Product Name

  • Name

    2,2'-Biphenol

  • EINECS 217-303-0
  • CAS No. 1806-29-7
  • Article Data66
  • CAS DataBase
  • Density 1.228 g/cm3
  • 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
  • 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;
  • PSA 40.46000
  • LogP 2.76480

Synthetic route

6,6-diisopropyldibenzo[d,f][1,3,2]dioxasilepine
1227735-80-9

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

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol
6390-69-8

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

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

Conditions
ConditionsYield
With Nafion-H; toluene for 2h; Heating;A 98%
B 98 % Chromat.
3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol
6390-69-8

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

toluene
108-88-3

toluene

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

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

2-Iodophenol

2-hydroxyphenyl boronic acid
89466-08-0

2-hydroxyphenyl boronic acid

2,2'-dihydroxybiphenyl
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

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

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

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

2,2'-Dimethoxybiphenyl

2,2'-dihydroxybiphenyl
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%
C30H50O2Si2
1196786-63-6

C30H50O2Si2

2,2'-dihydroxybiphenyl
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%
2,2'-biphenol bis(tert-butyldimethylsilyl) ether
1114567-49-5

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

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 70℃; for 6h; Inert atmosphere;92%
dibenzo[d,f][1,3]dioxepin
220-11-1

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

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

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

2-monochlorophenol

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 20℃; for 12h; Ullmann Condensation;92%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

2-hydroxyphenyl boronic acid
89466-08-0

2-hydroxyphenyl boronic acid

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With palladium 10% on activated carbon; potassium hydroxide at 150℃; for 0.5h; Suzuki-Miyaura Coupling; Microwave irradiation; Inert atmosphere;83%
With palladium 10% on activated carbon; potassium hydroxide In water at 150℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Microwave irradiation;83%
2-Phenylphenol
90-43-7

2-Phenylphenol

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With tert.-butylhydroperoxide; palladium diacetate; caesium carbonate; Trimethylacetic acid In water; acetonitrile at 80℃; for 18h; Reagent/catalyst; Time; Sealed tube; regioselective reaction;76%
With palladium diacetate; caesium carbonate; Trimethylacetic acid In acetonitrile at 80℃; for 24h;74%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With palladium 10% on activated carbon; potassium acetate; bis(pinacol)diborane In ethanol at 60℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;75.5%
With NaH-t-AmONa-Ni(OAc)2-bpy-KI In tetrahydrofuran; benzene at 63℃; for 0.5h;63%
Multi-step reaction with 5 steps
1: sodium hydride / N,N-dimethyl-formamide
2: sulfuryl dichloride / dichloromethane
3: potassium carbonate / N,N-dimethyl-formamide
4: 1,10-Phenanthroline; potassium tert-butylate / pyridine / 2 h / 120 °C / Microwave irradiation; Inert atmosphere
5: hydrogenchloride / ethanol; water / 50 °C
View Scheme
2-(2-benzylsulfonyloxyphenyl)phenyl benzylsulfonate

2-(2-benzylsulfonyloxyphenyl)phenyl benzylsulfonate

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 0℃; for 4h;70%
2-hydroxyphenyl boronic acid
89466-08-0

2-hydroxyphenyl boronic acid

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With nano-CuO-grafted triazine-functionalized covalent organic framework In methanol at 60℃; Catalytic behavior;68%
6-diazo-2-cyclohexen-1-one
928642-45-9

6-diazo-2-cyclohexen-1-one

1-iodo-2-(tert-butyldimethylsilyloxy)benzene
184368-89-6

1-iodo-2-(tert-butyldimethylsilyloxy)benzene

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 50℃; for 36h; Inert atmosphere;64%
1-Chloro-4-fluorobenzene
352-33-0

1-Chloro-4-fluorobenzene

2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

4,4'-difluorobiphenyl
398-23-2

4,4'-difluorobiphenyl

C

4'-fluoro-[1,1'-biphenyl]-2-ol
80254-62-2

4'-fluoro-[1,1'-biphenyl]-2-ol

Conditions
ConditionsYield
With NaH-t-AmONa-Ni(OAc)2-bpy-KI In tetrahydrofuran; benzene at 63℃; for 3h; Yields of byproduct given;A n/a
B n/a
C 43%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

4-chlorobenzotrifluoride
98-56-6

4-chlorobenzotrifluoride

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

4,4'-bis(trifluoromethyl)biphenyl
581-80-6

4,4'-bis(trifluoromethyl)biphenyl

C

4′-(trifluoromethyl)[1,1′-biphenyl]-2-ol
122801-61-0

4′-(trifluoromethyl)[1,1′-biphenyl]-2-ol

Conditions
ConditionsYield
With NaH-t-AmONa-Ni(OAc)2-bpy-KI In tetrahydrofuran; benzene at 63℃; for 2h; Yields of byproduct given;A n/a
B n/a
C 40%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

1-chloro-2-(trifluoromethyl)benzene
88-16-4

1-chloro-2-(trifluoromethyl)benzene

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

2,2’-bis(trifluoromethyl)-1,1’-biphenyl
567-15-7

2,2’-bis(trifluoromethyl)-1,1’-biphenyl

C

2-(trifluoromethyl)-2'-hydroxybiphenyl
122801-60-9

2-(trifluoromethyl)-2'-hydroxybiphenyl

Conditions
ConditionsYield
With NaH-t-AmONa-Ni(OAc)2-bpy-KI In tetrahydrofuran; benzene at 63℃; for 3.5h; Yields of byproduct given;A n/a
B n/a
C 35%
1-chloro-2-fluorobenzene
348-51-6

1-chloro-2-fluorobenzene

2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

2,2'-difluorobiphenyl
388-82-9

2,2'-difluorobiphenyl

C

2'-fluoro-[1,1'-biphenyl]-2-ol
439-80-5

2'-fluoro-[1,1'-biphenyl]-2-ol

Conditions
ConditionsYield
With NaH-t-AmONa-Ni(OAc)2-bpy-KI In tetrahydrofuran; benzene at 63℃; for 3h; Yields of byproduct given;A n/a
B n/a
C 34%
N-(phenoxy)-4-methylbenzenesulfonamide
65109-75-3

N-(phenoxy)-4-methylbenzenesulfonamide

phenol
108-95-2

phenol

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

4,4'-Dihydroxybiphenyl
92-88-6

4,4'-Dihydroxybiphenyl

C

2,4'-dihydroxybiphenyl
611-62-1

2,4'-dihydroxybiphenyl

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid at 0℃; for 1h;A 9.2%
B 27.6 % Chromat.
C 32.7%
With trifluorormethanesulfonic acid; trifluoroacetic acid at 0℃; for 1h;A 9.2 % Chromat.
B 27.6 % Chromat.
C 32.7 % Chromat.
1-chlorodibenzo-p-dioxin
39227-53-7

1-chlorodibenzo-p-dioxin

A

6-chloro-[1,1'-biphenyl]-2,2'-diol

6-chloro-[1,1'-biphenyl]-2,2'-diol

B

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
In methanol at 20℃; for 3h; Irradiation;A 11.7%
B 18.8%
1,2-dichlorodibenzo-p-dioxin
54536-18-4

1,2-dichlorodibenzo-p-dioxin

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
In methanol at 20℃; for 1h; Irradiation;13%
Multi-step reaction with 2 steps
1: 58.5 percent / acetophenone / methanol / 1 h / 20 °C / Irradiation
2: 18.8 percent / methanol / 3 h / 20 °C / Irradiation
View Scheme
phenol
108-95-2

phenol

A

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

C

hydroquinone
123-31-9

hydroquinone

Conditions
ConditionsYield
With 3,10-di-n-butylisoalloxazine N-oxide In acetonitrile for 6h; Irradiation; Yields of byproduct given;A 2%
B n/a
C n/a
dibenzofuran
132-64-9

dibenzofuran

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide at 400 - 410℃; im Eisenrohr;
With potassium hydroxide; 9H-carbazole at 250 - 275℃;
With potassium hydroxide; 9H-fluorene at 250 - 275℃;
With indole; potassium hydroxide at 250 - 275℃;
With potassium hydroxide; phenanthrene at 200 - 230℃;
6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid
4783-30-6

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid

A

dibenzofuran
132-64-9

dibenzofuran

B

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With hydrogenchloride at 270℃;
phenol
108-95-2

phenol

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With potassium permanganate; sulfuric acid
coupling;
dioxin
262-12-4

dioxin

A

1-hydroxydibenzofuran
33483-06-6

1-hydroxydibenzofuran

B

2-Phenoxyphenol
2417-10-9

2-Phenoxyphenol

C

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
In acetonitrile at 12℃; Mechanism; Irradiation; also 2,3,7,8-tetrachlorodibenzo-1,4-dioxin (TCDD), also with NaBH4 in aq. MeCN;
phenoxy radical
2122-46-5, 55748-05-5

phenoxy radical

A

2-Phenoxyphenol
2417-10-9

2-Phenoxyphenol

B

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

C

4,4'-Dihydroxybiphenyl
92-88-6

4,4'-Dihydroxybiphenyl

D

2,4'-dihydroxybiphenyl
611-62-1

2,4'-dihydroxybiphenyl

E

4-Phenoxyphenol
831-82-3

4-Phenoxyphenol

Conditions
ConditionsYield
Product distribution; Irradiation; effect of abs. dose of irrad.;
phenol
108-95-2

phenol

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

A

6H-benzo[c]chromen-6-one
2005-10-9

6H-benzo[c]chromen-6-one

B

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

C

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

D

2-hydroxyphenyl benzoate
5876-92-6

2-hydroxyphenyl benzoate

Conditions
ConditionsYield
at 60℃; for 3h; Product distribution;A 0.1 % Chromat.
B 8 % Chromat.
C 6 % Chromat.
D 82 % Chromat.
at 60℃; for 3h;A 0.1 % Chromat.
B 8 % Chromat.
C 6 % Chromat.
D 82 % Chromat.
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

6-chloro-dibenzo[d,f][1,3,2]-dioxaphosphepin
16611-68-0

6-chloro-dibenzo[d,f][1,3,2]-dioxaphosphepin

Conditions
ConditionsYield
With phosphorus trichloride for 2h; Inert atmosphere; Reflux;100%
With trichlorophosphate at 20 - 50℃; under 150.015 - 675.068 Torr; Inert atmosphere;99%
With phosphorus trichloride In toluene at 20℃; under 525.053 - 675.068 Torr; for 0.25h; Inert atmosphere;99%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

3,3′,5,5′-tetrabromo-[1,1′-biphenyl]-2,2′-diol
21987-62-2

3,3′,5,5′-tetrabromo-[1,1′-biphenyl]-2,2′-diol

Conditions
ConditionsYield
With bromine; acetic acid100%
With bromine In methanol at 0 - 20℃; for 8h;90%
With bromine In methanol for 1h;76%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,2'-bis-<<(trifluoromethyl)sulfonyl>oxy>biphenyl
17763-95-0

2,2'-bis-<<(trifluoromethyl)sulfonyl>oxy>biphenyl

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 23℃; for 14h;99%
With pyridine97%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

((S)-1-Phenyl-ethyl)-(6-thioxo-5,7-dioxa-6λ5-phospha-dibenzo[a,c]cyclohepten-6-yl)-amine
175790-44-0

((S)-1-Phenyl-ethyl)-(6-thioxo-5,7-dioxa-6λ5-phospha-dibenzo[a,c]cyclohepten-6-yl)-amine

Conditions
ConditionsYield
With pyridine; trichlorothiophosphine100%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2,2'-bis(methoxymethoxy)-1,1'-biphenyl
121169-22-0

2,2'-bis(methoxymethoxy)-1,1'-biphenyl

Conditions
ConditionsYield
With sodium hydride100%
Stage #1: 2,2'-dihydroxybiphenyl With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.5h; Cooling with ice;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h;
100%
Stage #1: 2,2'-dihydroxybiphenyl With sodium hydride In tetrahydrofuran; DMF (N,N-dimethyl-formamide); water at 0℃; for 0.166667h;
Stage #2: chloromethyl methyl ether In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 20℃; for 8h;
97%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

