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2,2'-Biphenol
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Name

2,2'-Biphenol

 EINECS 217-303-0
CAS No. 1806-29-7 Density 1.228 g/cm3
PSA 40.46000 LogP 2.76480
Solubility insoluble in water Melting Point 108-110 °C
Formula C12H10O2 Boiling Point 314.999 °C at 760 mmHg
Molecular Weight 186.21 Flash Point 160.803 °C
Transport Information N/A Appearance Beige to greyish-beige powder
Safety 26-39-36/37/39 Risk Codes 36/37/38-41-22
Molecular Structure Molecular Structure of 1806-29-7 (2,2'-Biphenol) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

2,2'-Biphenyldiol(8CI);1,1'-Bi-2-phenol;2,2'-Dihydroxy-1,1'-biphenyl;2,2'-Dihydroxybiphenyl;2,2'-Dihydroxydiphenyl;2'-Hydroxy-1,1'-biphenyl-2-ol;NSC 37068;o,o'-Biphenol;o,o'-Dihydroxybiphenyl;o,o'-Diphenol;[1,1'-Biphenyl]-2,2'-diol;

Article Data 66

2,2'-Biphenol Synthetic route

1227735-80-9

6,6-diisopropyldibenzo[d,f][1,3,2]dioxasilepine

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
6390-69-8

3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol

A

1806-29-7

2,2'-dihydroxybiphenyl

B

98-51-1

4-tert-butyltoluene

Conditions
ConditionsYield
With Nafion-H; toluene for 2h; Heating;A 98%
B 98 % Chromat.
6390-69-8

3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol

108-88-3

toluene

A

1806-29-7

2,2'-dihydroxybiphenyl

B

98-51-1

4-tert-butyltoluene

Conditions
ConditionsYield
With Nafion-H for 2h; Heating;A 98%
B 98 % Chromat.
533-58-4

2-Iodophenol

89466-08-0

2-hydroxyphenyl boronic acid

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With palladium 10% on activated carbon; potassium carbonate In water at 80℃; for 2.5h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 160℃; for 0.5h; Suzuki Coupling; Microwave irradiation;
With palladium on activated charcoal; potassium carbonate In water at 80℃; Suzuki Coupling;

2,2'-dihydroxy-4,4'-biphenyldisulfonic acid

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 2h;98%
4877-93-4

2,2'-Dimethoxybiphenyl

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With aluminium trichloride In ethanethiol for 0.5h; Ambient temperature;97.5%
With aluminium trichloride In ethanethiol for 0.5h; Ambient temperature;97.5%
1196786-63-6

C30H50O2Si2

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With potassium fluoride In Tetraethylene glycol at 20℃; for 0.5h; Inert atmosphere;96%
With potassium fluoride; Tetraethylene glycol at 20℃; for 0.5h;96%
1114567-49-5

2,2'-biphenol bis(tert-butyldimethylsilyl) ether

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 70℃; for 6h; Inert atmosphere;92%
220-11-1

dibenzo[d,f][1,3]dioxepin

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 50℃;92%
With hydrogenchloride; water In ethanol at 50℃;92%
95-57-8

2-monochlorophenol

1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 20℃; for 12h; Ullmann Condensation;92%

2,2'-Biphenol Chemical Properties

Molecular Structure of 2,2'-Biphenyldiol (CAS NO.1806-29-7):

IUPAC Name: 2-(2-Hydroxyphenyl)phenol
Canonical SMILES: C1=CC=C(C(=C1)C2=CC=CC=C2O)O
InChI: InChI=1S/C12H10O2/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1-8,13-14H
InChIKey: IMHDGJOMLMDPJN-UHFFFAOYSA-N
Molecular Weight: 186.2066 [g/mol]
Molecular Formula: C12H10O2
XLogP3: 3
H-Bond Donor: 2
H-Bond Acceptor: 2 
EINECS: 217-303-0 
Water Solubility: insoluble
Appearance: Beige to greyish-beige powder
Melting Point: 108-110 °C
Index of Refraction: 1.639
Molar Refractivity: 54.6 cm3
Molar Volume: 151.5 cm3
Surface Tension: 53.8 dyne/cm
Density: 1.228 g/cm3
Flash Point: 160.8 °C
Enthalpy of Vaporization: 57.84 kJ/mol
Boiling Point: 315 °C at 760 mmHg
Vapour Pressure: 0.000243 mmHg at 25 °C
Classification Code: Mutation data
Product Categories: Aromatic Phenols; Biphenyls (for High-Performance Polymer Research); Color Former & Related Compounds; Developer; Functional Materials; Reagent for High-Performance Polymer Research

2,2'-Biphenol Uses

 2,2'-Biphenyldiol (CAS NO.1806-29-7) is used as pharmaceutical intermediates.

2,2'-Biphenol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07870,

2,2'-Biphenol Consensus Reports

Reported in EPA TSCA Inventory.

2,2'-Biphenol Safety Profile

Poison by intraperitoneal and intravenous routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Hazard Codes :IrritantXi,HarmfulXn
Risk Statements: 36/37/38-41-22
R22: 2,2'-Biphenyldiol (CAS NO.1806-29-7) is harmful if swallowed. 
R41:Risk of serious damage to the eyes. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 2
RTECS: DV4200000
F: 8-9-23

2,2'-Biphenol Specification

 2,2'-Biphenyldiol (CAS NO.1806-29-7), its Synonyms are 2,2'-Biphenol ; 2,2'-Dihydroxybiphenyl ; 2,2'-Dihydroxydiphenyl ; O,O'-Biphenol ; o,o'-Biphenol ; o,o'-Dihydroxybiphenyl ; o,o'-Diphenol ; o-Dihydroxydiphenyl ; (1,1'-Biphenyl)-2,2'-diol ; Biphenyl-2,2'-diol .

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