4-Hydroxybiphenyl

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  • Identifiers

    CAS number
    92-69-3

    Molecular formula
    C12H10O

    SMILES
    C1=CC=C(C=C1)C2=CC=C(C=C2)O

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 75.9%
    Medicinal 55.39%
    Animal 43.81%
    Spicy 37.26%
    Leathery 36.6%
    Floral 35.1%
    Smoky 32.77%
    Rose 32.42%
    Metallic 31.7%
    Geranium 31.6%

     

    Flavor
    Phenolic 63.66%
    Medicinal 42.76%
    Geranium 41.55%
    Plastic 35.32%
    Phenol 33.25%
    Green 31.78%
    Fecal 29.85%
    Rubber 28.16%
    Chemical 27.73%
    Naphthyl 27.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    9.62 (weak base)

    Molecular weight
    170.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 164-165 °C

    Boiling point

    • 305-308 °C

    Flash point

    • 152.32 ˚C est.
    • 165.5 °C
    • 330 °F

    Solubility expt.

    • SLIGHTLY SOL IN PETROLEUM ETHER; VERY SOL IN ALCOHOL, ETHER, CHLOROFORM & PYRIMIDINE
    • SOL IN ALCOHOL, ALSO IN ALKALIES & MOST ORGANIC SOLVENTS; INSOLUBLE IN WATER
    • Soluble in oxygenated solvents.
    • Water solubility = 56.2 mg/l

  • Synonyms

    • 4-Phenylphenol
    • 92-69-3
    • [1,1'-Biphenyl]-4-ol
    • 4-HYDROXYBIPHENYL
    • Biphenyl-4-ol
    • p-Phenylphenol
    • 4-Biphenylol
    • p-Hydroxybiphenyl
    • p-Hydroxydiphenyl
    • 4-Hydroxydiphenyl
    • Paraxenol
    • p-Biphenylol
    • 4-Diphenylol
    • para-Phenylphenol
    • para-Hydroxydiphenyl
    • Tetrasin P 300
    • Tetrosin P 300
    • Biphenyl, 4-hydroxy-
    • (1,1'-Biphenyl)-4-ol
    • DTXSID7021152
    • 50LH4BZ6MD
    • DAICARRIER DK-CN
    • NSC-1858
    • DTXCID601152
    • CHEBI:34422
    • MK-1100
    • RefChem:524013
    • 202-179-2
    • Phenol p-phenyl
    • 1-Hydroxy-4-phenylbenzene
    • 4-phenyl phenol
    • MFCD00002347
    • NSC 1858
    • 1322-20-9
    • [1,1/'-biphenyl]ol
    • 4-HYDROXY-BIPHENYL
    • 4-Hydroxy-1,1'-biphenyl
    • CHEMBL73380
    • 4-Phenylphenol-13C6
    • CAS-92-69-3
    • CCRIS 1836
    • HSDB 5277
    • EINECS 202-179-2
    • UNII-50LH4BZ6MD
    • UNII-9P55LV4O0G
    • AI3-00080
    • 4-phenyl-phenol
    • p-Xenol
    • Phenol, p-phenyl
    • 4'-hydroxybiphenyl
    • 4-hydroxy biphenyl
    • EINECS 215-333-9
    • 446276-69-3
    • 4-Phenylphenol, 97%
    • ChemDiv2_000198
    • WLN: QR DR
    • EC 202-179-2
    • P-PHENYLPHENOL [MI]
    • SCHEMBL38273
    • SCHEMBL49762
    • SCHEMBL57499
    • 4-BIPHENYLOL [HSDB]
    • BIDD:ER0225
    • [1,1''-biphenyl]-4-ol
    • 9P55LV4O0G
    • orb3022798
    • SCHEMBL1411316
    • SCHEMBL1502203
    • SCHEMBL3141490
    • SCHEMBL7058842
    • SCHEMBL8585408
    • SCHEMBL23467152
    • MSK2527
    • NSC1858
    • HMS1369I22
    • 4-Phenylphenol, analytical standard
    • BB_SC-00237
    • Tox21_202220
    • Tox21_302734
    • BBL009748
    • BDBM50149238
    • EBC-02070
    • SBB060890
    • STK087079
    • AKOS001582119
    • DS-9793
    • FP62585
    • NCGC00249191-01
    • NCGC00249191-02
    • NCGC00256447-01
    • NCGC00259769-01
    • AC-10045
    • DB-006896
    • CS-0008440
    • NS00007310
    • P0201
    • ST50406597
    • 4-Phenylphenol, purified by sublimation, 99%
    • EN300-19707
    • D70652
    • AB01331816-02
    • F094138
    • SR-01000395951
    • SR-01000395951-1
    • Q27116056
    • F0138-0794
    • Z104474848
    • InChI=1/C12H10O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13
    • 92-69-3

