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Cas Database |
| Name |
4-Biphenylmethanol |
EINECS | 222-745-2 |
| CAS No. | 3597-91-9 | Density | 1.093 g/cm3 |
| PSA | 20.23000 | LogP | 2.84590 |
| Solubility | N/A | 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 | N/A | Appearance | white to beige powder |
| Safety | 22-24/25-36-26 | Risk Codes | 20/21/22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| 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; |
Article Data | 174 |
4-Biphenylmethanol Synthetic route
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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. |
| Conditions | Yield |
|---|---|
| With potassium carbonate for 4h; Stille Cross Coupling; | 96% |
| With potassium carbonate at 100℃; for 5.5h; Catalytic behavior; Stille Cross Coupling; | 93% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
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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