2',6'-Dihydroxyacetophenone

Overview IFRA Request a quote

  • Identifiers

    CAS number
    699-83-2

    Molecular formula
    C8H8O3

    SMILES
    CC(=O)C1=C(C=CC=C1O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 69.43%
    Sweet 57.75%
    Medicinal 40.29%
    Woody 39.39%
    Spicy 38.64%
    Balsamic 36.68%
    Vanilla 36.21%
    Burnt 35.89%
    Bitter 33.85%
    Nutty 32.58%

     

    Flavor
    Phenolic 56.37%
    Bitter 36.47%
    Nutty 36.15%
    Mild 33.5%
    Odorless 27.32%
    Musty 27.28%
    Sweet 26.12%
    Medicinal 23.0%
    Tobacco 22.83%
    Flat 22.58%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    10.07 (weak base)

    Molecular weight
    152.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    271°C

    Melting point expt.

    • 155 - 156 °C

    Flash point

    • 137.37 ˚C est.

  • Synonyms

    • 2',6'-Dihydroxyacetophenone
    • 699-83-2
    • 1-(2,6-Dihydroxyphenyl)ethanone
    • 2,6-Dihydroxyacetophenone
    • 2-Acetylresorcinol
    • 1-(2,6-dihydroxyphenyl)ethan-1-one
    • Ethanone, 1-(2,6-dihydroxyphenyl)-
    • gamma-Resacetophenone
    • 1,3-Benzenediol, 2-acetyl-
    • Acetophenone, 2',6'-dihydroxy-
    • NSC-615
    • 88BO51G3Y2
    • DTXSID00220185
    • RefChem:80167
    • DTXCID00142676
    • 211-833-6
    • Resorcinol, 2-acetyl-
    • MFCD00002270
    • .gamma.-Resacetophenone
    • NSC 615
    • 2,6-dihydroxy acetophenone
    • 2, 6-Dihydroxyacetophenone
    • Acetyl-2,6-dihydroxybenzene
    • 2',6'-dihydroxy-acetophenone
    • CHEMBL454739
    • 2-Acetyl-1,3-dihydroxybenzene
    • 1-(2,6-dihydroxyphenyl)-ethanone
    • 1-(2,6-dihydroxy-phenyl)-ethanone
    • 1-[2,6-bis(oxidanyl)phenyl]ethanone
    • ACETOPHENONE, 2,6-DIHYDROXY-
    • 1-acetyl-2,6-dihydroxybenzene
    • 1-(2,6-Dihydroxyphenyl)ethanone (2',6'-Dihydroxyacetophenone)
    • UNII-88BO51G3Y2
    • Sodium Cromoglicate Imp. A (EP); 1-(2,6-Dihydroxyphenyl)ethanone; 2',6'-Dihydroxyacetophenone; Sodium Cromoglicate Impurity A
    • EINECS 211-833-6
    • 2-Acetyl-Resorcinol
    • mono acetyl resorcinol
    • 2,6-dihyroxyacetophenone
    • EC 211-833-6
    • Acetophenone,6'-dihydroxy-
    • 2-Acetyl-1,3-Benzenediol
    • 2`,6`-Dihydroxyacetophenone
    • Ethanone,6-dihydroxyphenyl)-
    • BIDD:ER0607
    • SCHEMBL105807
    • 2',6'-Dihydroxyacetophenone;
    • NSC615
    • orb2663240
    • (2',6'-dihydroxy)acetophenone
    • 2'',6''-dihydroxyacetophenone
    • 2\',6\'-Dihydroxyacetophenone
    • laquo gammaRaquo -resacetophenone
    • YPTJKHVBDCRKNF-UHFFFAOYSA-
    • CHEBI:173644
    • BB_SC-12921
    • HY-Y0106
    • 2',6'-Dihydroxyacetophenone, 97%
    • BDBM50249071
    • CK2557
    • EBC-03421
    • SBB063298
    • STL195537
    • AKOS000299253
    • CS-W019984
    • FD11049
    • FS-2546
    • 1-(2,6-Dihydroxyphenyl)ethanone, 9CI
    • NCGC00166008-01
    • AC-10724
    • Acetophenone, 2',6'-dihydroxy- (8CI)
    • PD158440
    • SY001633
    • DB-020214
    • D1716
    • NS00001185
    • ST50331349
    • Ethanone, 1-(2,6-dihydroxyphenyl)- (9CI)
    • 99D832
    • D-3400
    • EN300-114470
    • AB-131/40185723
    • F130800
    • doi:10.14272/YPTJKHVBDCRKNF-UHFFFAOYSA-N.1
    • SODIUM CROMOGLICATE IMPURITY A [EP IMPURITY]
    • Q27269919
    • Z1255485184
    • Cromolyn Sodium Impurity 4; Sodium Cromoglicate EP Impurity A
    • 2',6'-Dihydroxyacetophenone, matrix substance for MALDI-MS, >=99.5%
    • 2 inverted exclamation mark ,6 inverted exclamation mark -Dihydroxyacetophenone
    • 2',6'-Dihydroxyacetophenone, matrix substance for MALDI-MS, >=99.5% (HPLC), Ultra pure
    • InChI=1/C8H8O3/c1-5(9)8-6(10)3-2-4-7(8)11/h2-4,10-11H,1H3
    • 9EQ
    • 699-83-2

