2,2'-Dihydroxy-4-methoxybenzophenone

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  • Identifiers

    CAS number
    131-53-3

    Molecular formula
    C14H12O4

    SMILES
    COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 82.06%
    Phenolic 63.42%
    Balsamic 45.09%
    Vanilla 44.71%
    Spicy 40.91%
    Medicinal 39.18%
    Bitter 36.49%
    Aromatic 35.85%
    Herbal 35.7%
    Powdery 32.49%

     

    Flavor
    Bitter 89.89%
    Odorless 27.85%
    Lovage 21.29%
    Nitrile 20.26%
    Parsley 20.23%
    Cedarleaf 20.13%
    Bland 20.11%
    Sweet-like 20.05%
    Very strong 19.92%
    Ethyl benzoate 19.82%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    9.39 (weak base)

    Molecular weight
    244.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 74
    • 68 °C
    • MP: 70.6-77.2 °C

    Boiling point

    • 338 to 347 °F at 1 mmHg (NTP, 1992)
    • 172.5
    • BP: 172 °C at 1 mm Hg

    Flash point

    • 185.47 ˚C est.

    Solubility expt.

    • Practically insoluble in water
    • Solubility in g/100 mL at 25 °C: ethanol 21.8; isopropanol 17; propylene glycol6.2; ethylene glycol 3.0; n-hexane 1.5
    • Freely soluble in alcohol, toluene

  • Synonyms

    • dioxybenzone
    • 131-53-3
    • 2,2'-DIHYDROXY-4-METHOXYBENZOPHENONE
    • Dioxybenzon
    • Spectra-sorb UV 24
    • Cyasorb UV 24
    • Advastab 47
    • (2-Hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)methanone
    • Methanone, (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-
    • Dioxibenzona
    • Dioxibenzonum
    • Cyasorb UV 24 Light Absorber
    • UV 24
    • Dioxybenzonum
    • NSC-56769
    • DTXSID3022403
    • Benzophenone, 2,2'-dihydroxy-4-methoxy-
    • B762XZ551X
    • (2-hydroxy-4-methoxy-phenyl)-(2-hydroxyphenyl)methanone
    • NSC56769
    • DTXCID202403
    • RefChem:440272
    • 205-026-8
    • Benzophenone-8
    • UF 2
    • (2-hydroxy-4-methoxyphenyl)-(2-hydroxyphenyl)methanone
    • 2-(2-hydroxybenzoyl)-5-methoxyphenol
    • Benzophenone-8;UV-24
    • 2,2-Dihydroxy-4-Methoxybenzophenone
    • MFCD00002218
    • 2,2'-dihydroxy-4-methoxy benzophenone
    • NCGC00016393-01
    • CAS-131-53-3
    • 2,2 inverted exclamation marka-Dihydroxy-4-methoxybenzophenone
    • Dioxybenzonum [INN-Latin]
    • Dioxibenzona [INN-Spanish]
    • CCRIS 6231
    • Spectra-Sorb UV-24
    • 2-hydroxy-4-methoxyphenyl 2-hydroxyphenyl ketone
    • SR-05000001610
    • EINECS 205-026-8
    • NSC 56769
    • BRN 2055461
    • UNII-B762XZ551X
    • AI3-25363
    • Dioxybenzone [USAN:USP:INN]
    • Spectro-sorb UV 24
    • Spectrum_000978
    • Dioxybenzone (Standard)
    • Prestwick0_000898
    • Prestwick1_000898
    • Prestwick2_000898
    • Prestwick3_000898
    • Spectrum2_001032
    • Spectrum3_000399
    • Spectrum4_000519
    • Spectrum5_000913
    • Dioxybenzone (USP/INN)
    • DIOXYBENZONE [MI]
    • DIOXYBENZONE [INN]
    • DIOXYBENZONE [USAN]
    • DIOXYBENZONE [VANDF]
    • SCHEMBL15894
    • BSPBio_000716
    • BSPBio_002217
    • DIOXYBENZONE [MART.]
    • KBioGR_001097
    • KBioSS_001458
    • MLS002154056
    • BIDD:ER0352
    • DIOXYBENZONE [USP-RS]
    • DIOXYBENZONE [WHO-DD]
    • SPECTRUM1500255
    • SPBio_001243
    • SPBio_002925
    • BPBio1_000788
    • orb1310374
    • CHEMBL1326877
    • SCHEMBL11633906
    • SCHEMBL29354139
    • SCHEMBL29364693
    • SCHEMBL29365575
    • CHEBI:34208
    • Dioxybenzone, analytical standard
    • HSDB 8474
    • HY-B0966R
    • KBio2_001458
    • KBio2_004026
    • KBio2_006594
    • KBio3_001437
    • component of Solaquin (Salt/Mix)
    • HMS1570D18
    • HMS1920I04
    • HMS2091O12
    • HMS2097D18
    • HMS2235J06
    • HMS3371G16
    • HMS3714D18
    • HMS5083B21
    • Pharmakon1600-01500255
    • 2,2'-dihydroxy-methoxybenzophenone
    • HY-B0966
    • DIOXYBENZONE [USP MONOGRAPH]
    • Tox21_110417
    • Tox21_200993
    • CCG-40196
    • EBC-26293
    • MSK005029
    • NSC756742
    • s4607
    • SBB057333
    • AKOS015856203
    • Benzophenone,2'-dihydroxy-4-methoxy-
    • Tox21_110417_1
    • 2,2'-dihydroxy-4-methoxy-benzophenone
    • 2,2'-dihydroxy-4-methoxybenzo-phenone
    • 2,2\'-Dihydroxy-4-methoxybenzophenone
    • CS-4451
    • DB11221
    • FD62643
    • KS-5318
    • MSK005029-100M
    • NSC-756742
    • MSK005029-1000M
    • NCGC00016393-02
    • NCGC00016393-03
    • NCGC00016393-04
    • 131-53-3