  • Applications

    4-Hydroxybiphenyl (CAS 92-69-3) is typically used as a chemical intermediate in organic synthesis, notably for preparing dyes and pigments via diazotization and coupling to yield aryl dyes; it also serves as a building block in specialty polymers and resins, where the phenolic hydroxyl enables further functionalization for polyesters, epoxies, or phenolic resins. It is commonly evaluated as a precursor in fragrance and flavor chemistry and in materials research, including liquid-crystal and organic electronic applications, where the biphenyl scaffold supports alignment and functionalization. In research and development, it functions as a model compound for studying biphenyl-based materials and can be a starting point for synthesizing antioxidants and stabilizers used in polymer formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 546.96
    methanol 560.86
    isopropanol 277.88
    water 0.22
    ethyl acetate 1602.1
    n-propanol 485.39
    acetone 1288.6
    n-butanol 277.88
    acetonitrile 1012.92
    DMF 823.87
    toluene 187.46
    isobutanol 196.0
    1,4-dioxane 1401.4
    methyl acetate 1175.56
    THF 1420.51
    2-butanone 1365.11
    n-pentanol 196.71
    sec-butanol 277.41
    n-hexane 5.97
    ethylene glycol 136.84
    NMP 482.53
    cyclohexane 5.23
    DMSO 1804.73
    n-butyl acetate 491.71
    n-octanol 64.21
    chloroform 305.49
    n-propyl acetate 576.89
    acetic acid 411.65
    dichloromethane 367.42
    cyclohexanone 653.32
    propylene glycol 206.83
    isopropyl acetate 575.19
    DMAc 715.88
    2-ethoxyethanol 565.46
    isopentanol 205.17
    n-heptane 7.78
    ethyl formate 412.14
    1,2-dichloroethane 657.07
    n-hexanol 168.81
    2-methoxyethanol 946.98
    isobutyl acetate 253.73
    tetrachloromethane 38.98
    n-pentyl acetate 178.09
    transcutol 3304.6
    n-heptanol 68.49
    ethylbenzene 110.65
    MIBK 354.04
    2-propoxyethanol 520.61
    tert-butanol 320.29
    MTBE 517.85
    2-butoxyethanol 229.53
    propionic acid 520.37
    o-xylene 99.08
    formic acid 157.99
    diethyl ether 1008.9
    m-xylene 99.97
    p-xylene 90.4
    chlorobenzene 177.22
    dimethyl carbonate 431.37
    n-octane 2.76
    formamide 813.0
    cyclopentanone 1104.92
    2-pentanone 880.63
    anisole 498.22
    cyclopentyl methyl ether 464.06
    gamma-butyrolactone 1389.97
    1-methoxy-2-propanol 595.6
    pyridine 892.05
    3-pentanone 720.59
    furfural 729.95
    n-dodecane 3.06
    diethylene glycol 368.49
    diisopropyl ether 167.48
    tert-amyl alcohol 290.2
    acetylacetone 915.74
    n-hexadecane 3.77
    acetophenone 326.58
    methyl propionate 1178.57
    isopentyl acetate 373.29
    trichloroethylene 1005.86
    n-nonanol 61.63
    cyclohexanol 137.01
    benzyl alcohol 217.44
    2-ethylhexanol 114.91
    isooctanol 62.63
    dipropyl ether 302.19
    1,2-dichlorobenzene 150.71
    ethyl lactate 165.06
    propylene carbonate 488.46
    n-methylformamide 811.74
    2-pentanol 178.29
    n-pentane 4.02
    1-propoxy-2-propanol 350.71
