Product Name

  • Name

    4-Acetylbiphenyl

  • EINECS 202-202-6
  • CAS No. 92-91-1
  • Article Data799
  • CAS DataBase
  • Density 1.053 g/cm3
  • Solubility insoluble in water
  • Melting Point 152-155 °C(lit.)
  • Formula C14H12O
  • Boiling Point 326 °C at 760 mmHg
  • Molecular Weight 196.249
  • Flash Point 139.9 °C
  • Transport Information
  • Appearance Off-white to beige powder
  • Safety 22-24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 92-91-1 (4-Acetylbiphenyl)
  • Hazard Symbols IrritantXi
  • Synonyms 4-Phenylacetophenone;Acetophenone,4'-phenyl- (6CI,7CI,8CI);Acetophenone, p-phenyl- (4CI);(1-[1,1'-Biphenyl]-4-yl)ethanone;1,1'-Biphenyl-4-yl methyl ketone;1-(4-Phenylphenyl)ethanone;1-Acetyl-4-phenylbenzene;1-Biphenyl-4-ylethanone;4-Acetyl-1,1'-biphenyl;4-Biphenylyl methyl ketone;4-Ethanoylbiphenyl;4'-Phenylacetophenone;Methyl 4-biphenylyl ketone;NSC1875;p-Acetylbiphenyl;p-Phenylacetophenone;1-(1,1'-biphenyl-4-yl)ethanone;1-(4-Biphenylyl)ethanone;1-(Biphenyl-4-yl)ethanon;4-Acetylbiphenyl;4-biphenylcarboxaldehyde;ethanone, 1-[1,1'-biphenyl]-4-yl-;
  • PSA 17.07000
  • LogP 3.55620

Synthetic route

4-ethylbiphenyl
5707-44-8

4-ethylbiphenyl

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With magnesium(II) perchlorate; oxygen; 9,10-Dicyanoanthracene In acetonitrile for 3h; Thermodynamic data; Mechanism; Rate constant; Irradiation; with and without singlet oxygen senzitizers, in less polar solvents; addition of 1,4-diazabicyclo<2.2.2>octane; ΔG; fluorescence quenching rate const.; var. biphenyls and terphenyls;100%
With hydrogen bromide; dihydrogen peroxide In dichloromethane; water at 20℃; for 12h;85%
With air; Ag/AgBr/TiO2 nanotubes In neat (no solvent) at 20℃; for 12h; Irradiation; Green chemistry;84%
para-chloroacetophenone
99-91-2

para-chloroacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With potassium phosphate; catacxium A; palladium diacetate In toluene at 100℃; for 20h; Suzuki cross-coupling reaction;100%
With potassium phosphate; N,N-diisopropyl 2-dicyclohexylphosphino-4-phenylbenzamide; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran at 65℃; for 4h; Suzuki cross-coupling reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 110℃; for 17h; Suzuki-Miyaura cross-coupling;100%
para-bromoacetophenone
99-90-1

para-bromoacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With potassium carbonate; {1,3-di[(R)-1-PhEt]imidazolin-2-ylidene}(PPh3)PdI2 In xylene at 130℃; for 13h; Suzuki-Miyaura cross-coupling reaction;100%
With tetrabutylammomium bromide; potassium carbonate; quasi polymeric 4-pyridine-aldoxime Pd(II)-catalyst at 120℃; for 0.333333h; Suzuki-Miyaura reaction; microwave irradiation;100%
With 3-tert-butyl-5-methyl-1-(2-(diphenylphosphino)phenyl)-1H-pyrazole; tris(dibenzylideneacetone)dipalladium (0) In toluene at 65℃; for 2h; Suzuki coupling;100%
1-(4-phenyl-phenyl)-1-ethanol
3562-73-0