  • Applications

    2,2'-Dihydroxy-4-methoxybenzophenone is a phenolic benzophenone derivative that is commonly evaluated as a UV-absorbing and light-stabilizing additive in polymers and coatings, where the catechol-type hydroxy groups can contribute antioxidant activity and photostability. It is also used as an intermediate in the synthesis of specialized benzophenone derivatives for UV absorbers and dyes. Additionally, it may serve in certain polymer systems to enhance lightfastness and may be considered for cosmetic applications as a UV-filter, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.94
    methanol 79.89
    isopropanol 57.34
    water 0.02
    ethyl acetate 101.79
    n-propanol 50.71
    acetone 267.15
    n-butanol 36.73
    acetonitrile 96.84
    DMF 345.84
    toluene 8.5
    isobutanol 27.67
    1,4-dioxane 225.69
    methyl acetate 140.48
    THF 815.46
    2-butanone 141.02
    n-pentanol 28.4
    sec-butanol 36.23
    n-hexane 0.12
    ethylene glycol 64.3
    NMP 165.53
    cyclohexane 0.32
    DMSO 1396.53
    n-butyl acetate 41.68
    n-octanol 11.95
    chloroform 23.06
    n-propyl acetate 53.7
    acetic acid 93.56
    dichloromethane 27.17
    cyclohexanone 122.21
    propylene glycol 142.09
    isopropyl acetate 60.02
    DMAc 314.96
    2-ethoxyethanol 129.56
    isopentanol 35.37
    n-heptane 0.3
    ethyl formate 49.14
    1,2-dichloroethane 41.71
    n-hexanol 22.72
    2-methoxyethanol 400.9
    isobutyl acetate 29.59
    tetrachloromethane 1.82
    n-pentyl acetate 19.6
    transcutol 386.79
    n-heptanol 13.17
    ethylbenzene 5.54
    MIBK 60.48
    2-propoxyethanol 129.98
    tert-butanol 127.77
    MTBE 43.88
    2-butoxyethanol 49.27
    propionic acid 67.5
    o-xylene 6.62
    formic acid 50.23
    diethyl ether 27.59
    m-xylene 7.22
    p-xylene 7.33
    chlorobenzene 12.56
    dimethyl carbonate 84.37
    n-octane 0.19
    formamide 200.37
    cyclopentanone 298.41
    2-pentanone 87.73
    anisole 43.88
    cyclopentyl methyl ether 81.02
    gamma-butyrolactone 323.9
    1-methoxy-2-propanol 286.79
    pyridine 64.8
    3-pentanone 55.21
    furfural 163.5
    n-dodecane 0.59
    diethylene glycol 168.67
    diisopropyl ether 8.92
    tert-amyl alcohol 58.83
    acetylacetone 191.23
    n-hexadecane 0.71
    acetophenone 45.82
    methyl propionate 105.45
    isopentyl acetate 39.83
    trichloroethylene 84.39
    n-nonanol 12.92
    cyclohexanol 36.78
    benzyl alcohol 41.29
    2-ethylhexanol 15.97
    isooctanol 12.26
    dipropyl ether 20.37
    1,2-dichlorobenzene 13.47
    ethyl lactate 52.67
    propylene carbonate 100.58
    n-methylformamide 160.3
    2-pentanol 23.89
    n-pentane 0.1
    1-propoxy-2-propanol 86.03
    1-methoxy-2-propyl acetate 93.21
    2-(2-methoxypropoxy) propanol 76.89
    mesitylene 5.23
    ε-caprolactone 99.06
