(3S-3-<<(1,1-Dimethylethoxy)carbonyl>amino>-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)-ethanoate

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetone98%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

triphenylphosphine
603-35-0

triphenylphosphine

((triphenyl)-λ5-phosphanylidene)acetic acid phenyl ester
32443-55-3

((triphenyl)-λ5-phosphanylidene)acetic acid phenyl ester

Conditions
ConditionsYield
Stage #1: phenyl 2-bromoacetate; triphenylphosphine In chloroform at 23℃; Inert atmosphere;
Stage #2: With sodium hydroxide In water
96%
Stage #1: phenyl 2-bromoacetate; triphenylphosphine In benzene at 20℃; for 18h;
Stage #2: With sodium hydroxide In dichloromethane; water for 0.5h;
Multi-step reaction with 2 steps
1: toluene / 12 h / Inert atmosphere
2: sodium hydroxide / dichloromethane; water / 0.33 h / 20 °C
View Scheme
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(1R,9S,10R,11R,12R)-12-Amino-6-bromo-3,4-dimethoxy-5-methyl-13-(toluene-4-sulfonyl)-13-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-10,11-diol
244126-36-1

(1R,9S,10R,11R,12R)-12-Amino-6-bromo-3,4-dimethoxy-5-methyl-13-(toluene-4-sulfonyl)-13-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-10,11-diol

C24H27BrN2O7S

C24H27BrN2O7S

Conditions
ConditionsYield
With 4 A molecular sieve; methyloxirane In acetonitrile at 80℃; Cyclization;92%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol
1533519-84-4

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol

phenyl 2‐((4‐(4‐cyclopropylnaphthalen‐1‐yl)‐4H‐1,2,4‐triazol‐3‐yl)thio)acetate

phenyl 2‐((4‐(4‐cyclopropylnaphthalen‐1‐yl)‐4H‐1,2,4‐triazol‐3‐yl)thio)acetate

Conditions
ConditionsYield
Stage #1: 4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol With triethylamine In isopropyl alcohol at 20℃; for 0.333333h;
Stage #2: phenyl 2-bromoacetate In isopropyl alcohol at 0 - 20℃; for 2h;
92%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

sodium salt of 2-nitroimidazole

sodium salt of 2-nitroimidazole

(2-Nitro-imidazol-1-yl)-acetic acid phenyl ester
165062-75-9

(2-Nitro-imidazol-1-yl)-acetic acid phenyl ester

Conditions
ConditionsYield
With 15-crown-5 In acetonitrile for 3h; Ambient temperature;91%
(S)-2-amino-3-((tert-butyldiphenylsilyl)oxy)propan-1-ol

(S)-2-amino-3-((tert-butyldiphenylsilyl)oxy)propan-1-ol

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

C21H27NO3Si

C21H27NO3Si

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 4h;91%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(1R,3S)-2-chloroethyl 1-[(R)-1-amino-2-hydroxyethyl]-8-benzyloxy-3-(dimethoxymethyl)-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
1414948-65-4

(1R,3S)-2-chloroethyl 1-[(R)-1-amino-2-hydroxyethyl]-8-benzyloxy-3-(dimethoxymethyl)-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

(1R,3S)-2-chloroethyl 8-(benzyloxy)-3-(dimethoxymethyl)-7-methoxy-6-methyl-1-[(R)-6-oxomorpholin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate
1414948-69-8

(1R,3S)-2-chloroethyl 8-(benzyloxy)-3-(dimethoxymethyl)-7-methoxy-6-methyl-1-[(R)-6-oxomorpholin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 20℃; for 23.5h;91%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

C10H13N3O3S

C10H13N3O3S

C12H13N3O4S

C12H13N3O4S

Conditions
ConditionsYield
With sulfuric acid; sodium acetate In acetonitrile for 0.333333h; Reflux;91%
(1R,3S)-3-Acetoxymethyl-8-allyloxy-1-((R)-1-amino-2-hydroxy-ethyl)-7-methoxy-6-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid allyl ester
874758-59-5

(1R,3S)-3-Acetoxymethyl-8-allyloxy-1-((R)-1-amino-2-hydroxy-ethyl)-7-methoxy-6-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid allyl ester