1-(4-phenyl-phenyl)-1-ethanol

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With aluminium trichloride; acetophenone oxime; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate at 20℃;100%
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In 1,2-dichloro-ethane at 120℃; under 7600 Torr; for 7.5h;100%
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In 1,2-dichloro-ethane at 120℃; under 7500.6 Torr; for 7.5h;100%
tributylphenylstannane
960-16-7

tributylphenylstannane

para-bromoacetophenone
99-90-1

para-bromoacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
{1,3-di[(R)-1-PhEt]imidazolin-2-ylidene}(PCPh)PdI2 In toluene at 110℃; for 17h; Stille reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane; potassium hydroxide; poly(ethylene glycol)-400; palladium diacetate In water at 80℃; for 10h; Stille coupling;100%
With potassium carbonate; trans-(1,3-di(1'-(R)-phenylethyl)imidazolin-2-ylidene)(tricyclohexylphosphine)palladium(II) diiodide In toluene at 110℃; for 17h; Stille cross coupling;99%
2-([1,1'-biphenyl]-4-yl)-2-methyl-1,3-dioxolane
6135-51-9

2-([1,1'-biphenyl]-4-yl)-2-methyl-1,3-dioxolane

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate; (3,4-dimethoxyphenyl)methanol for 0.0333333h;100%
With n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 2.5h; Heating;99%
With K5 In acetone for 0.166667h; Heating;97%
4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

tetrabutylammonium triphenyldifluorosilicate

tetrabutylammonium triphenyldifluorosilicate

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 95℃; for 21h;100%
4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With trihexyl(tetradecyl)phosphonium chloride; potassium phosphate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In toluene at 50℃; for 1h; Suzuki cross-coupling;100%
Stage #1: 4-Iodoacetophenone With tetrakis(triphenylphosphine) palladium(0) In 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide at 20 - 110℃; Suzuki coupling; Inert atmosphere; Ionic liquid;
Stage #2: phenylboronic acid With triethylamine In 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide; water at 20 - 110℃; Suzuki coupling; Ionic liquid; Inert atmosphere;
100%
With potassium carbonate In ethanol; water at 20℃; for 0.5h; Suzuki-Miyaura reaction; in air;100%
iodobenzene
591-50-4

iodobenzene

4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With potassium carbonate In ethanol at 100℃; for 4h; Suzuki Coupling; High pressure; Green chemistry;100%
With potassium carbonate In ethanol at 80℃; for 12h; Suzuki-Miyaura coupling; Inert atmosphere;99%
With potassium carbonate In ethanol at 80℃; for 12h; Suzuki coupling; Inert atmosphere;99%
bromobenzene
108-86-1

bromobenzene

4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; potassium hydroxide In tetrahydrofuran; water at 24℃; for 0.0833333h; Suzuki-Miyaura Coupling; Flow reactor;100%
With C24H30N4O7; potassium carbonate; palladium dichloride In water at 20℃; for 1.5h; Suzuki coupling;99%
With potassium carbonate In water at 25℃; for 18h; Suzuki-Miyaura Coupling;99%
para-bromoacetophenone
99-90-1

para-bromoacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

A

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

B

bromoboronate
146175-56-6

bromoboronate

Conditions
ConditionsYield
With K2CO3; diiodo(1,3-di[(R)-1-phenylethyl]imidazolin-2-ylidene)(triphenylphosphino)palladium(II) In xylene the mixt. in xylene was heated at 130°C for 13 h (N2); H2O was added, the aq. phase was extd. with diethyl ether, the organic phase was dried over MgSO4;A 100%
B n/a
With K2CO3; di-μ-iodobis(1,3-di[(R)-1-phenylethyl]imidazolin-2-ylidene)diiododipalladium(II) In xylene the mixt. in xylene was heated at 130°C for 14 h (N2); H2O was added, the aq. phase was extd. with diethyl ether, the organic phase was dried over MgSO4;A 99%
B n/a
tributylphenylstannane
960-16-7

