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4,4'-Biphenol

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4,4'-Biphenol Basic information

Product Name:
4,4'-Biphenol
Synonyms:
  • (1,1’-Biphenyl)-4,4’-diol
  • BIPHENOL
  • BIPHENYL-4,4'-DIOL
  • 4,4'-BIPHENOL
  • 4,4'-BIPHENYLDIOL
  • 1-(9,10-dihydroanthracen-1-yl)-9,10-dihydroanthracene
  • BIPHENOL S
  • Biphenyl-4,4'-diol 4,4'-Dihydroxybiphenyl 4,4'-Dihydroxydiphenyl 4,4'-Diphenol
CAS:
92-88-6
MF:
C12H10O2
MW:
186.21
EINECS:
202-200-5
Product Categories:
  • Industrial/Fine Chemicals
  • Biphenyl derivatives
  • Biphenyl & Diphenyl ether
  • Phenoles and thiophenoles
  • Biphenyls (for High-Performance Polymer Research)
  • Color Former & Related Compounds
  • Developer
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • bc0001
Mol File:
92-88-6.mol
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4,4'-Biphenol Chemical Properties

Melting point:
280-282 °C(lit.)
Boiling point:
280.69°C (rough estimate)
Density 
1.22
vapor pressure 
0Pa at 25℃
refractive index 
1.6010 (estimate)
storage temp. 
Sealed in dry,Room Temperature
pka
9.74±0.26(Predicted)
form 
Powder
color 
Off-white to light beige or light gray
Water Solubility 
sparingly soluble
BRN 
1908886
LogP
2.7 at 20℃
CAS DataBase Reference
92-88-6(CAS DataBase Reference)
NIST Chemistry Reference
p,p'-Biphenol(92-88-6)
EPA Substance Registry System
4,4'-Biphenyldiol (92-88-6)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
21-36/37/38-37/38/68-36
Safety Statements 
26-36-24/25-36/37
RIDADR 
3077
WGK Germany 
2
RTECS 
DV4725000
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29061900
Toxicity
LD50 orl-rat: 9850 mg/kg TXAPA9 28,313,74

MSDS

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4,4'-Biphenol Usage And Synthesis

Chemical Properties

Powder

Uses

4,4'-biphenol be used intermediate liquid crystal polymers raw materials. Synthetic polymers, due to its excellent heat resistance, it is used as polyester, urethane modified monomer, polycarbonate, polysulfone, and epoxy resin, for the manufacture of an excellent engineering plastics and composite materials. Antioxidant antioxidants for rubber and plastics. Dye intermediates or petroleum products stabilizer.

Uses

Biphenol is an intermediate used in the manufacture of thermoplastics such as liquid crystalline polymers (LCP), polyesters, polycarbonates and polysulfones.

Uses

Intermediates of Liquid Crystals

Production Methods

4,4'-Biphenol can be synthesized in excellent yields by debutylation of 3,3',5,5'-tetra-tert-butyl-4,4'-dihydroxybiphenyl. Other production processes are the alkaline fusion of 4,4'-biphenyldisulfonic acid, the boil down of benzidinebisdiazonium salts, and the decarboxylation of 4,4'-dihydroxybiphenyl-2-carboxylic acid. Symmetrically alkylated 4,4'-dihydroxybiphenyls such as 4,4'-dihydroxy-2,2',3,3',5,5',6,6'-hexamethylbiphenyl are preferably obtained by the oxidative coupling of the corresponding substituted monophenols. Here, diphenoquinones are generally formed in the first step which must be reduced. Phenol itself always gives isomeric mixtures of dihydroxybiphenyls on coupling with various oxidants. These mixtures are also formed by alkaline fusion of 4,4'-dihydroxybiphenylsulfone.

Definition

ChEBI: A member of the class of hydroxybiphenyls that is biphenyl with hydroxy groups at positions 4 and 4'.

Flammability and Explosibility

Not classified

Safety Profile

Poison by intraperitoneal route.Moderately toxic by skin contact. Mildly toxic byingestion. Human mutation data reported. When heated todecomposition it emits acrid smoke and irritating fumes.

Purification Methods

Recrystallise the biphenol from aqueous EtOH preferably under N2 to avoid oxidation to the extended qiunone. It is characterized as the dimethyl derivative (4,4’-dimethoxybiphenyl) from which it is prepared by demethylation. The dimethoxy derivative has m 176.5-177o (from AcOH, EtOH, hexane or *C6H6) and sublimes in vacuo. [Williamson & Rodebush J Am Chem Soc 63 3019 1941, Beilstein 6 I 485, 6 II 962, 6 III 6389, 6 IV 6651.]

4,4'-Biphenol Preparation Products And Raw materials

Preparation Products

4,4'-BiphenolSupplier

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