Product Name

  • Name

    4-Biphenylmethanol

  • EINECS 222-745-2
  • CAS No. 3597-91-9
  • Article Data174
  • CAS DataBase
  • Density 1.093 g/cm3
  • Solubility
  • Melting Point 96-100 °C(lit.)
  • Formula C13H12O
  • Boiling Point 340 °C at 760 mmHg
  • Molecular Weight 184.238
  • Flash Point 154.9 °C
  • Transport Information
  • Appearance white to beige powder
  • Safety 22-24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 3597-91-9 (4-Biphenylmethanol)
  • Hazard Symbols HarmfulXn
  • Synonyms 4-Biphenylmethanol(6CI,7CI,8CI);4-(Hydroxymethyl)biphenyl;4-Biphenylylmethanol;4-Hydroxymethyl-1,1'-biphenyl;4-Phenylbenzyl alcohol;[1,1'-Biphenyl]-4-methanol;NSC 233860;NSC84169;p-Phenylbenzyl alcohol;
  • PSA 20.23000
  • LogP 2.84590

Synthetic route

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
100%
Stage #1: biphenyl-4-carboxylic acid With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 20℃; for 4h; Cooling with ice; Inert atmosphere;
Stage #2: With water In tetrahydrofuran; diethyl ether for 16h;		99%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;89%
4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4-Phenylbenzaldehyde With zinc diacetate In tetrahydrofuran at 65℃; for 0.166667h;
Stage #2: With methyl-di(n-propoxy)silane In tetrahydrofuran at 65℃; for 24h;
Stage #3: With hydrogenchloride; water at 0℃; for 1h;		99%
With iron(II) fluoro{tris[2-(diphenylphosphino)phenyl]phospino}tetrafluoroborate; hydrogen; trifluoroacetic acid In isopropyl alcohol at 120℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction;99%
With C46H49CoN3P4(2+)*2BF4(1-); hydrogen; potassium hydroxide In ethanol; acetonitrile at 60℃; under 22801.5 Torr; for 24h; Autoclave; Glovebox; chemoselective reaction;99%
4-bromobenzenemethanol
873-75-6

4-bromobenzenemethanol

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With C20H20N2O2Pd; sodium hydrogencarbonate In water at 80℃; for 6h; Suzuki-Miyaura Coupling;99%
With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate In water for 0.5h; Catalytic behavior; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere; Reflux;98%
With palladium diacetate; potassium carbonate In water; isopropyl alcohol at 20℃; for 0.25h; Suzuki-Miyaura Coupling;98%
methyl 4-phenylbenzoate
720-75-2

methyl 4-phenylbenzoate

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;98%
With hydrogenchloride In water; acetone for 1.5h; pH=12;24%
With lithium aluminium tetrahydride
With diisobutylaluminium hydride In dichloromethane; toluene at -78℃;
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;
4-bromobenzenemethanol
873-75-6

4-bromobenzenemethanol

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With sodium carbonate at 80℃; for 1.16667h; Catalytic behavior; Suzuki Coupling;98%
With potassium carbonate for 4.25h; Suzuki-Miyaura Coupling;92%
With potassium carbonate at 100℃; for 5.25h; Catalytic behavior;90%
4-iodo-benzyl alcohol
18282-51-4

4-iodo-benzyl alcohol

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With sodium hydroxide; aluminum oxide; ruthenium In 1,2-dimethoxyethane; water at 90℃; for 12h; Suzuki-Miyaura-type cross coupling reaction;97%
With sodium t-butanolate In water at 28℃; for 4h; Catalytic behavior; Suzuki-Miyaura Coupling; Irradiation;96%
With potassium carbonate In ethanol at 20℃; for 6h; Suzuki-Miyaura Coupling;91%
p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

chlorobenzene
108-90-7

chlorobenzene

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With C37H44ClN2O3PPd; caesium carbonate In water at 100℃; for 12h; Suzuki Coupling; Schlenk technique; Inert atmosphere;97%
With potassium carbonate In water at 70℃; for 12h; Catalytic behavior; Temperature; Reagent/catalyst; Suzuki Coupling; Green chemistry;5 %Chromat.
4-bromobenzenemethanol
873-75-6