tributylphenylstannane

para-bromoacetophenone
99-90-1

para-bromoacetophenone

A

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

B

tributyltin bromide
1461-23-0

tributyltin bromide

Conditions
ConditionsYield
diiodo(1,3-di[(R)-1-phenylethyl]imidazolin-2-ylidene)(triphenylphosphino)palladium(II) In toluene toluene, 110°C, 17 h (N2); H2O was added, the aq. phase was extd. with diethyl ether, the organic phase was dried over MgSO4;A 100%
B n/a
diiodo(1,3-di-tert-butylimidazolin-2-ylidene)(triphenylphosphino)palladium(II) In toluene toluene, 110°C, 17 h (N2); H2O was added, the aq. phase was extd. with diethyl ether, the organic phase was dried over MgSO4;A 72%
B n/a
diiodo(1,3-di[(R)-1-phenylethyl]imidazolin-2-ylidene)(tri-o-tolylphosphino)palladium(II) In toluene toluene, 110°C, 17 h (N2); H2O was added, the aq. phase was extd. with diethyl ether, the organic phase was dried over MgSO4;A 65%
B n/a
para-bromoacetophenone
99-90-1

para-bromoacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

immobilized 4-bromobenzoic acid

immobilized 4-bromobenzoic acid

A

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

B

4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

C

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

Conditions
ConditionsYield
Stage #1: para-bromoacetophenone; phenylboronic acid; immobilized 4-bromobenzoic acid With potassium carbonate In water; N,N-dimethyl-formamide
Stage #2: With potassium hydroxide In ethanol; water
A 100%
B 19%
C 81%
phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

para-bromoacetophenone
99-90-1

para-bromoacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With Br(1-)*C24H31BrN5O6Pd(1+); sodium hydroxide In water at 160℃; for 2h; Hiyama coupling; Sealed tube;99%
With potassium fluoride; propylene glycol; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In dichloromethane at 100℃; for 12h; Hiyama Coupling; Inert atmosphere;99%
With sodium hydroxide; 4,4'-dichlorobenzophenone oxime-derived palladacycle at 120℃; under 7500.6 Torr; for 0.166667h; Hiyama coupling; microwave irradiation;98%
phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

para-chloroacetophenone
99-91-2

para-chloroacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With 3-(dicyclohexylphosphino)-2-(2-methoxyphenyl)-1-methyl-1-H-indole; tetrabutyl ammonium fluoride; palladium diacetate In water at 110℃; for 3h; Hiyama Coupling; Schlenk technique; Inert atmosphere; Sealed tube;99%
With tBu2P-N=P(iBuPCH2CH2)3N; tetrabutyl ammonium fluoride; palladium diacetate In 1,4-dioxane at 80℃; for 1.5h; Hiyama coupling; Inert atmosphere;95%
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;93%
(1-biphenyl-4-yl-ethoxy)-trimethyl-silane
195064-80-3

(1-biphenyl-4-yl-ethoxy)-trimethyl-silane

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.25h; Heating;99%
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 0.916667h; Heating;96%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In dichloromethane for 0.0833333h; microwave irradiation;92%
4-acetylphenyl p-toluenesulfonate
64101-67-3

4-acetylphenyl p-toluenesulfonate

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With trans-chloro(1-naphthyl)bis-(triphenylphosphine)nickel(II); tricyclohexylphosphine tetrafluoroborate; potassium carbonate In water; toluene at 20℃; for 24h; Suzuki-Miyaura cross-coupling reaction; Inert atmosphere;99%
With potassium phosphate; Ni(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)[P(OPh)3]2 In tetrahydrofuran at 70℃; for 18h; Suzuki-Miyaura Coupling; Sealed tube;96%
With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride; tricyclohexylphosphine In 1,4-dioxane at 130℃; Suzuki cross-coupling;95%
sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

para-bromoacetophenone
99-90-1

para-bromoacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With sodium hydroxide; palladium diacetate In water at 110℃; for 2h; Suzuki-type reaction;99%
With tetrabutylammomium bromide; potassium carbonate In water at 120℃; for 0.25h; Suzuki cross-coupling reaction; Microwave irradiation; solid phase reaction;95%
With sodium carbonate; palladium dichloride In methanol at 20℃; for 0.5h; Suzuki-Miyaura cross-coupling reaction;93%
para-chloroacetophenone
99-91-2

para-chloroacetophenone

poly(phenylmethylsiloxane)

poly(phenylmethylsiloxane)