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

C25H32N2O8

C25H32N2O8

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 10℃; for 4h;90%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethan-1-one N-ethyl thiosemicarbazone

1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethan-1-one N-ethyl thiosemicarbazone

C13H15N3O4S

C13H15N3O4S

Conditions
ConditionsYield
With sulfuric acid; sodium acetate In acetonitrile for 0.166667h; Reflux;90%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide
305837-95-0

4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

phenyl N-(3-phenylprop-2-yn-1-yl)-N-tosylglycinate

phenyl N-(3-phenylprop-2-yn-1-yl)-N-tosylglycinate

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 16h;90%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one thiosemicarbazone
75843-20-8

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one thiosemicarbazone

C11H11N3O4S

C11H11N3O4S

Conditions
ConditionsYield
With sulfuric acid; sodium acetate In acetonitrile for 0.333333h; Reflux;88%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(R)-1-amino-2-methyl-1-phenyl-propan-2-ol
110480-87-0

(R)-1-amino-2-methyl-1-phenyl-propan-2-ol

((R)-2-Hydroxy-2-methyl-1-phenyl-propylamino)-acetic acid phenyl ester

((R)-2-Hydroxy-2-methyl-1-phenyl-propylamino)-acetic acid phenyl ester

Conditions
ConditionsYield
With methyloxirane In acetonitrile at 50℃;81%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

tert-butyl (5R)-5-[(1S,2S)-1-benzyloxy-3-(3,5-difluorophenyl)-2-methylpropyl]-2-oxomorpholine-4-carboxylate
883442-71-5

tert-butyl (5R)-5-[(1S,2S)-1-benzyloxy-3-(3,5-difluorophenyl)-2-methylpropyl]-2-oxomorpholine-4-carboxylate

Conditions
ConditionsYield
Stage #1: (2R,3R,4S)-2-amino-3-benzyloxy-4-dibenzylamino-5-(3,5-difluorophenyl)-pentan-1-ol; phenyl 2-bromoacetate With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h;
Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at 20℃; for 20h;
81%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

(R)-5-phenyl-3,4,5,6-tetrahydro-2H-1,4-oxazin-2-one
121269-45-2

(R)-5-phenyl-3,4,5,6-tetrahydro-2H-1,4-oxazin-2-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 18h; Ambient temperature;78%
With N-ethyl-N,N-diisopropylamine In acetonitrile24%
With N-ethyl-N,N-diisopropylamine In acetonitrile
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

2-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethylidene)-N-phenylhydrazinecarbothioamide

2-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethylidene)-N-phenylhydrazinecarbothioamide

C17H15N3O4S

C17H15N3O4S

Conditions
ConditionsYield
With sulfuric acid; sodium acetate In acetonitrile for 0.333333h; Reflux;78%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

diethyl 2-allyl-2-(4-methoxyphenethyl)malonate
1444623-25-9

diethyl 2-allyl-2-(4-methoxyphenethyl)malonate

silver(I) acetate
563-63-3

silver(I) acetate

C29H36O9

C29H36O9

Conditions
ConditionsYield
With tris[2-phenylpyridinato-C2,N]iridium(III) In dichloromethane at 25℃; Irradiation;78%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(Rp)-13-iodo-1,4(1,4)-dibenzenacyclohexaphan-12-ol

(Rp)-13-iodo-1,4(1,4)-dibenzenacyclohexaphan-12-ol

phenyl (Rp)-2-[(13-iodo-1,4(1,4)-dibenzenacyclohexaphane-12-yl)oxy]acetate

phenyl (Rp)-2-[(13-iodo-1,4(1,4)-dibenzenacyclohexaphane-12-yl)oxy]acetate

Conditions
ConditionsYield
With potassium carbonate In acetone at 0 - 20℃; for 10h;77%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

dimethyl 2-(3-phenylprop-2-yn-1-yl)malonate
346621-58-7

dimethyl 2-(3-phenylprop-2-yn-1-yl)malonate

2,2-dimethyl 1-phenyl 5-phenylpent-4-yne-1,2,2-tricarboxylate

2,2-dimethyl 1-phenyl 5-phenylpent-4-yne-1,2,2-tricarboxylate

Conditions
ConditionsYield
Stage #1: dimethyl 2-(3-phenylprop-2-yn-1-yl)malonate With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.75h; Cooling with ice;
Stage #2: phenyl 2-bromoacetate In tetrahydrofuran; mineral oil at 0℃; for 2.5h;
76%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(2S)-2-phenylglycinol
20989-17-7