4-bromobenzenemethanol

triphenyltin chloride
639-58-7

triphenyltin chloride

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With potassium carbonate for 4h; Stille Cross Coupling;96%
With potassium carbonate at 100℃; for 5.5h; Catalytic behavior; Stille Cross Coupling;93%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With [PdCl[(η5-C5H5)]Fe[(η5-C5H3)-C(CH3)=NOH](2-dicyclohexylphosphanyl-2'-(N,N-dimethylamino)biphenyl)]; caesium carbonate In water at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Concentration; Suzuki Coupling; Schlenk technique; Inert atmosphere;92%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 5h; Catalytic behavior; Suzuki-Miyaura Coupling;88%
With C20H16Cl2N2Pd; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 4h; Suzuki-Miyaura Coupling;83%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With potassium tert-butylate; C44H47I3IrN4PPd In tetrahydrofuran; isopropyl alcohol at 90℃; for 9h; Reagent/catalyst; Inert atmosphere; Schlenk technique;92%
With C31H37I3IrN5Pd; potassium tert-butylate; isopropyl alcohol In tetrahydrofuran at 90℃; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique;85%
biphenyl-4-methylchloride
1667-11-4

biphenyl-4-methylchloride

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With water; sodium formate; sodium carbonate at 100 - 105℃; for 1h; pH=7 - 7.5; Reagent/catalyst;91%
With water at 100℃; for 24h;52%
With water In N,N-dimethyl-formamide at 80℃; under 2250.23 Torr; for 20h; Temperature; Sealed tube;
N, N-dimethyl [1,1’-biphenyl]-4-carboxamide
33322-67-7

N, N-dimethyl [1,1’-biphenyl]-4-carboxamide

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With sodium hydride; sodium iodide; zinc(II) iodide In tetrahydrofuran; mineral oil at 40℃; for 10h; Sealed tube;89%
bromobenzene
108-86-1

bromobenzene

p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With potassium carbonate In methanol; water at 40 - 45℃; for 4h; Suzuki Coupling;88%
With palladium diacetate; potassium carbonate In 2-methoxy-ethanol; water at 21℃; for 0.5h; Suzuki coupling;> 99 %Chromat.
With potassium phosphate In ethanol; water at 80℃; for 2h; Solvent; Reagent/catalyst; Time; Temperature; Suzuki-Miyaura Coupling;
With potassium carbonate In water at 70℃; for 12h; Catalytic behavior; Temperature; Reagent/catalyst; Suzuki Coupling; Green chemistry;75 %Chromat.
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
polystyrene-supported N-heterocyclic carbene-Pd complex In ethanol at 20℃; for 10h; Suzuki-Miyaura cross-coupling;87%
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

2-bromomethoxy-tetrahydro-pyran
199998-50-0

2-bromomethoxy-tetrahydro-pyran

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4-bromo-1,1'-biphenyl With n-Butyl chloride; iodine; magnesium In 2-methyltetrahydrofuran at 60℃; for 2h; Inert atmosphere; Reflux;
Stage #2: 2-bromomethoxy-tetrahydro-pyran In 2-methyltetrahydrofuran at -20 - 20℃; for 3h; Inert atmosphere;
Stage #3: With hydrogenchloride In 2-methyltetrahydrofuran; water at 0 - 20℃;		86%
biphenyl-4-ylmethyl (4R,5S)-2,2-di-tert-butyl-5-methyl-1,3,2-dioxasilolane-4-carboxylate
1365259-42-2

biphenyl-4-ylmethyl (4R,5S)-2,2-di-tert-butyl-5-methyl-1,3,2-dioxasilolane-4-carboxylate

methylmagnesium chloride
676-58-4

methylmagnesium chloride

A

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

B

(3R,4S)-4-((di-tert-butyl(methyl)silyl)oxy)-3-hydroxypentan-2-one
1365259-43-3

(3R,4S)-4-((di-tert-butyl(methyl)silyl)oxy)-3-hydroxypentan-2-one

C

(3R,4S)-4-((di-tert-butyl(methyl)silyl)oxy)-2-methylpentane-2,3-diol
1365259-44-4

