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1965-09-9

Basic Information
CAS No.: 1965-09-9
Name: Phenol, 4,4'-oxybis-
Molecular Structure:
Molecular Structure of 1965-09-9 (Phenol, 4,4'-oxybis-)
Formula: C12H10O3
Molecular Weight: 202.21
Synonyms: Phenol,4,4'-oxydi- (6CI,7CI,8CI);Phenol, p,p'-oxybis- (3CI);Phenol, p,p'-oxydi-(4CI);4,4'-Dihydroxydiphenyl ether;4,4'-Dihydroxydiphenyl oxide;4,4'-Oxybiphenol;4,4'-Oxybis[phenol];4,4'-Oxydiphenol;4-(4-Hydroxyphenoxy)phenol;Bis(4-hydroxyphenyl) ether;Bis(p-hydroxyphenyl)ether;Quinol ether;Specianol DPE-H;p-(p-Hydroxyphenoxy)phenol;p-Hydroxyphenyl ether;
EINECS: 217-809-1
Density: 1.289 g/cm3
Melting Point: 163-168 °C
Boiling Point: 379.24 °C at 760 mmHg
Flash Point: 183.158 °C
Solubility:
Appearance: off-white amorphous powder
Hazard Symbols:
Risk Codes:
Safety: 24/25
Transport Information:
PSA: 49.69000
LogP: 2.89010
Synthetic route
2050-47-7

4,4'-dibromodiphenyl ether

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Stage #1: 4,4'-dibromodiphenyl ether With N,N′-bis(2,4,6-trimethylphenyl)oxalamide; acetophenone; sodium hydroxide In dimethyl sulfoxide at 130℃; for 7h;
Stage #2: With carbon dioxide; pyrographite at 80℃; for 3h; pH=9; Reagent/catalyst; pH-value;
87%
With sodium hydroxide; copper at 210℃;
With water; sodium hydroxide Large scale;
101-80-4

4,4'-oxydiphenylene diamine

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Stage #1: 4,4'-oxydiphenylene diamine With sulfuric acid; sodium nitrite at 0℃;
Stage #2: With sulfuric acid In nitrobenzene at 130℃; for 0.666667h; Temperature; Solvent;
81.2%
With uranyl nitrate hydrate; water; trifluoroacetic acid In acetonitrile for 48h; Irradiation; Inert atmosphere;44%
Diazotization;
Diazotization;
77-95-2

D-(-)-quinic acid

A

1965-09-9

4,4'-dihydroxydiphenyl ether

B

123-31-9

hydroquinone

Conditions
ConditionsYield
With Amberlyst-15; air In toluene at 100℃; for 24h; Reagent/catalyst; Solvent; Temperature; Time;A 7%
B 71%
Multi-step reaction with 2 steps
1: Amberlyst-15 / acetonitrile / 24 h / 50 °C
2: Amberlyst-15 / toluene / 17 h / 100 °C
View Scheme
665-27-0

1,5-quinide

A

1965-09-9

4,4'-dihydroxydiphenyl ether

B

123-31-9

hydroquinone

Conditions
ConditionsYield
With Amberlyst-15 In toluene at 100℃; for 17h;A n/a
B 52%
123-31-9

hydroquinone

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
With Amberlyst-15 In toluene at 100℃; for 144h;48%
With Dowex (50x8x400) at 120℃; for 0.416667h; Microwave irradiation;41%
With 3-methylbutyric acid; zinc(II) chloride
23446-80-2

(4,4'-diacetoxydiphenyl) ether

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 2h;25%
2444-89-5

4,4'-dichlorodiphenyl ether

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
With sodium hydroxide; copper at 210℃;
1655-74-9

bis(4-methoxyphenyl) ether

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
With hydrogen bromide; acetic anhydride
With hydrogen bromide; acetic acid at 140℃;
With aluminium trichloride; xylene
With hydrogen bromide at 160℃; for 16h;
95-57-8

2-monochlorophenol

A

106-44-5

p-cresol

B

1965-09-9

4,4'-dihydroxydiphenyl ether

C

95-48-7

ortho-cresol

D

108-95-2

phenol

Conditions
ConditionsYield
With potassium hydroxide In water at 440℃; under 195016 Torr; Product distribution; Further Variations:; Reagents;
91378-31-3

4-(4-hydroxyphenoxy)benzaldehyde

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid Baeyer-Villiger oxidation;
459-57-4

4-fluorobenzaldehyde

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / N,N-dimethyl-acetamide / Heating
2: mCPBA
View Scheme
123-31-9

hydroquinone

cinchomeronic acid anhydride

cinchomeronic acid anhydride

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / N,N-dimethyl-acetamide / Heating
2: mCPBA
View Scheme
104-92-7