(2S)-2-phenylglycinol

(5S)-5-phenylmorpholin-2-one
144896-92-4

(5S)-5-phenylmorpholin-2-one

Conditions
ConditionsYield
75%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h;70%
With N-ethyl-N,N-diisopropylamine In acetonitrile Inert atmosphere;53%
With N-ethyl-N,N-diisopropylamine In acetonitrile at -5 - 20℃; for 20.5h; Inert atmosphere;53%
Stage #1: (2S)-2-phenylglycinol With N-ethyl-N,N-diisopropylamine In acetonitrile
Stage #2: phenyl 2-bromoacetate In acetonitrile at 20℃; for 3.75h;
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(1S)-1-amino-2-methyl-1-phenylpropan-2-ol
110480-86-9

(1S)-1-amino-2-methyl-1-phenylpropan-2-ol

(S)-6,6-dimethyl-5-phenylmorpholin-2-one
723262-92-8

(S)-6,6-dimethyl-5-phenylmorpholin-2-one

Conditions
ConditionsYield
Stage #1: phenyl 2-bromoacetate; (1S)-1-amino-2-methyl-1-phenylpropan-2-ol With methyloxirane In acetonitrile at 80℃; for 4h;
Stage #2: In toluene for 15h; Heating;
75%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

4-(N,N-dimethylamino)-2,2,6,6-tetramethylpiperidin-1-oxyl
71335-68-7

4-(N,N-dimethylamino)-2,2,6,6-tetramethylpiperidin-1-oxyl

Br(1-)*C19H30N2O3(1+)
1051372-91-8

Br(1-)*C19H30N2O3(1+)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 8h;75%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

5,5-diphenyldihydrofuran-2(3H)-one
7746-94-3

5,5-diphenyldihydrofuran-2(3H)-one

Conditions
ConditionsYield
With lithium tetrafluoroborate; fac-tris[2-phenylpyridinato-C2,N]iridium(III) In water; acetonitrile at 20℃; for 24h; Mechanism; Inert atmosphere; Irradiation; regioselective reaction;75%
pyridine
110-86-1

pyridine

phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

1-(2-oxo-2-phenoxyethyl)pyridin-1-ium bromide

1-(2-oxo-2-phenoxyethyl)pyridin-1-ium bromide

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 12h; Inert atmosphere;74.7%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

(4aS,9aR)-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-2(3H)-one
1428243-82-6

(4aS,9aR)-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-2(3H)-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;72.1%
phenyl 2-bromoacetate
620-72-4

phenyl 2-bromoacetate

tris-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl allyl stannane

tris-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl allyl stannane

phenyl pent-4-enoate
51231-09-5

phenyl pent-4-enoate

Conditions
ConditionsYield
With α,α,α-trifluorotoluene at 25℃; Irradiation;72%

Phenyl bromoacetate Chemical Properties

Product Name: Phenyl bromoacetate (CAS NO.620-72-4)


Molecular Formula: C8H7BrO2
Molecular Weight: 215.04g/mol
Mol File: 620-72-4.mol
Melting Point: 31-33 °C(lit.)
Boiling point: 261.9 °C at 760 mmHg
Flash Point: 112.2 °C
Density: 1.533 g/cm3
Surface Tension: 43.8 dyne/cm
Enthalpy of Vaporization: 49.97 kJ/mol
Vapour Pressure: 0.0112 mmHg at 25°C
Product Categories: C8 to C9; Carbonyl Compounds; Esters

Phenyl bromoacetate Specification

 Phenyl bromoacetate , its CAS NO. is 620-72-4, the synonym is alpha-Phenyl Bromoacetate . 

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