    1-methoxy-2-propyl acetate 557.93
    2-(2-methoxypropoxy) propanol 321.55
    mesitylene 56.84
    ε-caprolactone 663.38
    p-cymene 49.9
    epichlorohydrin 1720.55
    1,1,1-trichloroethane 312.74
    2-aminoethanol 308.95
    morpholine-4-carbaldehyde 731.55
    sulfolane 1222.93
    2,2,4-trimethylpentane 7.97
    2-methyltetrahydrofuran 895.59
    n-hexyl acetate 252.14
    isooctane 7.05
    2-(2-butoxyethoxy)ethanol 504.23
    sec-butyl acetate 353.33
    tert-butyl acetate 531.81
    decalin 11.91
    glycerin 268.03
    diglyme 1070.34
    acrylic acid 398.96
    isopropyl myristate 95.26
    n-butyric acid 537.69
    acetyl acetate 487.83
    di(2-ethylhexyl) phthalate 71.38
    ethyl propionate 587.73
    nitromethane 1829.61
    1,2-diethoxyethane 846.67
    benzonitrile 238.34
    trioctyl phosphate 50.73
    1-bromopropane 173.15
    gamma-valerolactone 1149.07
    n-decanol 46.36
    triethyl phosphate 114.85
    4-methyl-2-pentanol 96.4
    propionitrile 615.59
    vinylene carbonate 387.28
    1,1,2-trichlorotrifluoroethane 694.72
    DMS 370.7
    cumene 61.39
    2-octanol 41.19
    2-hexanone 497.0
    octyl acetate 111.17
    limonene 67.54
    1,2-dimethoxyethane 990.31
    ethyl orthosilicate 110.43
    tributyl phosphate 82.18
    diacetone alcohol 484.24
    N,N-dimethylaniline 184.27
    acrylonitrile 756.92
    aniline 329.53
    1,3-propanediol 387.36
    bromobenzene 151.42
    dibromomethane 172.87
    1,1,2,2-tetrachloroethane 692.27
    2-methyl-cyclohexyl acetate 182.02
    tetrabutyl urea 95.44
    diisobutyl methanol 79.36
    2-phenylethanol 192.52
    styrene 154.85
    dioctyl adipate 149.64
    dimethyl sulfate 496.8
    ethyl butyrate 370.63
    methyl lactate 272.88
    butyl lactate 147.41
    diethyl carbonate 232.45
    propanediol butyl ether 236.85
    triethyl orthoformate 202.86
    p-tert-butyltoluene 50.72
    methyl 4-tert-butylbenzoate 192.31
    morpholine 1468.15
    tert-butylamine 150.83
    n-dodecanol 35.27
    dimethoxymethane 1010.13
    ethylene carbonate 347.69
    cyrene 207.52
    2-ethoxyethyl acetate 440.19
    2-ethylhexyl acetate 274.4
    1,2,4-trichlorobenzene 218.89
    4-methylpyridine 583.32
    dibutyl ether 196.81
    2,6-dimethyl-4-heptanol 79.36
    DEF 720.92
    dimethyl isosorbide 492.75
    tetrachloroethylene 387.7
    eugenol 192.92
    triacetin 286.73
    span 80 194.07
    1,4-butanediol 107.43
    1,1-dichloroethane 326.55
    2-methyl-1-pentanol 181.82
    methyl formate 497.77
    2-methyl-1-butanol 211.2
    n-decane 5.33
    butyronitrile 376.99
    3,7-dimethyl-1-octanol 95.99
    1-chlorooctane 44.17
    1-chlorotetradecane 16.0
    n-nonane 4.61
    undecane 3.9
    tert-butylcyclohexane 14.48
    cyclooctane 3.29
    cyclopentanol 174.12
    tetrahydropyran 793.94
    tert-amyl methyl ether 352.16
    2,5,8-trioxanonane 587.87
    1-hexene 64.61
    2-isopropoxyethanol 361.53
    2,2,2-trifluoroethanol 144.3
    methyl butyrate 597.65

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction