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Contents

   



(Top)
 


1 Uses  





2 Preparation  





3 Safety  





4 References  





5 External links  














2-Phenylphenol






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From Wikipedia, the free encyclopedia
 

(Redirected from 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

    CAS Number

    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

    PubChem CID

    RTECS number
    • DV5775000
    UNII
    UN number 3077

    CompTox Dashboard (EPA)

    • 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

    Chemical formula

    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

    ATC code

    D08AE06 (WHO)
    Hazards
    GHS labelling:[1]

    Pictograms

    GHS07: Exclamation markGHS09: Environmental hazard

    Signal word

    Warning

    Hazard statements

    H315, H319, H335, H400

    Precautionary statements

    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 ?)

    Infobox references

    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

    [edit]

    The primary use of 2-phenylphenol is as an agricultural fungicide. It is generally applied post-harvest. It is a fungicide used for waxing 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 disinfectant, used in households, hospitals, nursing homes, farms, laundries, barber shops, and food processing plants. It can be used on fibers and other materials. It is used to 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

    [edit]

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

    Safety

    [edit]

    LD50 (rats) is 2700 to 3000 mg/kg.[7]

    References

    [edit]
    1. ^ "2-Phenylphenol". pubchem.ncbi.nlm.nih.gov. Retrieved 11 September 2022.
  • ^ O'Neil, M.J., ed. (2001). Merck Index : an encyclopedia of chemicals, drugs, & biologicals (13th ed.). United States: MERCK & CO INC. pp. 7388. ISBN 0911910131.
  • ^ Budavari, Susan (1997). The Merck index an encyclopedia of chemicals, drugs, and biologicals (12th, 2nd printing ed.). Whitehouse Station, NJ: Merck. p. 7458. ISBN 0911910123.
  • ^ Uhr, Hermann; Mielke, Burkhard; Exner, Otto; Payne, Ken R.; Hill, Edward (2013). "Biocides". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. pp. 1–26. doi:10.1002/14356007.a16_563.pub2. ISBN 9783527306732.
  • ^ "Environmental Fate and Exposure Potential". 2-Phenylphenol - Substance Summary. National Center for Biotechnology Information, U.S. National Library of Medicine. Retrieved 2 June 2012.
  • ^ Mehmet Coelhan; Karl-Heinz Bromig; Karl Glas; A. Lynn Roberts (2006). "Determination and Levels of the Biocide ortho-Phenylphenol in Canned Beers from Different Countries". J. Agric. Food Chem. 54 (16): 5731–5735. doi:10.1021/jf060743p. PMID 16881670.
  • ^ a b Helmut Fiege; Heinz-Werner Voges; Toshikazu Hamamoto; Sumio Umemura; Tadao Iwata; Hisaya Miki; Yasuhiro Fujita; Hans-Josef Buysch; Dorothea Garbe; Wilfried Paulus (2007). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 978-3527306732.
  • [edit]
    Retrieved from "https://en.wikipedia.org/w/index.php?title=2-Phenylphenol&oldid=1213408192"

    Categories: 
    Phenols
    Household chemicals
    Fungicides
    Antiseptics
    Fumigants
    Preservatives
    Biphenyls
    Hidden categories: 
    ECHA InfoCard ID from Wikidata
    E number from Wikidata
    Chembox having GHS data
    Articles containing unverified chemical infoboxes
    Chembox image size set
    Articles with short description
    Short description matches Wikidata
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    This page was last edited on 12 March 2024, at 21:37 (UTC).

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