4,4’-Dihydroxybenzophenone

Chembox new
Name = 4,4'-Dihydroxybenzophenone
ImageFile = dihydroxybenzophenone.png OtherNames = Benzophenone, 4,4’dihydroxy-(7Cl,8Cl); 4,4’-dihydroxydiphenyl ketone; Bis(4-hydroxyphenyl) ketone; HBP; HBP (ketone); NSC
Section1 = Chembox Identifiers
CASNo = 611-99-4
Section2 = Chembox Properties
Formula = C₁₃H₁₀O₃
MolarMass = 214.22 g/mol
Appearance = Off white/yellow solid
Solubility = 0.45 g/L
MeltingPt = 213-215 °C
Section3 = Chembox Hazards
ExternalMSDS = [https://fscimage.fishersci.com/msds/81424.htm MSDS by Fisher Scientific]

4,4'-dihydroxybenzophenone is an aromatic ketone (benzophenone) with the formula (HOC₆H₄)₂CO. It can be found as a yellow or off-white powder. 4,4'-dihydroxybenzophenone is stable under normal temperatures and pressures.

ynthesis

Ph(CO₂)Ph → (HOC₆H₄)₂CO

The preparation method of 4,4`dihydroxybenzophenone includes rearranging Ph p-hydroxybenzoate in the presence of catalyst at a molar ratio of 1:(0.1-1) in organic solvent at 70-170C for 3-20 h; separating; and recrystalizing. to obtain 4,4'-dihydroxybenzophenone, wherein Ph p-hydroxybenzoate is prepared. by acetylating p-hydroxybenzoic acid to generate p-acetoxybenzoic acid; chlorinating to generate p-acetoxybenzoyl chloride; and reacting with phenol and deacetylating to obtain Ph p-hydroxybenzoate.

Uses

Benzophenones are used as a starting material for the manufacture of pesticides, drugs, and dyes. the main application of 4,4'-dihydroxybenzophenone is its use as a UV light stabalizer. It is used extensively in cosmetics, plastics, films, adhesives and coatings, optical fiber, and printed circuit boards. 4,4'-dihydroxybenzophenone works by absorbing the Ultraviolet radiation and preventing the formation of free radicals.

References

# Preparation of 4,4'-dihydroxybenzophenone. Shu, Jiayou; Ruan, Qimeng; Shu, Yi; Chen, Ying; Zhu, Mo; Liu, Qijun; Quan, Xiangyang. (Wuhan University, Peop. Rep. China). Faming Zhuanli Shenqing Gongkai Shuomingshu (2005

#Uterotrophic effects of benzophenone derivatives and a p-hydroxybenzoate used in ultraviolet screens "Environmental Research", Volume 98, Issue 1, May 2005, Pages 40-45 Tomoko Koda, Toyoshi Umezu, Ryo Kamata, Kaori Morohoshi, Toshiko Ohta and Masatoshi Morita