1-bromo-4-methoxy-benzene

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper; hydrogen / 200 °C
2: AlCl3; xylene
View Scheme
Multi-step reaction with 2 steps
1: copper; copper (II)-acetate / 190 - 200 °C
2: aqueous HBr; acetic acid / 140 °C
View Scheme
1122-93-6

potassium p-methoxyphenolate

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper; hydrogen / 200 °C
2: AlCl3; xylene
View Scheme
Multi-step reaction with 2 steps
1: copper; copper (II)-acetate / 190 - 200 °C
2: aqueous HBr; acetic acid / 140 °C
View Scheme
696-62-8

para-iodoanisole

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper
2: aqueous HBr; acetic acid anhydride
View Scheme
28896-49-3

bis(4-iodophenyl) ether

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
With sodium hydroxide; copper; copper(I) chloride In water33.5 g (83%)
77-95-2

D-(-)-quinic acid

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Amberlyst-15; air / toluene / 24 h / 100 °C
2: Amberlyst-15 / toluene / 144 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hypochlorite solution; sulfuric acid / water / 3 h / 20 °C
2: Amberlyst 15 / toluene / 1.5 h / 100 °C
3: Amberlyst-15 / toluene / 144 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hypochlorite solution; sulfuric acid / water / 3 h / 20 °C
2: Amberlyst-15 / 1,4-dioxane / 0.08 h / 100 °C
3: Amberlyst-15 / toluene / 144 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: Amberlyst-15 / acetonitrile / 24 h / 50 °C
2: Amberlyst-15 / toluene / 17 h / 100 °C
3: Amberlyst-15 / toluene / 144 h / 100 °C
View Scheme
95639-53-5

3(R),5(R)-trihydroxycyclohexanone

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Amberlyst 15 / toluene / 1.5 h / 100 °C
2: Amberlyst-15 / toluene / 144 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: Amberlyst-15 / 1,4-dioxane / 0.08 h / 100 °C
2: Amberlyst-15 / toluene / 144 h / 100 °C
View Scheme
106-48-9

4-chloro-phenol

A

1965-09-9

4,4'-dihydroxydiphenyl ether

B

2474-72-8

hydroxyquinone

C

123-31-9

hydroquinone

D

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With xH2O*Mg0.1Zn6(Si7.9Al0.1)O20(OH)4 at 25℃; Quantum yield; Kinetics; Reagent/catalyst; Irradiation;
2615-11-4

4,4'-oxydiacetophenone

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C
2: sodium hydroxide / methanol; water / 2 h
View Scheme
101-84-8

diphenylether

1965-09-9

4,4'-dihydroxydiphenyl ether

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminum (III) chloride / dichloromethane / 24 h / 0 °C
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C
3: sodium hydroxide / methanol; water / 2 h
View Scheme
1965-09-9

4,4'-dihydroxydiphenyl ether

110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;99.9%
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 6h; Autoclave;91.5%
With carbon nanotubes-supported ruthenium; hydrogen In dodecane; water at 220℃; under 37503.8 Torr; for 3h; Autoclave;64 %Chromat.
With hydrogen at 130℃; under 15001.5 Torr; for 6h; Ionic liquid; Autoclave; Schlenk technique;99.4 %Chromat.
1965-09-9

4,4'-dihydroxydiphenyl ether

bispropargyl ether of 4,4'-oxydiphenol

Conditions
ConditionsYield
97%
1965-09-9

4,4'-dihydroxydiphenyl ether

18162-48-6

tert-butyldimethylsilyl chloride

(4,4'-oxybis(4,1-phenylene)bis(oxy))bis(tert-butyldimethylsilane)

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃;96%
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide for 3h;93%
1965-09-9

4,4'-dihydroxydiphenyl ether

23446-80-2

(4,4'-diacetoxydiphenyl) ether

Conditions
ConditionsYield
With acetic anhydride; sulfuric acid at 20℃; for 2h;95.4%
1965-09-9

4,4'-dihydroxydiphenyl ether

C12H8O3(2-)*2Na(1+)

Conditions
ConditionsYield
With sodium hydroxide In butanone at 100℃; for 3h;95%
358-23-6

trifluoromethylsulfonic anhydride

1965-09-9

4,4'-dihydroxydiphenyl ether

4,4′-bis(trifluorosulfonyloxy)diphenyl ether

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 48h; Inert atmosphere;93%
Stage #1: 4,4'-dihydroxydiphenyl ether With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0℃; Inert atmosphere;
82%
1965-09-9