  • Applications

    2',6'-Dihydroxyacetophenone (CAS 699-83-2) is used as a key intermediate in fragrance chemistry, providing a catechol-containing scaffold for the development of aroma compounds in perfumery. It is also commonly employed as an intermediate in cosmetic and personal-care formulations, particularly in fragrance-related ingredients and fragrance additives. The two hydroxyl groups on the phenyl ring enable it to serve as a building block for catechol-based polymers and plastics, with potential roles as an antioxidant or a precursor to UV-stabilizer systems in polymer materials. In coatings and inks, it can be used as a specialty intermediate in resin and coating formulations. It also serves as an intermediate in pharmaceutical synthesis. Other applications may be evaluated depending on local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 618.83
    methanol 732.95
    isopropanol 454.85
    water 8.96
    ethyl acetate 545.0
    n-propanol 447.98
    acetone 1204.24
    n-butanol 353.89
    acetonitrile 700.05
    DMF 1431.68
    toluene 46.29
    isobutanol 270.23
    1,4-dioxane 1093.49
    methyl acetate 521.4
    THF 3546.62
    2-butanone 505.46
    n-pentanol 268.52
    sec-butanol 289.52
    n-hexane 26.71
    ethylene glycol 383.46
    NMP 818.89
    cyclohexane 9.13
    DMSO 2860.26
    n-butyl acetate 170.61
    n-octanol 128.44
    chloroform 151.23
    n-propyl acetate 259.72
    acetic acid 474.4
    dichloromethane 192.64
    cyclohexanone 443.45
    propylene glycol 316.2
    isopropyl acetate 308.62
    DMAc 496.92
    2-ethoxyethanol 593.96
    isopentanol 259.74
    n-heptane 19.32
    ethyl formate 376.18
    1,2-dichloroethane 224.6
    n-hexanol 255.16
    2-methoxyethanol 1232.54
    isobutyl acetate 142.17
    tetrachloromethane 36.61
    n-pentyl acetate 113.56
    transcutol 522.86
    n-heptanol 109.85
    ethylbenzene 32.77
    MIBK 335.38
    2-propoxyethanol 666.71
    tert-butanol 519.44
    MTBE 287.57
    2-butoxyethanol 231.59
    propionic acid 376.48
    o-xylene 32.58
    formic acid 316.96
    diethyl ether 480.05
    m-xylene 55.47
    p-xylene 37.1
    chlorobenzene 65.16
    dimethyl carbonate 362.15
    n-octane 9.73
    formamide 556.67
    cyclopentanone 1146.14
    2-pentanone 592.3
    anisole 164.25
    cyclopentyl methyl ether 645.91
    gamma-butyrolactone 1480.37
    1-methoxy-2-propanol 1004.67
    pyridine 194.05
    3-pentanone 286.42
    furfural 544.39
    n-dodecane 11.11
    diethylene glycol 679.01
    diisopropyl ether 132.1
    tert-amyl alcohol 286.7
    acetylacetone 729.14
    n-hexadecane 12.53
    acetophenone 122.21
    methyl propionate 489.8
    isopentyl acetate 130.88
    trichloroethylene 235.72
    n-nonanol 109.82
    cyclohexanol 215.25
    benzyl alcohol 126.52
    2-ethylhexanol 112.78
    isooctanol 86.61
    dipropyl ether 171.51
    1,2-dichlorobenzene 56.76
    ethyl lactate 183.4
    propylene carbonate 463.39
    n-methylformamide 841.13
    2-pentanol 264.77
    n-pentane 23.08
    1-propoxy-2-propanol 351.95