(3R,4S)-4-((di-tert-butyl(methyl)silyl)oxy)-2-methylpentane-2,3-diol

Conditions
ConditionsYield
Stage #1: biphenyl-4-ylmethyl (4R,5S)-2,2-di-tert-butyl-5-methyl-1,3,2-dioxasilolane-4-carboxylate; methylmagnesium chloride With N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran at -10℃; for 0.166667h; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran; water at -10℃; Inert atmosphere; regioselective reaction;		A 85%
B 65%
C 16%
...Expand
C4H11BrOSi

C4H11BrOSi

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4'-biphenyl chloride With n-Butyl chloride; iodine; magnesium In 2-methyltetrahydrofuran at 60℃; for 2h; Inert atmosphere; Reflux;
Stage #2: C4H11BrOSi In 2-methyltetrahydrofuran at -20 - 20℃; for 3h; Inert atmosphere;
Stage #3: With hydrogenchloride In 2-methyltetrahydrofuran; water at 0 - 20℃;		85%
4-iodo-benzyl alcohol
18282-51-4

4-iodo-benzyl alcohol

triphenylbismuthane
603-33-8

triphenylbismuthane

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium acetate; palladium diacetate; tris-(o-tolyl)phosphine In 1-methyl-pyrrolidin-2-one at 110℃; for 4h; Schlenk technique; Inert atmosphere;85%
4-methoxybenzenediazonium tetrafluoroborate
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
polystyrene-supported N-heterocyclic carbene-Pd complex In ethanol at 20℃; for 12h; Suzuki-Miyaura cross-coupling;84%
iodobenzene
591-50-4

iodobenzene

p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Green chemistry;84%
With potassium carbonate In water at 70℃; for 12h; Catalytic behavior; Temperature; Reagent/catalyst; Suzuki Coupling; Green chemistry;100 %Chromat.
bromethyl methyl ether
13057-17-5

bromethyl methyl ether

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4'-biphenyl chloride With n-Butyl chloride; iodine; magnesium In tetrahydrofuran at 60℃; for 2h; Inert atmosphere; Reflux;
Stage #2: bromethyl methyl ether In tetrahydrofuran at -20 - 20℃; for 3h; Inert atmosphere;
Stage #3: With hydrogen bromide In tetrahydrofuran at 0 - 10℃;		84%
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

chloromethyl trimethylsilyl ether
23586-77-8

chloromethyl trimethylsilyl ether

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4-bromo-1,1'-biphenyl With n-Butyl chloride; iodine; magnesium In 2-methyltetrahydrofuran at 60℃; for 2h; Inert atmosphere; Reflux;
Stage #2: trimethylsilyl chloromethyl ether In 2-methyltetrahydrofuran at -20 - 20℃; for 3h; Inert atmosphere;		83%
C6H11ClO2

C6H11ClO2

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4'-biphenyl chloride With n-Butyl chloride; iodine; magnesium In tetrahydrofuran at 60℃; for 2h; Inert atmosphere; Reflux;
Stage #2: C6H11ClO2 In tetrahydrofuran at -20 - 20℃; for 3h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃;		83%
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4-bromo-1,1'-biphenyl With n-Butyl chloride; iodine; magnesium In tetrahydrofuran at 60℃; for 2h; Inert atmosphere; Reflux;
Stage #2: chloromethyl methyl ether In tetrahydrofuran at -20 - 20℃; for 3h; Inert atmosphere;
Stage #3: With hydrogen bromide In tetrahydrofuran at 0 - 10℃;		81%
biphenyl-4-methylchloride
1667-11-4

biphenyl-4-methylchloride

potassium carbonate
584-08-7

potassium carbonate

A

di(biphenyl-4-ylmethyl)carbonate
30952-04-6

di(biphenyl-4-ylmethyl)carbonate

B

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 110℃; for 36h;A 80%
B 2%
...Expand
potassium (acetoxymethyl)trifluoroborate

potassium (acetoxymethyl)trifluoroborate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
With potassium phosphate; water; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In 1,4-dioxane at 20℃; Heating / reflux;80%
4-bromobenzenemethanol
873-75-6

