4,4'-Biphenol Property

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)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H252Self-heating in large quantities; may catch fire

H317May cause an allergic skin reaction

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P235Keep cool.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

4,4'-Biphenol Chemical Properties,Usage,Production

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.]