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3597-91-9

Basic Information
CAS No.: 3597-91-9
Name: 4-Biphenylmethanol
Article Data: 174
Molecular Structure:
Molecular Structure of 3597-91-9 (4-Biphenylmethanol)
Formula: C13H12O
Molecular Weight: 184.238
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;
EINECS: 222-745-2
Density: 1.093 g/cm3
Melting Point: 96-100 °C(lit.)
Boiling Point: 340 °C at 760 mmHg
Flash Point: 154.9 °C
Appearance: white to beige powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 22-24/25-36-26
PSA: 20.23000
LogP: 2.84590
Synthetic route
92-92-2

biphenyl-4-carboxylic acid

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%
3218-36-8

4-Phenylbenzaldehyde

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%
873-75-6

4-bromobenzenemethanol

98-80-6

phenylboronic acid

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%
720-75-2

methyl 4-phenylbenzoate

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;
873-75-6

4-bromobenzenemethanol

143-66-8

sodium tetraphenyl borate

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%
18282-51-4

4-iodo-benzyl alcohol

98-80-6

phenylboronic acid

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%
59016-93-2

p-hydroxymethylphenylboronic acid

108-90-7

chlorobenzene

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.
873-75-6

4-bromobenzenemethanol

639-58-7

triphenyltin chloride

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%
873-76-7

para-Chlorobenzyl alcohol

98-80-6

phenylboronic acid

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%
1122-91-4

4-bromo-benzaldehyde

98-80-6

phenylboronic acid

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%
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    Name: 4-Biphenylmethanol 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;

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Chemistry

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

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