4-bromobenzenemethanol

tri(allyl)phenylsilane
2633-57-0

tri(allyl)phenylsilane

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: triallyl(phenyl)silane With tetrabutyl ammonium fluoride In water; dimethyl sulfoxide at 20℃; for 1h;
Stage #2: 4-bromobenzenemethanol With tricyclohexylphosphine; palladium dichloride In water; dimethyl sulfoxide at 80℃; for 4h;		79%
iodobenzene
591-50-4

iodobenzene

4-iodo-benzyl alcohol
18282-51-4

4-iodo-benzyl alcohol

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Stage #1: 4-iodo-benzyl alcohol With dilithium tetra(tert-butyl)zincate In tetrahydrofuran at 20℃; for 2h;
Stage #2: iodobenzene With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 18h;		73%
Stage #1: 4-iodo-benzyl alcohol With dilithium tetra(tert-butyl)zincate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
Stage #2: iodobenzene With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at -78 - 20℃; Inert atmosphere; chemoselective reaction;		73%
(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-4-(biphenyl-4-ylmethoxy)-7-hydroxy-6-methanesulfonyloxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-4-(biphenyl-4-ylmethoxy)-7-hydroxy-6-methanesulfonyloxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

A

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

B

(1S,3R,5S,7R,8R,9R)-3-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-8-methanesulfonyloxy-2,4,6-trioxa-tricyclo[3.3.1.03,7]nonane-1,5,9-tricarboxylic acid tri-tert-butyl ester

(1S,3R,5S,7R,8R,9R)-3-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-8-methanesulfonyloxy-2,4,6-trioxa-tricyclo[3.3.1.03,7]nonane-1,5,9-tricarboxylic acid tri-tert-butyl ester

C

(1S,3R,4S,5S,6S,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-4-(biphenyl-4-ylmethoxy)-7-hydroxy-2,8-dioxa-tricyclo[3.2.1.03,6]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

(1S,3R,4S,5S,6S,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-4-(biphenyl-4-ylmethoxy)-7-hydroxy-2,8-dioxa-tricyclo[3.2.1.03,6]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 70℃;A 21%
B 2%
C 70%
...Expand
[1,1'-biphenyl]-4-ylmethyl methanesulfonate
376640-26-5

[1,1'-biphenyl]-4-ylmethyl methanesulfonate

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

Conditions
ConditionsYield
Multistep reaction;70%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

trichloroacetonitrile
545-06-2

trichloroacetonitrile

4-phenylbenzyl trichloroacetimidate
200057-74-5

4-phenylbenzyl trichloroacetimidate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In dichloromethane; water at 0 - 25℃;100%
Stage #1: biphenyl-4-yl methanol With sodium hydride In diethyl ether; oil at 20℃; for 0.0833333h;
Stage #2: trichloroacetonitrile In diethyl ether; oil at 20℃; for 2h;		97%
With sodium hydride In diethyl ether 1.) 20 min, 2.) r.t., 1 h;69%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

Conditions
ConditionsYield
With n-butyltriphenylphosphonium permanganate In acetonitrile at 20℃; for 0.25h;100%
With silica-supported Jones reagent In dichloromethane for 0.00269444h;99.7%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N-methyl-N-[3-(4'-diacetoxyiodo)phenoxy-1-propyl]pyrrolidinium 4-methylbenzenesulfonate In dichloromethane at 20℃; for 6h;99%
methyl 2-isocyanatobenzoate
1793-07-3

methyl 2-isocyanatobenzoate

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

methyl 2-({[(4-biphenylylmethyl)oxy]carbonyl}amino)benzoate
906089-93-8

methyl 2-({[(4-biphenylylmethyl)oxy]carbonyl}amino)benzoate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Heating / reflux;100%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

4-(azidomethyl)-1,1'-biphenyl
222716-16-7

4-(azidomethyl)-1,1'-biphenyl

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl methanol With 1,2-Diiodoethane; N,N-dimethyl-formamide; triphenylphosphine at 20℃; for 0.0166667h; Sealed tube; Inert atmosphere;
Stage #2: With sodium azide at 20℃; Sealed tube; Inert atmosphere;		100%
With 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 0.166667h;93%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