5,5'-dibromo-2,2'-dihydroxybiphenyl
34261-55-7

5,5'-dibromo-2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With bromine In dichloromethane at -78℃;99%
With bromine In chloroform Bromination;97%
With bromine In dichloromethane95%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

allyl bromide
106-95-6

allyl bromide

2,2′-di(allyloxy)-biphenyl
73429-23-9

2,2′-di(allyloxy)-biphenyl

Conditions
ConditionsYield
With potassium carbonate In acetone at 63℃; for 24h;99%
With potassium carbonate In toluene at 60 - 70℃;99%
With potassium carbonate In acetone for 8h; Heating;98%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

4,6-(bis[bis-diethylamido]phosphonito)-2,8-dimethyl-phenoxathiine
214050-01-8

4,6-(bis[bis-diethylamido]phosphonito)-2,8-dimethyl-phenoxathiine

4,6-bis(dibenzo[d,f][1,3,2]dioxaphosphino-1-yl)-2,8-dimethylphenoxathiine
214050-02-9

4,6-bis(dibenzo[d,f][1,3,2]dioxaphosphino-1-yl)-2,8-dimethylphenoxathiine

Conditions
ConditionsYield
In toluene at 109.9℃; for 15h;99%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

allyl methyl carbonate
35466-83-2

allyl methyl carbonate

2,2′-di(allyloxy)-biphenyl
73429-23-9

2,2′-di(allyloxy)-biphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran at 25℃; for 24h; Condensation;99%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

5-bromo-2,2'-dihydroxybiphenyl
335206-52-5

5-bromo-2,2'-dihydroxybiphenyl

Conditions
ConditionsYield
With Diethyl 2-bromomalonate at 100℃; for 48h; Product distribution; Further Variations:; Reagents;99%
With bromine In dichloromethane at 20℃; for 24h;40%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

i-pentyl bromide
107-82-4

i-pentyl bromide

2'-(isopentyloxy)-[1,1'-biphenyl]-2-ol
900522-60-3

2'-(isopentyloxy)-[1,1'-biphenyl]-2-ol

Conditions
ConditionsYield
With potassium carbonate In acetone for 19.5h; Heating / reflux;99%
With potassium carbonate In acetone Reflux;99%
With potassium carbonate In acetone at 56℃; for 24h;89%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

Isopropyl isocyanate
1795-48-8

Isopropyl isocyanate

2,2'-bis(isopropylcarbamoyloxy)biphenyl
1032476-99-5

2,2'-bis(isopropylcarbamoyloxy)biphenyl

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 60℃; for 24h;99%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

C24H18O2P2Se4
1285820-28-1

C24H18O2P2Se4

6-phenyl-dibenzo[d,f][1,3,2]dioxaphosphepine-6-selenide

6-phenyl-dibenzo[d,f][1,3,2]dioxaphosphepine-6-selenide

Conditions
ConditionsYield
In toluene for 7h; Reflux; Inert atmosphere;99%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol
6390-69-8

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

6,6'-[[3,3',5,5'-tetrakis(1,1-dimethylethyl)-[1,1'-biphenyl]-2,2'-diyl]bis(oxy)]bis-dibenzo [d,f][1,3,2]-dioxaphosphepine

6,6'-[[3,3',5,5'-tetrakis(1,1-dimethylethyl)-[1,1'-biphenyl]-2,2'-diyl]bis(oxy)]bis-dibenzo [d,f][1,3,2]-dioxaphosphepine

Conditions
ConditionsYield
Stage #1: 2,2'-dihydroxybiphenyl With pyridine; 1-methyl-1H-imidazole; phosphorus trichloride In tetrahydrofuran at 90℃; for 5h;
Stage #2: 3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol In tetrahydrofuran at 100℃; for 11h; Reagent/catalyst; Time;
99%
Stage #1: 2,2'-dihydroxybiphenyl With 1-methyl-1H-imidazole; phosphorus trichloride In toluene at 90℃; for 3h;
Stage #2: 3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol With pyridine In toluene at 100℃; for 11h; Reagent/catalyst; Solvent; Temperature;
99%
Stage #1: 2,2'-dihydroxybiphenyl With pyridine; phosphorus trichloride In toluene at 0 - 35℃; for 18h;
Stage #2: 3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol In toluene at 5 - 35℃;
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

