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4,4'-biphenyldiol

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EntityQ2168450· pop 11· linked from 5 articles

4,4'-biphenyldiol

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Also known as 4,4'-dioxydiphenyl, DOD, 4,4'-biphenol, p,p'-biphenol, p,p'-dihydroxybiphenyl

4,4′-Biphenol is an organic compound with the formula / It is one of three symmetrical isomers of biphenol. It is a colourless crystalline solid with a high melting point. It is primarily used in the production of polymers, particularly liquid crystals where it imparts high thermal stability, and PPSU-type polysulfone (also called polyphenylenesulfone, or Radel R).

Chemical data

Formula
C12H10O2
Molecular weight
186.21 g/mol
IUPAC name
4-(4-hydroxyphenyl)phenol

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
186.068
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chemical formula
C₁₂H₁₀O₂
canonical SMILES
C1=CC(=CC=C1C2=CC=C(C=C2)O)O
melting point
282.0
Commons category
Biphenol
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Encyclopedic overview

4 sections
Contents
  • Synthesis
  • Safety
  • See also
  • References

4,4′-Biphenol is an organic compound with the formula / It is one of three symmetrical isomers of biphenol. It is a colourless crystalline solid with a high melting point. It is primarily used in the production of polymers, particularly liquid crystals where it imparts high thermal stability, and PPSU-type polysulfone (also called polyphenylenesulfone, or Radel R).

==Synthesis== The industrial synthesis of 4,4′-biphenol was developed by Allan Hay in the 1960s. As the direct oxidative coupling of phenol gives a mixture of isomers, 4,4′-biphenol is instead prepared from 2,6-di-tert-butylphenol, where para-coupling is the only possibility. A reaction with oxygen produces phenol-radicals which undergo rapid dimerisation, ultimately forming a diphenoquinone. thumb|Synthesis of 4.4'-biphenol from 2,6-di-tert-butylphenol. Isobutylene is eliminated in the final stage.|center

Excerpted from Wikipedia’s “4,4'-biphenyldiol” article, available under the CC BY-SA 4.0 licence.

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