Bis(4-hydroxyphenyl)methane

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  • Identifiers

    CAS number
    620-92-8

    Molecular formula
    C13H12O2

    SMILES
    C1=CC(=CC=C1CC2=CC=C(C=C2)O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 82.01%
    Medicinal 56.35%
    Animal 44.88%
    Smoky 40.22%
    Leathery 37.38%
    Spicy 36.56%
    Woody 32.82%
    Sweet 32.61%
    Burnt 30.35%
    Musty 28.5%

     

    Flavor
    Phenolic 65.74%
    Medicinal 45.2%
    Sweet 38.96%
    Phenol 34.1%
    Fruity 31.9%
    Plastic 29.95%
    Bitter 29.69%
    Mild 27.17%
    Smoke 26.32%
    Medical 25.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    10.77 (weak base)

    Molecular weight
    200.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 162.5 °C

    Boiling point

    • Sublimes

    Flash point

    • 191.99 ˚C est.

    Solubility expt.

    • Soluble in ethanol, ether, chloroform, alkali; slightly soluble in DMSO; insoluble in carbon disulfide

  • Synonyms

    • 4,4'-Methylenediphenol
    • 620-92-8
    • Bisphenol F
    • 4,4'-Dihydroxydiphenylmethane
    • Bis(4-hydroxyphenyl)methane
    • Phenol, 4,4'-methylenebis-
    • p-(p-Hydroxybenzyl)phenol
    • 4,4'-Methylenebisphenol
    • Phenol, 4,4'-methylenedi-
    • BIS(P-HYDROXYPHENYL)METHANE
    • p,p'-Bis(hydroxyphenyl)methane
    • 4,4'-bisphenol F
    • 4,4'-Methylene diphenol
    • 4,4'-Methylenebis(phenol)
    • p,p'-BPF
    • PP-BIP-F
    • DTXSID9022445
    • QD2C19044Z
    • NSC-401136
    • 4,4'-Methylenebis[Phenol]
    • DTXCID202445
    • CHEBI:34575
    • RefChem:569575
    • 210-658-2
    • bisphenol-F
    • p-Hydroxydiphenylmethane
    • 4-[(4-hydroxyphenyl)methyl]phenol
    • Bis-(4-hydroxyphenyl)methane
    • 4-(4-hydroxybenzyl)phenol
    • 4,4-Dihydroxydiphenylmethane
    • MFCD00002385
    • NSC 401136
    • HDM
    • 4,4'-methylenebis-phenol
    • KUC106448N
    • KSC-19-052
    • BPF
    • 4,4-bisphenol F
    • EINECS 210-658-2
    • BRN 2049425
    • UNII-QD2C19044Z
    • CCRIS 9461
    • HSDB 8091
    • p,p'-Methylenediphenol
    • Bisphenol F 100 microg/mL in Acetonitrile
    • Phenol,4'-methylenebis-
    • WLN: QR D1R DQ
    • phenol, 4,4'-methylenebis
    • bis-(p-hydroxyphenyl)methane
    • 4,4'-methanediyl-di-phenol
    • 4-(4'-hydroxybenzyl)phenol
    • SCHEMBL36454
    • bis(4-hydroxyphenyl) methane
    • 4-06-00-06664 (Beilstein Handbook Reference)
    • bis(para-hydroxyphenyl)methane
    • cid_12111
    • BIDD:ER0181
    • bis-(p-hydroxyphenyl)-methane
    • SCHEMBL746708
    • 4,4'-dihydroxy phenyl methane
    • CHEMBL138061
    • orb1297645
    • orb3026013
    • para-(para-hydroxybenzyl)phenol
    • SCHEMBL4309813
    • 4,4'-Dihydroxydiphenyl methane
    • phenol, 4-(4-hydroxybenzyl)-
    • 4,4'-Bis(hydroxyphenyl)methane
    • SCHEMBL11513337
    • BDBM76093
    • BP_04 (BPF)
    • MSK8708
    • Bisphenol??F, analytical standard
    • Bis(4-hydroxyphenyl)methane, 98%
    • PHENOL, P,P'-METHYLENEDI-
    • HY-W014901R
    • Tox21_201163
    • NSC401136
    • AKOS015909171
    • CS-W015617
    • EBC-617103
    • HY-W014901
    • Bisphenol F 100 microg/mL in Methanol
    • 4,4'-BIS-(HYDROXYPHENYL)METHANE
    • NCGC00248941-01
    • NCGC00258715-01
    • 4,4'-Dihydroxydiphenylmethane (Standard)
    • AS-17296
    • CAS-620-92-8
    • DA-70037
    • PD196956
    • ST029268
    • SY048317
    • B0819
    • NS00009451
    • F16585
    • 4,4 inverted exclamation mark -Methylenediphenol
    • AE-562/40896944
    • F320138
    • Q9658061
    • InChI=1/C13H12O2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8,14-15H,9H
    • T0U
    • 620-92-8

