Product Name

  • Name

    4-Biphenylacetic acid

  • EINECS 227-233-2
  • CAS No. 5728-52-9
  • Article Data93
  • CAS DataBase
  • Density 1.165 g/cm3
  • Solubility 39.27mg/L(25 oC)
  • Melting Point 159-160 °C(lit.)
  • Formula C14H12O2
  • Boiling Point 389.8 °C at 760 mmHg
  • Molecular Weight 212.248
  • Flash Point 286.6 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance Off-white powder
  • Safety 26-36/37/39-45-37/39-28A-26/36/3745/60-20-36
  • Risk Codes 23/25-36/37/38-25-36/37/38/63-20/21/22
  • Molecular Structure Molecular Structure of 5728-52-9 (4-Biphenylacetic acid)
  • Hazard Symbols ToxicT, HarmfulXn
  • Synonyms 4-Biphenylaceticacid (8CI);Acetic acid, (4-biphenylyl)- (6CI,7CI);([1,1'-Biphenyl]-4-yl)acetic acid;2-(Biphenyl-4-yl)acetic acid;4-Biphenylylaceticacid;4-Carboxymethylbiphenyl;4-Phenylphenylacetic acid;BPAA;Cl 83544;L 141;Seltouch;Traxam;p-Biphenylacetic acid;p-Biphenylylacetic acid;
  • PSA 37.30000
  • LogP 2.98070

Synthetic route

phenylboronic acid
98-80-6

phenylboronic acid

2-(4-bromophenyl)-acetic acid
1878-68-8

2-(4-bromophenyl)-acetic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With sodium carbonate; Pd-complex on fluorous reversed silica gel In water at 80℃; for 16h; Suzuki reaction;100%
With carbon-doped cobalt; C118H94N4O7P8; palladium diacetate; sodium carbonate In tetrahydrofuran; water at 20 - 60℃; for 14h; Suzuki Coupling; Inert atmosphere;100%
With palladium diacetate; potassium carbonate In water; toluene at 65℃; for 20h; Solvent; Suzuki-Miyaura Coupling;100%
methyl 2-(1,1'-biphenyl-4-yl)acetate
59793-29-2

methyl 2-(1,1'-biphenyl-4-yl)acetate

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With methanol; potassium hydroxide for 10h; Reflux;99%
With water; sodium hydroxide at 70℃; for 4h;75.5%
With sodium hydroxide In methanol for 4h; Ambient temperature; Yield given;
With water; sodium hydroxide at 20℃; for 3h;2.56 g
4-biphenylacetonitrile
31603-77-7

4-biphenylacetonitrile

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethylene glycol at 120℃; for 16h;97.6%
With hydrogenchloride
With water; sodium hydroxide for 4h; Time; Reflux;
With sodium hydroxide In water; butan-1-ol at 100℃; for 8h; Temperature;
sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

2-(4-bromophenyl)-acetic acid
1878-68-8

2-(4-bromophenyl)-acetic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With sodium carbonate; palladium on activated charcoal In water for 1h; Suzuki reaction; Heating;96%
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

potassium phenyltrifluoborate

potassium phenyltrifluoborate

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With choline chloride; palladium diacetate; sodium carbonate; glycerol at 100℃; for 5h; Suzuki-Miyaura Coupling;95%
With C16H16Cl2N2O4Pd2; tetrabutylammomium bromide; potassium carbonate In water at 100℃; under 749.884 Torr; for 0.25h; Microwave irradiation; Darkness; Inert atmosphere;86%
4-biphenylylacetic acid ethyl ester
14062-23-8

4-biphenylylacetic acid ethyl ester

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
Stage #1: 4-biphenylylacetic acid ethyl ester With potassium hydroxide In water for 0.5h; Reflux;
Stage #2: With hydrogenchloride In water
94%
With potassium hydroxide In 1,4-dioxane; water for 18h; Reflux;76%
2-Chlormethyl-2--<1.3>dioxolan
3418-30-2

2-Chlormethyl-2--<1.3>dioxolan

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With copper(l) iodide; zinc diacetate at 155℃; for 1.5h;92.6%
tert-butyl 4-biphenylacetylenyl ether

tert-butyl 4-biphenylacetylenyl ether

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With water; triethylamine In toluene at 75℃; for 12h; Inert atmosphere;92%
2-biphenyl-4-yl-1-morpholin-4-yl-ethanethione
5428-57-9

