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4,4’-Dihydroxybenzophenone

4,4'-Dihydroxybenzophenone
Other names Benzophenone, 4,4’dihydroxy-(7Cl,8Cl); 4,4’-dihydroxydiphenyl ketone; Bis(4-hydroxyphenyl) ketone; HBP; HBP (ketone); NSC
Identifiers
CAS number [611-99-4]
Properties
Molecular formula C13H10O3
Molar mass 214.22 g/mol
Appearance Off white/yellow solid
Melting point

213-215 °C
Solubility in water 0.45 g/L
Hazards
MSDS MSDS by Fisher Scientific
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

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.

Synthesis

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

  1. 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
  1. 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
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