N-benzoyloxybenzotriazole
54769-36-7

N-benzoyloxybenzotriazole

[1,1'-biphenyl]-4-ylmethyl benzoate
38418-12-1

[1,1'-biphenyl]-4-ylmethyl benzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

N-methylaniline
100-61-8

N-methylaniline

N-([1,1'-biphenyl]-4-ylmethyl)-N-methylaniline

N-([1,1'-biphenyl]-4-ylmethyl)-N-methylaniline

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl methanol With 1,2-Diiodoethane; N,N-dimethyl-formamide; triphenylphosphine at 50℃; for 0.0166667h; Sealed tube; Inert atmosphere;
Stage #2: N-methylaniline at 50℃; Sealed tube; Inert atmosphere;		100%
sodium benzoate
532-32-1

sodium benzoate

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

[1,1'-biphenyl]-4-ylmethyl benzoate
38418-12-1

[1,1'-biphenyl]-4-ylmethyl benzoate

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl methanol With 1,2-Diiodoethane; N,N-dimethyl-formamide; triphenylphosphine at 20℃; for 0.0166667h; Sealed tube; Inert atmosphere;
Stage #2: sodium benzoate at 20℃; Sealed tube; Inert atmosphere;		100%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.035h;99.5%
With diethylene glycol dimethyl ether at 70℃; for 0.583333h; Sonication;96%
With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide In methanol at 20℃; for 6h; In air;89%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

4-cyano-1,1'-biphenyl
2920-38-9

4-cyano-1,1'-biphenyl

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl methanol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;		99%
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 6h; Autoclave; High pressure;99%
With 1,4-diaza-bicyclo[2.2.2]octane; TEMPOL; ammonia; copper(l) chloride In water; acetonitrile at 20℃; for 24h;91%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

potassium acetate
127-08-2

potassium acetate

[1,1’-biphenyl]-4-ylmethyl acetate
62037-98-3

[1,1’-biphenyl]-4-ylmethyl acetate

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl methanol With 1,2-Diiodoethane; N,N-dimethyl-formamide; triphenylphosphine at 20℃; for 0.0166667h; Sealed tube; Inert atmosphere;
Stage #2: potassium acetate at 20℃; Sealed tube; Inert atmosphere;		99%
carbon disulfide
75-15-0

carbon disulfide

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

C14H11OS2(1-)*K(1+)

C14H11OS2(1-)*K(1+)

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether at 20℃; for 12h;99%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

[1,1'-biphenyl]-4-ylmethyl formate

[1,1'-biphenyl]-4-ylmethyl formate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; caesium carbonate at 20℃; for 12h; Reagent/catalyst; Sealed tube;99%
9H-fluorene
86-73-7

9H-fluorene

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

9-([1,1′-biphenyl]-4-methyl)-9H-fluorene

9-([1,1′-biphenyl]-4-methyl)-9H-fluorene

Conditions
ConditionsYield
With potassium tert-butylate In toluene at 120℃; for 3h; Inert atmosphere;99%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 120℃; for 18h; Inert atmosphere; Sealed tube;73%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

p-phenylbenzyl bromide
2567-29-5

p-phenylbenzyl bromide

Conditions
ConditionsYield
With bromine; triphenylphosphine In dichloromethane at -78 - 20℃; for 18h; Inert atmosphere;98%
With bromine; triphenylphosphine In dichloromethane at -78 - 25℃; for 18h;97%
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 1.5h;95%
N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

N,N-dimethyl-3-((1,1'-biphenyl)-4-yl)propanamide

N,N-dimethyl-3-((1,1'-biphenyl)-4-yl)propanamide

Conditions
ConditionsYield
With tri-tert-butyl phosphine; potassium tert-butylate; nickel diacetate In 1,4-dioxane; toluene at 80℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;98%
With [2,2]bipyridinyl; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); potassium tert-butylate at 140℃; for 18h;89%
With potassium tert-butylate In 1,3,5-trimethyl-benzene at 164℃; for 6h;75%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

