4,4'-Bis(hydroxymethyl)biphenyl Chemical Properties

Melting point:

191-192°C

Boiling point:

416.3±40.0 °C(Predicted)

Density 

1.174±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

almost transparency in hot EtOH

form 

powder to crystal

pka

14.01±0.10(Predicted)

color 

White to Light yellow

CAS DataBase Reference

1667-12-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

HS Code 

2906.29.6000

4,4'-Bis(hydroxymethyl)biphenyl Usage And Synthesis

Chemical Properties

White crystalline powder

Synthesis

a) Preparation of 4,4'-bis(hydroxy-methyl)biphenyl. In a 2-liter flask equipped with a mechanical stirrer, condenser, addition funnel and heating bath, 789 mg (20.8 mmol) of LiAlH4 was dissolved in 150 ml of anhydrous THF (tetrahydrofuran). A solution of 7.5 g (27.7 mmol) of 4,4'-bis(methoxycarbonyl)biphenyl dissolved in 500 ml of anhydrous THF was heated to 50 °C under an inert atmosphere and added dropwise to the above mixture over 1 hour. After the dropwise addition, stirring was continued at 50 °C for 30 minutes. Subsequently, the reaction mixture was cooled to room temperature and 15 ml of THF/H2O (80:20) mixture was carefully added to quench the excess LiAlH4. The reaction mixture was filtered through a Septum G2 filter and the precipitate was washed with ethanol (3 x 100 ml). The filtrate and washings were combined and evaporated to dryness under vacuum in a heating bath at 40 °C. The residue was redissolved in 100 ml of hot acetone (50 °C), filtered to remove insoluble matter, dried with anhydrous Na2SO4 and evaporated again to dryness. Finally 5.74 g of 4,4'-bis(hydroxymethyl)biphenyl was obtained in 96.6% molar yield.

References

[1] Patent: EP469682, 1992, A1
[2] Russian Journal of Organic Chemistry, 2008, vol. 44, # 8, p. 1172 - 1179
[3] Chemical Physics Letters, 2008, vol. 460, # 4-6, p. 474 - 477

4,4'-Bis(hydroxymethyl)biphenyl(1667-12-5)Related Product Information

• Bifendate
• Methanol
• 2,3,3',4,4',5-HEXACHLOROBIPHENYL
• Dibenzyl phosphate
• 3,3',4,4'-Biphenyltetracarboxylic dianhydride
• 4-Bromobiphenyl
• Diacetone Alcohol
• Diethylene glycol
• 2-(2-Aminoethoxy)ethanol
• 2,2-Bis(hydroxymethyl)propionic acid
• Benzyl alcohol
• 4-Hydroxybenzyl alcohol
• 4-Nitrobenzyl alcohol
• Biphenyl
• 4-Phenylphenol
• Bifonazole
• 4'-Methyl-2-cyanobiphenyl
• 4,4'-Dimethylbiphenyl