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2-Phenylphenol

2-Phenylphenol, or o-phenylphenol, is an organic compound with the formula C6H5−C6H4OH. It is one of three isomers of monohydroxylated biphenyl. It is a white solid. It is a biocide used as a preservative with E number E231 and under the trade names Dowicide, Torsite, Fungal, Preventol, Nipacide and many others.

Uses
The primary use of 2-phenylphenol is as an agricultural fungicide. It is generally applied post-harvest as a fungicide used for waxing citrus fruits. 2-Phenylphenol is a precursor to 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, a commercial fire retardant. ==Preparation==
Preparation
It can be prepared by condensation of cyclohexanone to give cyclohexenylcyclohexanone. The latter undergoes dehydrogenation to give 2-phenylphenol. Another route, it is a significant and recovered by product of the reaction of chlorobenzene with alkali which primarily gives phenol. ==Safety==
Safety
LD50 (rats) is 2700 to 3000 mg/kg. 2-Phenylphenol is no longer a permitted food additive in the European Union but is still allowed as a post-harvest treatment in 4 EU countries. As a fungicide in food packaging orthophenyl phenol may migrate into the contents. ==References==
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