2,2'-bis(5-hydroxy-3-oxa-1-pentyloxy)-1,1'-biphenyl
91859-84-6

2,2'-bis(5-hydroxy-3-oxa-1-pentyloxy)-1,1'-biphenyl

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 24h;98%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

2,2'-dihydroxy-3,3'-di-tert-butyl-5,5'-dimethoxy-1,1'-biphenyl
14078-41-2

2,2'-dihydroxy-3,3'-di-tert-butyl-5,5'-dimethoxy-1,1'-biphenyl

6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin)
121627-17-6

6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin)

Conditions
ConditionsYield
Stage #1: 2,2'-dihydroxybiphenyl With pyridine; phosphorus trichloride In tetrahydrofuran for 6h;
Stage #2: 2,2'-dihydroxy-3,3'-di-tert-butyl-5,5'-dimethoxy-1,1'-biphenyl In tetrahydrofuran at 100℃; for 11h; Concentration;
98%
triethylsilane
617-86-7

triethylsilane

2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

2,2'-bis((triethylsilyl)oxy)-1,1'-biphenyl

2,2'-bis((triethylsilyl)oxy)-1,1'-biphenyl

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 16h; Irradiation;98%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2,2'-bis-(2-nitrophenoxy)-biphenyl
65811-04-3

2,2'-bis-(2-nitrophenoxy)-biphenyl

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran for 72h; Heating;97.2%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

dimethyl sulfate
77-78-1

dimethyl sulfate

2,2'-Dimethoxybiphenyl
4877-93-4

2,2'-Dimethoxybiphenyl

Conditions
ConditionsYield
Stage #1: 2,2'-dihydroxybiphenyl With potassium carbonate In acetone at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: dimethyl sulfate In acetone at 20℃; for 12h; Inert atmosphere;
97%
With potassium carbonate at 60℃; for 1.5h; Williamson synthesis;95%
With sodium hydroxide95%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

2,2'-bis(dibenzo[a,c]-1,3,2-dioxaborepin-2-yloxy)biphenyl

2,2'-bis(dibenzo[a,c]-1,3,2-dioxaborepin-2-yloxy)biphenyl

Conditions
ConditionsYield
With dimethylsulfide borane complex In dichloromethane at 20℃;97%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

chlorodicyclohexylphosphane
16523-54-9

chlorodicyclohexylphosphane

(C6H4OP(cyclohexyl)2)2
872217-45-3

(C6H4OP(cyclohexyl)2)2

Conditions
ConditionsYield
With triethylamine In acetonitrile at 60℃;97%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

thallium(I) acetate
563-68-8

thallium(I) acetate

(Tl[μ-O(C6H4)(C6H4)OH])2
159766-95-7

(Tl[μ-O(C6H4)(C6H4)OH])2

Conditions
ConditionsYield
With NH3 In ethanol; water bubbling NH3 through soln. of Tl-salt (in aq. EtOH), addn. of ligand (in EtOH); crystn. (24 h), filtration, washing (EtOH), drying (vac.); may be recrystallized from hot water;97%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

2,2'-bis(dibenzo[a,c]-1,3,2-dioxaborepin-2-yloxy)biphenyl

2,2'-bis(dibenzo[a,c]-1,3,2-dioxaborepin-2-yloxy)biphenyl

Conditions
ConditionsYield
In dichloromethane under N2 atm. BH3*SMe2 was added dropwise at 0°C soln. 2,2'-dihydroxybiphenyl in CH2Cl2, soln. was allowed to warm to room temp. and stirred for 14 h; volatiles were evapd., residue was washed with Et2O, dried in vacuo, andcrystd. from CH2Cl2-hexane (1:1); elem. anal.;97%
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

germanium tetramethoxide

germanium tetramethoxide

Ge(4+)*2C12H8O2(2-)

Ge(4+)*2C12H8O2(2-)

Conditions
ConditionsYield
In toluene Heating;97%

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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