    1-methoxy-2-propyl acetate 273.21
    2-(2-methoxypropoxy) propanol 175.55
    mesitylene 41.32
    ε-caprolactone 392.89
    p-cymene 29.67
    epichlorohydrin 1221.7
    1,1,1-trichloroethane 158.47
    2-aminoethanol 430.11
    morpholine-4-carbaldehyde 735.87
    sulfolane 1605.54
    2,2,4-trimethylpentane 13.23
    2-methyltetrahydrofuran 964.25
    n-hexyl acetate 191.58
    isooctane 19.37
    2-(2-butoxyethoxy)ethanol 277.66
    sec-butyl acetate 157.49
    tert-butyl acetate 352.28
    decalin 14.0
    glycerin 495.36
    diglyme 433.9
    acrylic acid 325.86
    isopropyl myristate 84.05
    n-butyric acid 398.29
    acetyl acetate 289.59
    di(2-ethylhexyl) phthalate 62.03
    ethyl propionate 278.82
    nitromethane 1357.23
    1,2-diethoxyethane 181.72
    benzonitrile 108.96
    trioctyl phosphate 70.27
    1-bromopropane 137.85
    gamma-valerolactone 1008.64
    n-decanol 86.68
    triethyl phosphate 74.12
    4-methyl-2-pentanol 168.44
    propionitrile 332.15
    vinylene carbonate 298.55
    1,1,2-trichlorotrifluoroethane 405.54
    DMS 155.74
    cumene 31.63
    2-octanol 86.27
    2-hexanone 295.19
    octyl acetate 110.24
    limonene 46.11
    1,2-dimethoxyethane 814.64
    ethyl orthosilicate 69.31
    tributyl phosphate 73.28
    diacetone alcohol 490.78
    N,N-dimethylaniline 99.63
    acrylonitrile 400.34
    aniline 109.89
    1,3-propanediol 558.83
    bromobenzene 45.09
    dibromomethane 124.81
    1,1,2,2-tetrachloroethane 185.16
    2-methyl-cyclohexyl acetate 100.17
    tetrabutyl urea 92.75
    diisobutyl methanol 84.05
    2-phenylethanol 139.49
    styrene 35.1
    dioctyl adipate 102.86
    dimethyl sulfate 587.64
    ethyl butyrate 143.64
    methyl lactate 357.12
    butyl lactate 103.3
    diethyl carbonate 85.79
    propanediol butyl ether 213.96
    triethyl orthoformate 95.03
    p-tert-butyltoluene 34.75
    methyl 4-tert-butylbenzoate 142.35
    morpholine 1078.01
    tert-butylamine 228.37
    n-dodecanol 67.28
    dimethoxymethane 1318.93
    ethylene carbonate 281.42
    cyrene 216.21
    2-ethoxyethyl acetate 158.45
    2-ethylhexyl acetate 92.24
    1,2,4-trichlorobenzene 65.47
    4-methylpyridine 188.14
    dibutyl ether 111.01
    2,6-dimethyl-4-heptanol 84.05
    DEF 440.55
    dimethyl isosorbide 342.82
    tetrachloroethylene 105.31
    eugenol 147.88
    triacetin 146.02
    span 80 157.38
    1,4-butanediol 233.41
    1,1-dichloroethane 198.23
    2-methyl-1-pentanol 173.15
    methyl formate 804.72
    2-methyl-1-butanol 210.06
    n-decane 16.92
    butyronitrile 342.35
    3,7-dimethyl-1-octanol 101.37
    1-chlorooctane 65.51
    1-chlorotetradecane 30.75
    n-nonane 15.63
    undecane 13.65
    tert-butylcyclohexane 19.06
    cyclooctane 6.37
    cyclopentanol 425.93
    tetrahydropyran 660.33
    tert-amyl methyl ether 201.22
    2,5,8-trioxanonane 304.21
    1-hexene 89.49
    2-isopropoxyethanol 345.29
    2,2,2-trifluoroethanol 248.72
    methyl butyrate 317.31

    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