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HomeProduct name list4,4'-Biphenol

4,4'-Biphenol

Synonym(s):4,4′-Biphenol;4,4′-Biphenyldiol;4,4′-Diphenol

  • CAS NO.:92-88-6
  • Empirical Formula: C12H10O2
  • Molecular Weight: 186.21
  • MDL number: MFCD00002348
  • EINECS: 202-200-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:15:30
4,4'-Biphenol Structural

What is 4,4'-Biphenol?

Chemical properties

Powder

The Uses of 4,4'-Biphenol

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.

The Uses of 4,4'-Biphenol

Intermediates of Liquid Crystals

The Uses of 4,4'-Biphenol

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

Definition

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

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.

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.]

Properties of 4,4'-Biphenol

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
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)

Safety information for 4,4'-Biphenol

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H252:Self-heating substances and mixtures
H317:Sensitisation, Skin
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P235:Keep cool.
P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P272:Contaminated work clothing should not be allowed out of the workplace.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.

Computed Descriptors for 4,4'-Biphenol

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