4,4'-dihydroxydiphenyl ether

403-42-9

1-(4-fluorophenyl)ethanone

24190-46-3

bis[p-(p-acetylphenoxy)phenyl]ether

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide Heating;89%
1965-09-9

4,4'-dihydroxydiphenyl ether

7379-35-3

4-chlorpyridine hydrochloride

4,4'-[oxybis(4,1-phenyleneoxy)]dipyridine

Conditions
ConditionsYield
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 140℃; for 72h; Inert atmosphere;89%
50-00-0

formaldehyd

1965-09-9

4,4'-dihydroxydiphenyl ether

124-40-3

dimethyl amine

912474-70-5

2,5,2',5'-tetra(dimethylaminemethylene)-4,4'-dihydroxydiphenylether

Conditions
ConditionsYield
In ethanol; water for 3h; Mannich reaction; Heating;88%
4548-45-2

2-chloro-5-nitropyridine

1965-09-9

4,4'-dihydroxydiphenyl ether

4,4'-bis(5-nitro-2-pyridinoxy)diphenyl ether

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 70℃; for 0.108333h; Inert atmosphere;88%
1965-09-9

4,4'-dihydroxydiphenyl ether

106-96-7

propargyl bromide

bispropargyl ether of 4,4'-oxydiphenol

Conditions
ConditionsYield
With potassium hydroxide In acetone for 16h; Heating;86%
1965-09-9

4,4'-dihydroxydiphenyl ether

2251-50-5

pentafluorobenzoylchloride

870162-42-8

4,4'-bis(2,3,4,5,6-pentafluorobenzoyloxy)diphenyl ether

Conditions
ConditionsYield
With triethylamine In dichloromethane at 10 - 20℃;86%
1965-09-9

4,4'-dihydroxydiphenyl ether

85-56-3

2-(4-chlorobenzoyl)benzoic acid

C40H26O9

Conditions
ConditionsYield
Stage #1: 4,4'-dihydroxydiphenyl ether; 2-(4-chlorobenzoyl)benzoic acid With potassium carbonate In N,N-dimethyl acetamide; toluene Heating;
Stage #2: With potassium carbonate In N,N-dimethyl acetamide at 170℃; for 12h;
85%
629-04-9

1-Bromoheptane

1965-09-9

4,4'-dihydroxydiphenyl ether

4,4’-oxybis((heptyloxy)benzene)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;83.6%
1965-09-9

4,4'-dihydroxydiphenyl ether

112-82-3

hexadecanyl bromide

4-(4-(hexadecyloxy)phenoxy)phenol

Conditions
ConditionsYield
With potassium carbonate In ethanol at 90℃; for 24h;82.9%
1965-09-9

4,4'-dihydroxydiphenyl ether

143-15-7

1-dodecylbromide

C24H34O3

Conditions
ConditionsYield
With potassium carbonate In ethanol at 90℃; for 24h;81.5%
110-91-8

morpholine

50-00-0

formaldehyd

1965-09-9

4,4'-dihydroxydiphenyl ether

946513-72-0

3,3'-di(morpholin-4-ylmethyl)-4,4'-dihydroxy diphenyl ether

Conditions
ConditionsYield
Stage #1: morpholine; 4,4'-dihydroxydiphenyl ether In toluene at 25℃; for 0.5h;
Stage #2: formaldehyd In toluene at 80℃; for 9h;
Stage #3: morpholine; formaldehyd In toluene at 80℃; for 8.16667h;
81.2%
1965-09-9

4,4'-dihydroxydiphenyl ether

145013-05-4

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

A

1073524-89-6

1,3-di(tert-butoxycarbonyl)-2-[4-(4-hydroxyphenoxy)phenyl]isourea

B

1073524-85-2

4,4'-bis[N,N'-di(tert-butoxycarbonyl)isoureido]diphenyl ether

Conditions
ConditionsYield
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 16h;A 77%
B 5%
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 21h;A 4%
B 67%
1965-09-9

4,4'-dihydroxydiphenyl ether

459-57-4

4-fluorobenzaldehyde

133387-15-2

C26H18O5

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide Heating;76%
50-00-0

formaldehyd

1965-09-9

4,4'-dihydroxydiphenyl ether

62-53-3

aniline

591766-84-6

C28H24N2O3

Conditions
ConditionsYield
With water In toluene at 80℃; for 5h;75%
1965-09-9

4,4'-dihydroxydiphenyl ether

4,4'-oxybis(4,1-phenylene) disulfofluoridate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; for 12h;75%
125274-23-9