t-butyl 2-benzoyloximino-2-cyanoacetate

t-butyl 2-benzoyloximino-2-cyanoacetate

[1,1'-biphenyl]-4-ylmethyl benzoate
38418-12-1

[1,1'-biphenyl]-4-ylmethyl benzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;98%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

sodium phenoxide
139-02-6

sodium phenoxide

1-phenyl-4-phenoxymethylbenzene
29263-69-2

1-phenyl-4-phenoxymethylbenzene

Conditions
ConditionsYield
Stage #1: biphenyl-4-yl methanol With 1,2-Diiodoethane; N,N-dimethyl-formamide; triphenylphosphine at 20℃; for 0.0166667h; Sealed tube; Inert atmosphere;
Stage #2: sodium phenoxide at 20℃; Sealed tube; Inert atmosphere;		98%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

[1,1'-biphenyl]-4-ylmethyl nitrite

[1,1'-biphenyl]-4-ylmethyl nitrite

Conditions
ConditionsYield
With 3,3-dimethyl-2-nitroso-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide; trifluoroacetic acid In acetonitrile at 20℃; for 0.5h; Temperature; Solvent; Sealed tube;98%
5-Fluoro-4-trifluoromethyl-2-phenyloxazole
70276-69-6

5-Fluoro-4-trifluoromethyl-2-phenyloxazole

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

5-(Biphenyl-4-ylmethoxy)-2-phenyl-4-trifluoromethyl-oxazole
126745-85-5

5-(Biphenyl-4-ylmethoxy)-2-phenyl-4-trifluoromethyl-oxazole

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane97%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

benzonitrile
100-47-0

benzonitrile

N-(4-phenylbenzyl)benzamide
372137-79-6

N-(4-phenylbenzyl)benzamide

Conditions
ConditionsYield
With magnesium hydrogen sulfate at 20℃; for 4h;97%
Phthalic acid mono-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

Phthalic acid mono-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

phenyl 2,3,4-tri-O-benzyl-6-O-[2-[(4-phenylbenzyl)oxycarbonyl]benzoyl]-1-thio-α-D-glucopyranoside
848866-41-1

phenyl 2,3,4-tri-O-benzyl-6-O-[2-[(4-phenylbenzyl)oxycarbonyl]benzoyl]-1-thio-α-D-glucopyranoside

Conditions
ConditionsYield
With dacarbazine; dmap In dichloromethane97%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

acetic anhydride
108-24-7

acetic anhydride

[1,1’-biphenyl]-4-ylmethyl acetate
62037-98-3

[1,1’-biphenyl]-4-ylmethyl acetate

Conditions
ConditionsYield
With colloidal gold nanoparticle-supported gadolinium complex In N,N-dimethyl-formamide for 0.0166667h; Reagent/catalyst; Microwave irradiation;97%
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

3-acetylenephenylamine
54060-30-9

3-acetylenephenylamine

C21H15N

C21H15N

Conditions
ConditionsYield
With oxygen In toluene at 90℃; Sealed tube;97%

4-Biphenylmethanol Chemical Properties

IUPAC Name: 4-Biphenylmethanol
The MF of 4-Biphenylmethanol (3597-91-9) is C13H12O.

                     
The MW of 4-Biphenylmethanol (3597-91-9) is 184.23.
Synonyms of 4-Biphenylmethanol (3597-91-9): [1,1'-Biphenyl]-4-methanol ; 4-Biphenylylmethanol ; Biphenyl-4-ylmethanol ; 4-(Hydroxymethyl)biphenyl
Product Categories: Biphenyl derivatives
Form: white to beige powder
Index of Refraction: 1.595 
EINECS: 222-745-2 
Density: 1.093 g/ml 
Flash Point: 154.9 °C
Boiling Point: 340 °C 
Melting Point: 99-101 °C
BRN: 1937761

4-Biphenylmethanol Safety Profile

Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety information of 4-Biphenylmethanol (3597-91-9):
Hazard Codes  Xn
Risk Statements 
20/21/22  Harmful by inhalation, in contact with skin and if swallowed
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements 
22  Do not breathe dust
24/25  Avoid contact with skin and eyes
36  Wear suitable protective clothing
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany  3
RTECS  DV5425000
HS Code  29062900

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