  • Applications

    Bis(4-hydroxyphenyl)methane is a difunctional aromatic diol that is used as a monomer/building block in polymer synthesis. In industry it is applied as the diol component for high-performance polyesters and polycarbonates, as well as a reactive precursor for epoxy resin formulations. It also serves as a crosslinking/chain-extending agent in polyurethane systems and as a precursor for specialty resins used in coatings and adhesives. Additionally, it may be employed as an intermediate in the manufacture of colorants and other specialty chemicals, leveraging its rigid biaryl structure to impart thermal stability to the resulting materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.05
    methanol 62.29
    isopropanol 23.34
    water 0.18
    ethyl acetate 94.29
    n-propanol 38.43
    acetone 91.99
    n-butanol 21.54
    acetonitrile 71.98
    DMF 72.34
    toluene 4.64
    isobutanol 12.77
    1,4-dioxane 95.45
    methyl acetate 108.24
    THF 192.32
    2-butanone 123.15
    n-pentanol 21.57
    sec-butanol 26.8
    n-hexane 0.36
    ethylene glycol 24.36
    NMP 21.64
    cyclohexane 0.17
    DMSO 172.91
    n-butyl acetate 39.62
    n-octanol 8.31
    chloroform 10.02
    n-propyl acetate 49.51
    acetic acid 46.44
    dichloromethane 3.3
    cyclohexanone 36.15
    propylene glycol 49.26
    isopropyl acetate 46.45
    DMAc 153.31
    2-ethoxyethanol 109.89
    isopentanol 18.92
    n-heptane 0.74
    ethyl formate 31.75
    1,2-dichloroethane 9.71
    n-hexanol 22.23
    2-methoxyethanol 118.25
    isobutyl acetate 27.55
    tetrachloromethane 2.54
    n-pentyl acetate 17.16
    transcutol 317.63
    n-heptanol 11.32
    ethylbenzene 6.98
    MIBK 35.44
    2-propoxyethanol 85.82
    tert-butanol 45.56
    MTBE 55.81
    2-butoxyethanol 41.76
    propionic acid 54.22
    o-xylene 5.61
    formic acid 29.43
    diethyl ether 39.34
    m-xylene 5.21
    p-xylene 7.29
    chlorobenzene 5.9
    dimethyl carbonate 44.21
    n-octane 0.38
    formamide 106.7
    cyclopentanone 88.25
    2-pentanone 51.61
    anisole 48.37
    cyclopentyl methyl ether 26.67
    gamma-butyrolactone 109.78
    1-methoxy-2-propanol 87.14
    pyridine 39.69
    3-pentanone 48.88
    furfural 71.47
    n-dodecane 0.49
    diethylene glycol 85.11
    diisopropyl ether 11.89
    tert-amyl alcohol 43.88
    acetylacetone 92.98
    n-hexadecane 0.56
    acetophenone 37.52
    methyl propionate 75.98
    isopentyl acetate 39.09
    trichloroethylene 32.09
    n-nonanol 8.74
    cyclohexanol 8.86
    benzyl alcohol 26.57
    2-ethylhexanol 15.0
    isooctanol 10.25
    dipropyl ether 28.27
    1,2-dichlorobenzene 8.99
    ethyl lactate 36.45
    propylene carbonate 44.27
    n-methylformamide 62.39
    2-pentanol 15.35
    n-pentane 0.17
    1-propoxy-2-propanol 59.15
    1-methoxy-2-propyl acetate 73.08
    2-(2-methoxypropoxy) propanol 68.16