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
Stage #1: poly(phenylmethylsiloxane) With tetrabutyl ammonium fluoride In 1,4-dioxane at 20℃; for 1h;
Stage #2: para-chloroacetophenone; (bis(tricyclohexyl)phosphine)palladium(II) dichloride In 1,4-dioxane at 100℃;
99%
2-phenyl[1,3,2]dioxaborolane
4406-72-8

2-phenyl[1,3,2]dioxaborolane

4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With potassium phosphate; aluminum oxide; ruthenium In 1,2-dimethoxyethane; water at 60℃; for 12h; Suzuki-Miyaura-type cross coupling reaction;99%
para-bromoacetophenone
99-90-1

para-bromoacetophenone

potassium phenyltrifluoborate

potassium phenyltrifluoborate

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With water; palladium diacetate; sodium carbonate at 80℃; for 2h; Time; Suzuki Coupling; Green chemistry;99%
With palladium diacetate; sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In water at 80℃; for 2h; Suzuki-Miyaura Coupling;99%
With C14H21B10ClN2O2Pd*H2O; potassium carbonate In water at 110℃; for 10h; Reagent/catalyst; Suzuki Coupling;99%
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
24388-23-6

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

para-bromoacetophenone
99-90-1

para-bromoacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With caesium carbonate In methanol at 60℃; for 24h; Suzuki-Miyaura reaction; Inert atmosphere;99%
With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; Suzuki-Miyaura cross-coupling reaction; Inert atmosphere;99%
With potassium phosphate; (C5H5FeC5H3C(CH3)NC6H4CH3)PdCl(tricyclohexylphosphine); potassium acetate In 1,4-dioxane; water at 100℃; for 3h; Suzuki coupling; Inert atmosphere;92%
4’-benzenesulfoxyacetophenone
64101-66-2

4’-benzenesulfoxyacetophenone

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With potassium phosphate; (NC5H3(N2C7H4(CH2)3CH3)2)NiBr(1+)*Br(1-)=Ni(NC5H3(N2C7H4(CH2)3CH3)2)Br2; triphenylphosphine In 1,4-dioxane at 100℃; for 24h; Suzuki-Miyaura coupling;99%
1‐([1,1'‐biphenyl]‐4‐yl)‐2,2‐dibromoethan‐1‐one
28179-30-8

1‐([1,1'‐biphenyl]‐4‐yl)‐2,2‐dibromoethan‐1‐one

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With sodium hydrogen telluride In ethyl acetate for 1h; Ambient temperature;98%
2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; meso-5,10,15,20-tetraphenyl-21-monothiaporphyrin; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 22℃; for 18h; Irradiation;98%
With trimethylsilyl iodide In chloroform Ambient temperature; or reflux;95%
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; Ambient temperature;93%
4-phenylacetophenone-4-nitrophenylhydrazone
7746-51-2

4-phenylacetophenone-4-nitrophenylhydrazone

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With quinolinium dichromate(VI) In acetonitrile for 2h; Heating;98%
With benzyltriphenylphosphonium dichromate; silica gel for 0.25h;94%
With 3-carboxypyridinium chlorochromate In acetonitrile for 2h; Heating;84%
With Oxone; water; potassium hydrogencarbonate In acetone for 0.666667h; Heating;58%
4-acetylbiphenyl oxime
75408-89-8

4-acetylbiphenyl oxime

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With aluminium trichloride; benzyltriphenylphosphonium chlorochromate In acetonitrile for 0.416667h; Heating;98%
With 1,4-dibenzyl-1,4-diazoniabicyclo[2.2.2]octane chlorochromate In acetonitrile for 0.25h; Heating;97%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In acetonitrile for 1.25h; Heating;92%
1-(1-biphenyl-4-yl-ethylidene)-2-phenylhydrazine
108446-63-5