(E)-3-[4-[6-(2-methylprop-2-enoyloxy)hexoxy]phenyl]prop-2-enoic acid

1965-09-9

4,4'-dihydroxydiphenyl ether

CLM_005

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h;70%
1965-09-9

4,4'-dihydroxydiphenyl ether

1619-34-7

3-quinuclidinol

A

4-[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenoxy]phenol

B

4,4'-di(1-aza-bicyclo[2.2.2]oct-3-yloxy)-diphenyl ether

Conditions
ConditionsYield
A 68%
B n/a
A n/a
B 7%
109-04-6

2-bromo-pyridine

1965-09-9

4,4'-dihydroxydiphenyl ether

2,2'-[oxybis(4,1-phenyleneoxy)]dipyridine

Conditions
ConditionsYield
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;65%
1965-09-9

4,4'-dihydroxydiphenyl ether

106-89-8

epichlorohydrin

19389-73-2

4,4'-dihydroxydiphenyl ether diglycidyl ether

Conditions
ConditionsYield
Stage #1: 4,4'-dihydroxydiphenyl ether With sodium hydride In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere;
Stage #2: epichlorohydrin In N,N-dimethyl-formamide at 20℃; for 21h; Inert atmosphere;
Stage #3: With water In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
64%
1965-09-9

4,4'-dihydroxydiphenyl ether

627-18-9

1-bromo-3-propanol

1059628-28-2

4,4'-(3-hydroxypropan-1-oxy)diphenyl ether

Conditions
ConditionsYield
Stage #1: 4,4'-dihydroxydiphenyl ether With potassium carbonate In acetone at 50℃;
Stage #2: 1-bromo-3-propanol In acetone Reflux;
57%
1965-09-9

4,4'-dihydroxydiphenyl ether

36530-06-0

subphthalocyanine

1227471-68-2

(B(N6C24H12))2O2C6H4OC6H4

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 180.5℃; for 39h; Inert atmosphere;55%
In 1,2-dichloro-benzene (Ar) chloro boron subphthalocyanine and bisphenol in 1,2-dichlorobenzenewere heated at reflux (180.5°C) for 39 h; react. mixt. was cooled, solvent was totary evapd., purification by flash chromy. on silica (CH2Cl2 and THF);55%
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    4,4'-Oxydiphenol cas 1965-09-9

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  • Casno:

    1965-09-9

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    4,4'-Oxydiphenol CAS NO.:1965-09-9 ProName 4,4'-Oxydiphenol CAS 1965

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  • Casno:

    1965-09-9

    4,4'-Dihydroxydiphenyl Ether

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  • Casno:

    1965-09-9

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  • Casno:

    1965-09-9

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  • Casno:

    1965-09-9

    4,4'-Oxydiphenol

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  • 4,4'-Oxydiphenol CAS NO.: 1965-09-9

  • Casno:

    1965-09-9

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  • Casno:

    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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  • 4,4'-Oxydiphenol

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    1965-09-9

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    1965-09-9

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    1965-09-9

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  • 1965-09-9 4,4'-Oxydiphenol

  • Casno:

    1965-09-9

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  • 4,4'-Oxydiphenol

  • Casno:

    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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    1965-09-9

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  • 4,4'-Dihydroxydiphenyl Ether manufacturer

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    1965-09-9

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Chemistry

IUPAC Name: 4-(4-Hydroxyphenoxy)phenol
Synonyms: Bis(4-hydroxyphenyl) ether ; 4',4-Oxidiphenol ; 4',4-Oxydiphenol ; 4',4-Dihydroxydiphenyl ether ; 4,4'-Dihydroxydiphenyl ether ; 4',4-Dihydroxyphenyl ether ; 4-Hydroxyphenyl ether
Product Categories: Aromatic Ethers;Biphenyl & Diphenyl ether;Color Former & Related Compounds;Developer;Diphenyl Ethers (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Molecular Structure:
Molecular Formula : C12H10O3
Molecular Weight: 202.21
CAS NO: 1965-09-9
EINECS : 217-809-1
Mol File: 1965-09-9.mol
Index of Refraction: 1.639
Surface Tension: 55.6 dyne/cm
Density: 1.288 g/cm3
Flash Point: 183.2 °C
Enthalpy of Vaporization: 65.18 kJ/mol
Boiling Point: 379.2 °C at 760 mmHg
Vapour Pressure: 2.72E-06 mmHg at 25°C
Melting point: 163-168 ºC
Appearance: 4',4-Oxydiphenol (CAS NO. 1965-09-9) is off-white amorphous powder.

Uses

 4',4-Oxydiphenol (CAS NO. 1965-09-9) is used as pharmaceutical intermediates and additives of liquid crystal .

Toxicity Data With Reference

1.    

ipr-mus LD50:150 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Statements 24/25
S24/25:Avoid contact with skin and eyes.
RTECS SM6040000

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: Use agent most appropriate to extinguish fire. 
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store 4',4-Oxydiphenol (CAS NO. 1965-09-9) in a cool, dry place. Keep container closed when not in use.