    mesitylene 4.36
    ε-caprolactone 39.97
    p-cymene 7.66
    epichlorohydrin 98.16
    1,1,1-trichloroethane 14.61
    2-aminoethanol 50.67
    morpholine-4-carbaldehyde 70.48
    sulfolane 86.88
    2,2,4-trimethylpentane 0.91
    2-methyltetrahydrofuran 53.98
    n-hexyl acetate 22.92
    isooctane 0.77
    2-(2-butoxyethoxy)ethanol 87.62
    sec-butyl acetate 39.2
    tert-butyl acetate 67.12
    decalin 0.81
    glycerin 75.26
    diglyme 162.08
    acrylic acid 46.18
    isopropyl myristate 12.75
    n-butyric acid 43.37
    acetyl acetate 46.8
    di(2-ethylhexyl) phthalate 13.3
    ethyl propionate 52.93
    nitromethane 164.46
    1,2-diethoxyethane 74.74
    benzonitrile 17.96
    trioctyl phosphate 8.61
    1-bromopropane 3.12
    gamma-valerolactone 107.59
    n-decanol 7.21
    triethyl phosphate 24.62
    4-methyl-2-pentanol 13.86
    propionitrile 48.18
    vinylene carbonate 35.22
    1,1,2-trichlorotrifluoroethane 97.08
    DMS 38.52
    cumene 7.13
    2-octanol 6.46
    2-hexanone 45.94
    octyl acetate 14.3
    limonene 7.68
    1,2-dimethoxyethane 143.57
    ethyl orthosilicate 24.53
    tributyl phosphate 13.09
    diacetone alcohol 81.21
    N,N-dimethylaniline 25.51
    acrylonitrile 60.5
    aniline 15.74
    1,3-propanediol 50.05
    bromobenzene 4.3
    dibromomethane 2.01
    1,1,2,2-tetrachloroethane 34.36
    2-methyl-cyclohexyl acetate 27.9
    tetrabutyl urea 15.85
    diisobutyl methanol 15.03
    2-phenylethanol 28.21
    styrene 7.37
    dioctyl adipate 21.88
    dimethyl sulfate 65.4
    ethyl butyrate 37.85
    methyl lactate 50.04
    butyl lactate 23.02
    diethyl carbonate 32.71
    propanediol butyl ether 36.95
    triethyl orthoformate 33.56
    p-tert-butyltoluene 8.43
    methyl 4-tert-butylbenzoate 35.85
    morpholine 97.98
    tert-butylamine 18.45
    n-dodecanol 5.93
    dimethoxymethane 91.88
    ethylene carbonate 29.1
    cyrene 46.39
    2-ethoxyethyl acetate 45.47
    2-ethylhexyl acetate 27.14
    1,2,4-trichlorobenzene 13.99
    4-methylpyridine 21.66
    dibutyl ether 17.53
    2,6-dimethyl-4-heptanol 15.03
    DEF 34.86
    dimethyl isosorbide 101.48
    tetrachloroethylene 20.24
    eugenol 40.09
    triacetin 40.46
    span 80 37.06
    1,4-butanediol 21.93
    1,1-dichloroethane 7.46
    2-methyl-1-pentanol 21.99
    methyl formate 42.3
    2-methyl-1-butanol 16.89
    n-decane 0.74
    butyronitrile 24.67
    3,7-dimethyl-1-octanol 12.45
    1-chlorooctane 4.11
    1-chlorotetradecane 2.06
    n-nonane 0.56
    undecane 0.59
    tert-butylcyclohexane 1.44
    cyclooctane 0.15
    cyclopentanol 13.07
    tetrahydropyran 40.87
    tert-amyl methyl ether 42.23
    2,5,8-trioxanonane 119.05
    1-hexene 3.04
    2-isopropoxyethanol 70.26
    2,2,2-trifluoroethanol 22.14
    methyl butyrate 49.81

    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