1-(1-biphenyl-4-yl-ethylidene)-2-phenylhydrazine

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With 1-benzyl-4-aza-1-azoniabiyclo<2.2.2>octane peroxodisulfate In acetonitrile for 0.833333h; Heating;98%
With benzyltriphenylphosphonium dichromate In acetonitrile for 0.416667h; Oxidation; Heating;98%
With quinolinium dichromate(VI) In acetonitrile for 0.75h; Heating;98%
4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

2-phenyl-1,3,2-benzodioxaborole
5747-23-9

2-phenyl-1,3,2-benzodioxaborole

biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With potassium carbonate; aluminum oxide; ruthenium In 1,2-dimethoxyethane; water at 80℃; for 12h; Suzuki-Miyaura-type cross coupling reaction;98%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

Conditions
ConditionsYield
With bromine In 1,4-dioxane; diethyl ether for 0.5h; Ambient temperature;100%
With phenyltrimethylammonium bromide dibromide In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;100%
With pol(vinylphenyltrimethylammoniumtribromide) resin In methanol; water at 65℃; for 1h;97%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

ethyl 3-(4-phenylbenzoyl)-2-ketopropionate
41350-17-8

ethyl 3-(4-phenylbenzoyl)-2-ketopropionate

Conditions
ConditionsYield
Stage #1: biphenyl-4-acetaldehyde With lithium hexamethyldisilazane In tetrahydrofuran; dichloromethane at -78℃; for 0.75h;
Stage #2: oxalic acid diethyl ester In tetrahydrofuran; dichloromethane at 0 - 20℃; for 16h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; dichloromethane
100%
With sodium ethanolate In benzene for 4.5h; Ambient temperature;70%
With sodium
Stage #1: oxalic acid diethyl ester With sodium ethanolate In toluene for 0.166667h; Cooling with ice;
Stage #2: biphenyl-4-acetaldehyde In toluene for 4h; Cooling with ice;
With sodium In diethyl ether at 20 - 40℃;
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-Chloro-4'-phenylchalcone
13662-60-7

4-Chloro-4'-phenylchalcone

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 35 - 40℃; for 2.5h;100%
With sodium hydroxide In ethanol
With sodium hydroxide In ethanol; water for 0.5h; Heating;
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

4-acetylbiphenyl oxime
75408-89-8

4-acetylbiphenyl oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;100%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 95℃;100%
96%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

1,3,5-tris(1,1'-biphenyl-4-yl)benzene
6326-64-3

1,3,5-tris(1,1'-biphenyl-4-yl)benzene

Conditions
ConditionsYield
With trichloro(trifluoromethanesulfonato)titanium(IV) at 90 - 100℃; for 10h;99%
With phosphomolybdic acid In ethanol for 4h; Reflux;92%
With para-dodecylbenzenesulfonic acid In neat (no solvent) at 130℃; for 3h; Green chemistry;92%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

4-ethylbiphenyl
5707-44-8

4-ethylbiphenyl

Conditions
ConditionsYield
With hydrogenchloride; palladium 10% on activated carbon; zinc In water at 50℃;99%
With chlorobenzene In methanol at 40℃; for 4h; Sealed tube; Green chemistry; chemoselective reaction;99%
With palladium 10% on activated carbon; hydrogen In ethanol at 100℃; under 760.051 - 1520.1 Torr; for 24h; Reagent/catalyst;99%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

1-(4-phenyl-phenyl)-1-ethanol
3562-73-0

1-(4-phenyl-phenyl)-1-ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate; Dowex1-x8 In tetrahydrofuran for 2.8h; Heating;99%
With sodium tetrahydroborate In tetrahydrofuran for 1.8h; Heating; ultrasound irradiation;99%
With diethoxymethylane; iron(II) acetate In tetrahydrofuran at 65℃; for 24h;99%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