    p-cymene 6.21
    epichlorohydrin 344.82
    1,1,1-trichloroethane 23.29
    2-aminoethanol 105.0
    morpholine-4-carbaldehyde 212.22
    sulfolane 494.93
    2,2,4-trimethylpentane 0.54
    2-methyltetrahydrofuran 157.31
    n-hexyl acetate 30.97
    isooctane 0.51
    2-(2-butoxyethoxy)ethanol 99.04
    sec-butyl acetate 36.63
    tert-butyl acetate 79.1
    decalin 0.73
    glycerin 238.87
    diglyme 198.01
    acrylic acid 71.58
    isopropyl myristate 17.14
    n-butyric acid 66.8
    acetyl acetate 66.0
    di(2-ethylhexyl) phthalate 17.91
    ethyl propionate 51.69
    nitromethane 366.41
    1,2-diethoxyethane 67.94
    benzonitrile 34.21
    trioctyl phosphate 14.42
    1-bromopropane 7.87
    gamma-valerolactone 280.11
    n-decanol 10.59
    triethyl phosphate 28.5
    4-methyl-2-pentanol 18.8
    propionitrile 53.2
    vinylene carbonate 73.34
    1,1,2-trichlorotrifluoroethane 183.18
    DMS 55.69
    cumene 4.9
    2-octanol 8.17
    2-hexanone 52.57
    octyl acetate 20.37
    limonene 8.92
    1,2-dimethoxyethane 204.37
    ethyl orthosilicate 23.8
    tributyl phosphate 18.37
    diacetone alcohol 142.2
    N,N-dimethylaniline 24.89
    acrylonitrile 84.71
    aniline 34.25
    1,3-propanediol 155.57
    bromobenzene 9.85
    dibromomethane 11.6
    1,1,2,2-tetrachloroethane 68.17
    2-methyl-cyclohexyl acetate 32.84
    tetrabutyl urea 26.81
    diisobutyl methanol 13.75
    2-phenylethanol 35.82
    styrene 7.02
    dioctyl adipate 30.18
    dimethyl sulfate 170.72
    ethyl butyrate 38.7
    methyl lactate 115.69
    butyl lactate 30.97
    diethyl carbonate 34.28
    propanediol butyl ether 54.16
    triethyl orthoformate 34.4
    p-tert-butyltoluene 6.73
    methyl 4-tert-butylbenzoate 45.9
    morpholine 288.21
    tert-butylamine 27.32
    n-dodecanol 8.52
    dimethoxymethane 287.51
    ethylene carbonate 62.31
    cyrene 81.17
    2-ethoxyethyl acetate 48.16
    2-ethylhexyl acetate 26.31
    1,2,4-trichlorobenzene 22.96
    4-methylpyridine 53.28
    dibutyl ether 16.83
    2,6-dimethyl-4-heptanol 13.75
    DEF 82.68
    dimethyl isosorbide 129.47
    tetrachloroethylene 23.99
    eugenol 47.51
    triacetin 54.63
    span 80 46.96
    1,4-butanediol 38.25
    1,1-dichloroethane 23.57
    2-methyl-1-pentanol 26.57
    methyl formate 138.14
    2-methyl-1-butanol 27.29
    n-decane 0.75
    butyronitrile 38.29
    3,7-dimethyl-1-octanol 16.15
    1-chlorooctane 5.08
    1-chlorotetradecane 2.89
    n-nonane 0.5
    undecane 0.67
    tert-butylcyclohexane 0.8
    cyclooctane 0.16
    cyclopentanol 68.46
    tetrahydropyran 91.83
    tert-amyl methyl ether 32.46
    2,5,8-trioxanonane 148.46
    1-hexene 1.35
    2-isopropoxyethanol 78.31
    2,2,2-trifluoroethanol 39.55
    methyl butyrate 60.5

    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