2-biphenyl-4-yl-1-morpholin-4-yl-ethanethione

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With sodium hydroxide for 0.0166667h; microwave irradiation;90%
With potassium hydroxide 1.) EtOH, reflux; 2.) 100 deg C, 2 h;79.7%
With sodium hydroxide In methanol; water for 8h; Reflux; Large scale;78.2%
C14H9O3(1-)*Na(1+)

C14H9O3(1-)*Na(1+)

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
Stage #1: C14H9O3(1-)*Na(1+) With hydrazine hydrate; sodium hydroxide In water at 80 - 100℃; for 17h;
Stage #2: With hydrogenchloride In water pH=3; Temperature;
87.4%
phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

2-(4-bromophenyl)-acetic acid
1878-68-8

2-(4-bromophenyl)-acetic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With sodium hydroxide; 4,4'-dichlorobenzophenone oxime-derived palladacycle at 120℃; for 1.5h; Hiyama coupling;84%
With 3-benzyl-1-(2-hydroxy-2-phenylethyl)imidazolium chloride; palladium diacetate; sodium hydroxide In water at 120℃; for 1h; Hiyama Coupling; Microwave irradiation;81%
With 3-benzyl-1-(2-hydroxy-2-phenylethyl)imidazolium chloride; water; palladium diacetate; sodium hydroxide at 120℃; for 1h; Hiyama coupling; Microwave irradiation;67%
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

phenylboronic acid
98-80-6

phenylboronic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With bis({5-chloro-2-[(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachl-orane-1,3,4-tris(ylium)-2-uide; tetra(n-butyl)ammonium hydroxide; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 0.333333h; Suzuki-Miyaura coupling; Microwave irradiation;82%
Stage #1: 4-chlorophenylacetic Acid; phenylboronic acid With sodium hydroxide In water at 20℃; for 0.0333333h; Suzuki-Miyaura Coupling; Inert atmosphere;
Stage #2: With sodium (η3-allyl)(1,3-bis(2,6-diisopropyl-4-sulfonatophenyl)imidazol-2-ylidene)chloridopalladate(II) In water at 60℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;
82.9%
With tetrabutylammomium bromide; potassium carbonate; di-μ-chlorobis[5-hydroxy-2-[1-(hydroxyimino)ethyl]phenyl]palladium(II) dimer In water for 2.5h; Suzuki cross-coupling; Heating;50 % Chromat.
With phenone oxime-derived palladacycle; tetrabutylammomium bromide; potassium carbonate In water for 2.5h; Suzuki coupling; Heating;50 % Spectr.
biphenyl-4-methylchloride
1667-11-4

biphenyl-4-methylchloride

carbon monoxide
201230-82-2

carbon monoxide

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry;
Stage #2: biphenyl-4-methylchloride With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction;
80%
carbon dioxide
124-38-9

carbon dioxide

1-([1,1'-biphenyl]-4-yl)-N,N,N-trimethylmethanaminium trifluoromethanesulfonate

1-([1,1'-biphenyl]-4-yl)-N,N,N-trimethylmethanaminium trifluoromethanesulfonate

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate In N,N-dimethyl-formamide at 25 - 30℃; under 760.051 Torr; for 26h; Schlenk technique; Glovebox; Irradiation; Sealed tube;80%
potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

Biphenyl-4-yl-acetic acid 5-methoxy-1,2-dimethyl-4,7-dioxo-4,7-dihydro-1H-indol-3-ylmethyl ester
210578-21-5

Biphenyl-4-yl-acetic acid 5-methoxy-1,2-dimethyl-4,7-dioxo-4,7-dihydro-1H-indol-3-ylmethyl ester

A

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

B

Dithiocarbonic acid O-ethyl ester S-(5-methoxy-1,2-dimethyl-4,7-dioxo-4,7-dihydro-1H-indol-3-ylmethyl) ester

Dithiocarbonic acid O-ethyl ester S-(5-methoxy-1,2-dimethyl-4,7-dioxo-4,7-dihydro-1H-indol-3-ylmethyl) ester

Conditions
ConditionsYield
With sodium dithionite In tetrahydrofuran; waterA 52%
B 78%
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; palladium(II) acetylacetonate; 3,9-bis(2,4-tBu-PhO)tetraoxa-3,9-diphosphaspiro[5.5]undecane In xylene at 80℃; Hiyama coupling;78%
carbon dioxide
124-38-9

carbon dioxide

4-phenylbenzylidene hydrazine
91954-74-4

4-phenylbenzylidene hydrazine

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; caesium carbonate; cesium fluoride In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 24h; chemoselective reaction;77%
iodobenzene
591-50-4

iodobenzene

C8H6KO2(1-)*K(1+)