1,2-Di-biphenyl-1,2-dimethyl-1,2-ethandiol
10426-00-3

1,2-Di-biphenyl-1,2-dimethyl-1,2-ethandiol

Conditions
ConditionsYield
With 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester; Cu(5-(4-fluorosulfonyl)amino-3-(2-pyridyl)-pyrazole)((rac)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene)BF4 In tetrahydrofuran for 18h; Pinacol Rearrangement; Irradiation;99%
With lithium amalgam; (S,S)-(+)-N,N,N',N'-tetramethyl-1,4-diamino-2,3-dimethoxybutane for 20h; Ambient temperature;86%
With samarium diiodide In tetrahydrofuran for 2h; Ambient temperature;48%
With aluminium amalgam
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C53H73FeN2O2PS; hydrogen; lithium tert-butoxide In isopropyl alcohol at 25 - 30℃; under 22801.5 Torr; for 12h; Autoclave; enantioselective reaction;99%
With (mer-[(S,S)-1,5-dimethyl-2,4-bis(4-phenyl-1,3-oxazolin-2-yl)benzene(1-)]Ru(CO)Cl)2(ZnCl2); hydrogen; sodium methylate; (-)-(S)-1-Anthracen-9-ylethanol In isopropyl alcohol at 40℃; under 22801.5 Torr; for 24h; Inert atmosphere; Autoclave; optical yield given as %ee; enantioselective reaction;98%
With Debaryomyces hansenii P1 at 30℃; for 48h; pH=5.5; Microbiological reaction; enantioselective reaction;92%

4-Acetylbiphenyl Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

4-Acetylbiphenyl Specification

The Ethanone, 1-(1,1'-biphenyl)-4-yl-, with the CAS registry number 92-91-1 and EINECS registry number 202-202-6, has the systematic name of 1-(biphenyl-4-yl)ethanone. And the molecular formula of this chemical is C14H12O. It is a kind of off-white to beige powder, and belongs to the following product categories: Fine chemical & intermediates; Biphenyl derivatives; API intermediates; Adehydes, Acetals & Ketones. What's more, it is an inhibitor of renieratene, and it is also used in the organic synthesis. In addition, it is used intermediates of liquid crystals.

The physical properties of Ethanone, 1-(1,1'-biphenyl)-4-yl- are as following: (1)ACD/LogP: 3.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.51; (4)ACD/LogD (pH 7.4): 3.51; (5)ACD/BCF (pH 5.5): 274.52; (6)ACD/BCF (pH 7.4): 274.52; (7)ACD/KOC (pH 5.5): 1937.02; (8)ACD/KOC (pH 7.4): 1937.02; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.567; (14)Molar Refractivity: 60.87 cm3; (15)Molar Volume: 186.2 cm3; (16)Polarizability: 24.13×10-24cm3; (17)Surface Tension: 39.1 dyne/cm; (18)Density: 1.053 g/cm3; (19)Flash Point: 139.9 °C; (20)Enthalpy of Vaporization: 56.82 kJ/mol; (21)Boiling Point: 326 °C at 760 mmHg; (22)Vapour Pressure: 0.000222 mmHg at 25°C.

Uses of Ethanone, 1-(1,1'-biphenyl)-4-yl-: It can react with morpholine to produce 4-(biphenyl-4-yl-thioacetyl)-morpholine. This reaction will need reagent sulfur. The reaction time is 4 minutes with microwave irradiation, and the yield is about 95%.

Ethanone, 1-(1,1'-biphenyl)-4-yl- can react with morpholine to produce 4-(biphenyl-4-yl-thioacetyl)-morpholine

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Do not breathe dust; Avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c2ccc(c1ccccc1)cc2)C
(2)InChI: InChI=1/C14H12O/c1-11(15)12-7-9-14(10-8-12)13-5-3-2-4-6-13/h2-10H,1H3
(3)InChIKey: QCZZSANNLWPGEA-UHFFFAOYAF

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 2gm/kg (2000mg/kg)   Medicina Experimentalis. Vol. 11, Pg. 137, 1964.

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