2-Phenylphenol

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Biphenylol
)
2-Phenylphenol
Ball-and-stick model of 2-Phenylphenol
Names
Preferred IUPAC name
[1,1′-Biphenyl]-2-ol
Other names
  • 2-Phenylphenol
  • 2-Biphenylol
  • o-Phenylphenol
  • Biphenylol
  • 2-Hydroxybiphenyl
  • Orthophenyl phenol
  • o-Xenol
  • Orthoxenol
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.001.812 Edit this at Wikidata
EC Number
  • 201-993-5
E number E231 (preservatives)
KEGG
RTECS number
  • DV5775000
UNII
UN number 3077
  • InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H checkY
    Key: LLEMOWNGBBNAJR-UHFFFAOYSA-N checkY
  • InChI=1/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H
    Key: LLEMOWNGBBNAJR-UHFFFAOYAF
  • Oc2ccccc2c1ccccc1
Properties
C12H10O
Molar mass 170.211 g·mol−1
Density 1.293 g/cm3
Melting point 55.5 to 57.5 °C (131.9 to 135.5 °F; 328.6 to 330.6 K)
Boiling point 280 to 284 °C (536 to 543 °F; 553 to 557 K)
Pharmacology
D08AE06 (WHO)
Hazards
GHS labelling:[1]
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H315, H319, H335, H400
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

2-Phenylphenol, or o-phenylphenol, is an organic compound. In terms of structure, it is one of the monohydroxylated isomers of biphenyl.[2][3] 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. It is a

citrus fruits. It is no longer a permitted food additive in the European Union, but is still allowed as a post-harvest treatment in 4 EU countries.[4]

It is also used for disinfection of seed boxes. It is a general surface

disinfect
hospital and veterinary equipment. Other uses are in rubber industry and as a laboratory reagent. It is also used in the manufacture of other fungicides, dye stuffs, resins and rubber chemicals.

2-Phenylphenol is found in low concentrations in some household products such as spray disinfectants and aerosol or spray underarm deodorants.

The sodium salt of orthophenyl phenol, sodium orthophenyl phenol, is a preservative, used to treat the surface of citrus fruits.[5]

Orthophenyl phenol is also used as a fungicide in food packaging and may migrate into the contents.[6]

Preparation

It is prepared by condensation of cyclohexanone to give cyclohexenylcyclohexanone. The latter undergoes dehydrogenation to give 2-phenylphenol.[7]

Safety

LD50 (rats) is 2700 to 3000 mg/kg.[7]

References

  1. ^ "2-Phenylphenol". pubchem.ncbi.nlm.nih.gov. Retrieved 11 September 2022.
  2. ISBN 0911910131
    .
  3. ISBN 0911910123
    .
  4. ISBN 978-3527306732
    .
  5. ^ "Environmental Fate and Exposure Potential". 2-Phenylphenol - Substance Summary. National Center for Biotechnology Information, U.S. National Library of Medicine. Retrieved 2 June 2012.
  6. PMID 16881670
    .
  7. ^
    ISBN 978-3527306732
    .

External links
Retrieved from "https://en.wikipedia.org/w/index.php?title=2-Phenylphenol&oldid=1213408192"