C8H6KO2(1-)*K(1+)

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
In ammonia for 5h; Phenylation; Irradiation;73%
formic acid
64-18-6

formic acid

biphenyl-4-methylchloride
1667-11-4

biphenyl-4-methylchloride

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; palladium diacetate In N,N-dimethyl-formamide at 115℃; for 12h; Inert atmosphere;73%
carbon dioxide
124-38-9

carbon dioxide

2-([1,1'-biphenyl]-4-ylmethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1202236-78-9

2-([1,1'-biphenyl]-4-ylmethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With potassium ethoxide In 1,4-dioxane at 100℃; for 24h;70%
carbon dioxide
124-38-9

carbon dioxide

1-([1,1’-biphenyl]-4-yl)-N,N-dimethylmethanamine
127292-60-8

1-([1,1’-biphenyl]-4-yl)-N,N-dimethylmethanamine

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate; methyl trifluoromethanesulfonate In N,N-dimethyl-formamide at 20℃; for 36h; Irradiation;63%
carbon dioxide
124-38-9

carbon dioxide

biphenyl-4-ylmethyl 2-methoxyacetate
1533458-00-2

biphenyl-4-ylmethyl 2-methoxyacetate

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With manganese; dichlorobis(trimethylphosphine)nickel In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 24h; Schlenk technique;60%
formaldehyd
50-00-0

formaldehyd

biphenyl
92-52-4

biphenyl

carbon dioxide
124-38-9

carbon dioxide

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
Stage #1: formaldehyd; biphenyl With hydrogenchloride; phosphoric acid; acetic acid In water at 85℃; for 24h;
Stage #2: carbon dioxide With iodine; magnesium In ethyl bromide; diethyl ether at 38℃; for 2.25h; Cooling with ice;
53.24%
para-bromoacetophenone
99-90-1

para-bromoacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
Stage #1: para-bromoacetophenone; phenylboronic acid With potassium carbonate In tetrahydrofuran for 2h; Inert atmosphere;
Stage #2: With morpholine; sulfur for 8h; Reflux;
44.82%
biphenyl-4-methylchloride
1667-11-4

biphenyl-4-methylchloride

carbon dioxide
124-38-9

carbon dioxide

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice;43%
biphenyl-4-yl-(toluene-4-sulfonyl)-acetic acid ethyl ester
447465-00-1

biphenyl-4-yl-(toluene-4-sulfonyl)-acetic acid ethyl ester

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl-(toluene-4-sulfonyl)-acetic acid ethyl ester With magnesium; mercury dichloride In methanol at 20 - 50℃; for 24h;
Stage #2: With potassium hydroxide In methanol at 20℃; for 24h; Further stages.;
30%
bromobenzene
108-86-1

bromobenzene

2-[4-(dihydroxyboranyl)phenyl]acetic acid
90111-58-3

2-[4-(dihydroxyboranyl)phenyl]acetic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 100℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere;18%
4-phenylmandelic acid
450-52-2

4-phenylmandelic acid

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

Conditions
ConditionsYield
With phosphorus; iodine; acetic acid
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

biphenyl-4-yl-acetyl chloride
39889-69-5

biphenyl-4-yl-acetyl chloride

Conditions
ConditionsYield
With thionyl chloride In benzene at 78 - 80℃; for 2.5h;100%
With thionyl chloride In N,N-dimethyl-formamide; benzene at 20℃; for 5h;97%
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 0 - 10℃; for 16h; Reflux;90%
methanol
67-56-1

methanol

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

methyl 2-(1,1'-biphenyl-4-yl)acetate
59793-29-2

methyl 2-(1,1'-biphenyl-4-yl)acetate

Conditions
ConditionsYield
With TEA; (2-chloro-1-pyridinio)-(Wang resin) triflate In dichloromethane for 0.25h;100%
With dmap; 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)pyridinium trifluoromethanesulfonate; triethylamine In dichloromethane at 20℃; for 0.5h;100%
With thionyl chloride at 0 - 20℃; for 0.5h;100%
Methyl 3-aminobenzoate
4518-10-9

Methyl 3-aminobenzoate

(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

3-(2-biphenyl-4-yl-acetyl-amino)-benzoic acid methyl ester

3-(2-biphenyl-4-yl-acetyl-amino)-benzoic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;100%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

oxalyl dichloride
79-37-8

oxalyl dichloride

biphenyl-4-yl-acetyl chloride
39889-69-5

biphenyl-4-yl-acetyl chloride

Conditions
ConditionsYield
In N-methyl-acetamide; benzene100%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

tetrakis(Nγ-trichloroethoxycarbonyl)polymyxin B (2-10) hydrochloride
1013028-77-7

tetrakis(Nγ-trichloroethoxycarbonyl)polymyxin B (2-10) hydrochloride

4-biphenylacetyl-tetrakis(Nγ-trichloroethoxycarbonyl)polymyxin B (2-10)
1013028-99-3

4-biphenylacetyl-tetrakis(Nγ-trichloroethoxycarbonyl)polymyxin B (2-10)

Conditions
ConditionsYield
With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 5h; pH=7.8;100%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl 2-(1,1'-biphenyl-4-yl)acetate
59793-29-2

methyl 2-(1,1'-biphenyl-4-yl)acetate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 4h; Cooling with ice;100%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

2-([1,1'-biphenyl]-4-yl)acetic acid-d2

2-([1,1'-biphenyl]-4-yl)acetic acid-d2

Conditions
ConditionsYield
With water-d2; sodium hydroxide at 120℃; for 12h; Inert atmosphere;100%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 2-(1,1'-biphenyl-4-yl)acetate
59793-29-2

methyl 2-(1,1'-biphenyl-4-yl)acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 4h; Reflux; Inert atmosphere;99%
Stage #1: (4-biphenylyl)acetic acid With toluene-4-sulfonic acid In methanol for 1h; Reflux;
Stage #2: trimethyl orthoformate In methanol for 2h; Reflux;
99.3%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

2-(biphenyl-4-yl)ethanol
37729-18-3

2-(biphenyl-4-yl)ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; Heating;99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Inert atmosphere;99%
Stage #1: (4-biphenylyl)acetic acid With sodium tetrahydroborate In tetrahydrofuran at 20 - 30℃; for 0.666667h;
Stage #2: With iodine In tetrahydrofuran at 20 - 30℃; for 2h; Product distribution / selectivity;
98.5%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2-([1,1'-biphenyl]-4-yl)acetate
111363-79-2

benzyl 2-([1,1'-biphenyl]-4-yl)acetate

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;99%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

tert-butyl (2,2-difluoro-3-hydroxypropyl)carbamate

tert-butyl (2,2-difluoro-3-hydroxypropyl)carbamate

C22H25F2NO4

C22H25F2NO4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 16h;99%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

diethylamine
109-89-7

diethylamine

2-([1,1'-biphenyl]-4-yl)-N,N-diethylacetamide

2-([1,1'-biphenyl]-4-yl)-N,N-diethylacetamide

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;99%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

1,1,1-trichloroethanol
115-20-8

1,1,1-trichloroethanol

2,2,2-trichloroethyl 2-([1,1'-biphenyl]-4-yl)acetate

2,2,2-trichloroethyl 2-([1,1'-biphenyl]-4-yl)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 23℃; for 15h; Inert atmosphere;99%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; Inert atmosphere;
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

methyl 2-(1,1'-biphenyl-4-yl)acetate
59793-29-2

methyl 2-(1,1'-biphenyl-4-yl)acetate

Conditions
ConditionsYield
With hydrogenchloride In methanol; ethyl acetate; Petroleum ether98%
With sulfuric acid In formic acid for 6h; Reflux;
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

3-bromobenzylamine
10269-01-9

3-bromobenzylamine

2-([1,1'-biphenyl]-4-yl)-N-(3-bromobenzyl)acetamide
1572927-05-9

2-([1,1'-biphenyl]-4-yl)-N-(3-bromobenzyl)acetamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 0 - 20℃;98%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

2-(N-tert-butoxycarbonylamino)ethanol
26690-80-2

2-(N-tert-butoxycarbonylamino)ethanol

C21H25NO4

C21H25NO4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;98%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

2-bromo-3-methyl-N-methylaniline

2-bromo-3-methyl-N-methylaniline

2-([1,1'-biphenyl]-4-yl)-N-(2-bromo-3-methylphenyl)-N-methylacetamide

2-([1,1'-biphenyl]-4-yl)-N-(2-bromo-3-methylphenyl)-N-methylacetamide

Conditions
ConditionsYield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In toluene at 90℃; for 14h; Inert atmosphere;97%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

aniline
62-53-3

aniline

2-([1,1'-biphenyl]-4-yl)-N-phenylacetamide
848175-28-0

2-([1,1'-biphenyl]-4-yl)-N-phenylacetamide

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;97%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 0 - 20℃;90%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

4-methoxyphenethylamine hydrochloride
645-58-9

4-methoxyphenethylamine hydrochloride

2-[(1,1'-biphenyl)-4-yl]-N-(4-methoxyphenethyl)acetamide

2-[(1,1'-biphenyl)-4-yl]-N-(4-methoxyphenethyl)acetamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In acetonitrile at 25℃;97%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

2-amino-2-hydroxymethyl-1,3-propanediol
77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

felbinac trometamol
935886-64-9

felbinac trometamol

Conditions
ConditionsYield
at 50℃; for 0.5h; Product distribution / selectivity;96%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
2564-83-2, 45842-10-2

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-2-(4-(trifluoromethyl)phenyl)acetic acid

2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-2-(4-(trifluoromethyl)phenyl)acetic acid

Conditions
ConditionsYield
With N4,N4,N7,N7-tetramethyl-1,10-phenanthroline-4,7-diamine; iron(II) acetate In tetrahydrofuran at 60℃; for 24h; Molecular sieve; Inert atmosphere; Schlenk technique; chemoselective reaction;95%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

phenol
108-95-2

phenol

biphenyl-4-ylacetic acid phenyl ester

biphenyl-4-ylacetic acid phenyl ester

Conditions
ConditionsYield
Stage #1: (4-biphenylyl)acetic acid With phosphoric acid; trifluoroacetic anhydride In acetonitrile at 25℃; for 0.5h;
Stage #2: phenol In acetonitrile at 25℃; for 20h;
95%
(4-biphenylyl)acetic acid
5728-52-9

(4-biphenylyl)acetic acid

C16H14BrNO4
1020672-00-7

C16H14BrNO4

C30H22BrNO4
1020671-83-3

C30H22BrNO4

Conditions
ConditionsYield
With dmap; potassium carbonate; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 80℃; for 6h;94%

4-BIPHENYLACETIC ACID Chemical Properties

Name :4-Biphenylacetic acid
Synonyms :BIPHENYL-4-ACETIC ACID;FELBINAC;CI 83544;4-PHENYLPHENYLACETIC ACID;4-CARBOXYMETHYLBIPHENYL;4-BIPHENYLACETIC ACID;[1,1'-BIPHENYL]-4-ACETIC ACID;P-BIPHENYLACETIC ACID
 
Molecular Structure : 
 
Molecular Formula :C14H12O2
Molecular Weight :212.25
CAS Registry Number :5728-52-9
Melting point :156-160 oC
EINECS :227-233-2 
The compound 4-biphenylacetic acid is known and its preparation described in the literature, F. Blicke, et al., J. Am. Chem. Soc., 65, 1725 (1943). U.S. Pat. No. 3,784,704 also discloses the preparation of 4-biphenylacetic acid, and its usein producing long lasting amelioration of pain in warm-blooded animals. French Pat. No. 7,166M, patented Feb. 23, 1970, reports that 4-biphenylacetic acid possesses anti-inflammatory, antipyretic and analgesic activity.
  

4-BIPHENYLACETIC ACID Uses

4-Biphenylacetic acid can be useful, as an antithrombotic agent, in the treatment of well known thrombotic conditions resulting from platelet aggregation. 4-Biphenylacetic acid can be useful in reducing transient ischemic attacks of the brain and possibly the heart. 4-Biphenylacetic acid may also be useful extrinsically in preventing the clotting of shed and/or stored blood and it iscontemplated that its use as a platelet inhibitor extends both in vivo and in vitro platelet aggregation inhibition. 4-Biphenylacetic acid may be merely added to blood in vitro to prevent or inhibit platelet aggregation.

4-BIPHENYLACETIC ACID Toxicity Data With Reference

1.   

orl-rat LD50:410 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
2.   

ipr-rat LD50:495 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
3.   

scu-rat LD50:148 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
4.   

orl-mus LD50:675 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
5.   

ipr-mus LD50:508 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
6.   

scu-mus LD50:730 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
7.   

scu-dog LD50:320 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.
8.   

scu-rbt LD50:1280 mg/kg

   KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),2107.

4-BIPHENYLACETIC ACID Safety Profile

Poison by subcutaneous route. Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.
T: Toxic  
R25 :Toxic if swallowed.
R36/37/38 : Irritating to eyes, respiratory system and skin.
S26 :In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28 :After contact with skin, wash immediately with plenty of soap-suds.
S36/37 : Wear suitable protective clothing and gloves.
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

 

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