5H-Dibenzo[a,d]cyclohepten-5-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    2222-33-5

    Molecular formula
    C15H10O

    SMILES
    C1=CC=C2C(=C1)C=CC3=CC=CC=C3C2=O

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 52.04%
    Phenolic 47.87%
    Sweet 45.28%
    Medicinal 35.23%
    Bitter 34.48%
    Powdery 34.05%
    Animal 32.4%
    Neroli 32.22%
    Pungent 30.06%
    Orange 29.99%

     

    Flavor
    Bitter 68.61%
    Geranium 26.16%
    Animal 25.44%
    Fecal 24.37%
    Tar 23.49%
    Tarry 22.95%
    Moth ball 22.56%
    Naphthelene 22.32%
    Very strong 22.29%
    Balsam 22.25%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    6.6 (neutral)

    Molecular weight
    206.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    412°C

    Flash point

    • 169.23 ˚C est.

  • Synonyms

    • Dibenzosuberenone
    • 2222-33-5
    • 5-Dibenzosuberenone
    • 5H-Dibenzo[a,d]cyclohepten-5-one
    • 5H-Dibenzo[a,d][7]annulen-5-one
    • 5H-Dibenzo(a,d)cyclohepten-5-one
    • Dibenzo[a,d]cyclohepten-5-one
    • 2,3:6,7-Dibenzotropone
    • 2,3:6,7-Dibenzosuberen-4-on-1
    • Dibenzo(a,d)cyclohepten-5-one
    • NSC 86151
    • 5H-Dibenzo(a,d)cycloheptenone
    • XQJHQ6T1YB
    • EINECS 218-737-3
    • MFCD00003588
    • BRN 0743171
    • Dibenzo(b,f)cyclohepten-1-one
    • Dibenzo[b,f]cyclohepten-1-one
    • NSC-86151
    • 5H-Dibenzo[a,d]cycloheptenone
    • MLS001359822
    • DTXSID4062274
    • EC 218-737-3
    • 4-07-00-01737 (Beilstein Handbook Reference)
    • SMR001224379
    • DIBENZOCYCLOHEPTENONE [USP IMPURITY]
    • tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-one
    • 5h-dibenzo[a,d]cyclohepten-5-one (dibenzosuberenone)
    • DIBENZOCYCLOHEPTENONE (USP IMPURITY)
    • 5H-Dibenzo[a,d]cyclohepten-5-one; Dibenzosuberenone
    • Dibenzosuberenone-5
    • 2,7-Dibenzotropone
    • UNII-XQJHQ6T1YB
    • 5-Dibenzosuberenone, 97%
    • cid_16679
    • 2,7-Dibenzosuberen-4-on-1
    • SCHEMBL268735
    • WLN: L C676 BVJ
    • 5H-Dibenzoa,dcyclohepten-5-one
    • CHEMBL1535826
    • dibenzo[a,d]cyclo-hepten-5-one
    • DTXCID9036644
    • BDBM93906
    • 5H-dibenzo[a,d]cycloheptene-5-on
    • HMS3058N10
    • 5H-dibenzo[a,d]cycloheptene-5-one
    • NSC86151
    • 5H-dibenzo[a,d]-cyclohepten-5-one
    • 5H-dibenzo[a,d]cyclo-hepten-5-one
    • AKOS004907136
    • AC-8771
    • dibenzo[[?],[?]][7]annulen-11-one
    • NCGC00247282-01
    • AS-13493
    • PD014063
    • SY039325
    • CS-0001455
    • D1791
    • NS00003118
    • EN300-196163
    • 11-dibenzo[1,2-a:1'',2''-e][7]annulenone
    • dibenzo[1,2-a:1'',2''-e]cyclohepten-11-one
    • dibenzo[1,2-a:1'',2''-e][7]annulen-11-one
    • dibenzo[1,2-a:1\',2\'-e][7]annulen-11-one
    • SR-01000316066
    • SR-01000316066-1
    • tricyclo[9.4.0.0,3,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-one
    • 5H-Dibenzo[a,d]cyclohepten-5-one;2,3:6,7-Dibenzotropone;5-Dibenzosuberenone
    • TRICYCLO[9.4.0.0(3),?]PENTADECA-1(15),3,5,7,9,11,13-HEPTAEN-2-ONE

  • Applications

    5H-Dibenzo[a,d]cyclohepten-5-one (CAS 2222-33-5) is primarily utilized as an organic synthesis intermediate and building block for polycyclic aromatic compounds. In industry it is commonly evaluated for dye and pigment precursor applications and as a scaffold for the development of small-molecule materials in organic electronics. It also serves as a synthetic intermediate in pharmaceutical and agrochemical research, enabling subsequent transformations to heterocyclic or functionalized ketone derivatives. In coatings and inks, it can function as a chromophore precursor or crosslinking component in specialized formulations, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.81
    methanol 7.5
    isopropanol 12.81
    water 0.25
    ethyl acetate 86.05
    n-propanol 17.52
    acetone 105.32
    n-butanol 17.76
    acetonitrile 40.48
    DMF 392.08
    toluene 55.74
    isobutanol 15.93
    1,4-dioxane 156.91
    methyl acetate 96.41
    THF 210.89
    2-butanone 108.22
    n-pentanol 18.37
    sec-butanol 14.18
    n-hexane 9.69
    ethylene glycol 4.22
    NMP 290.75
    cyclohexane 13.91
    DMSO 80.71
    n-butyl acetate 94.67
    n-octanol 29.25
    chloroform 251.52
    n-propyl acetate 85.09
    acetic acid 38.29
    dichloromethane 274.23
    cyclohexanone 240.86
    propylene glycol 4.43
    isopropyl acetate 65.66
    DMAc 256.23
    2-ethoxyethanol 28.83
    isopentanol 19.44
    n-heptane 12.02
    ethyl formate 74.54
    1,2-dichloroethane 293.27
    n-hexanol 30.89
    2-methoxyethanol 41.46
    isobutyl acetate 62.72
    tetrachloromethane 39.59
    n-pentyl acetate 90.25
    transcutol 116.76
    n-heptanol 27.12
    ethylbenzene 63.98
    MIBK 62.31
    2-propoxyethanol 45.95
    tert-butanol 18.09
    MTBE 28.54
    2-butoxyethanol 45.76
    propionic acid 38.67
    o-xylene 47.36
    formic acid 8.56
    diethyl ether 57.03
    m-xylene 42.13
    p-xylene 76.34
    chlorobenzene 104.91
    dimethyl carbonate 85.34
    n-octane 10.65
    formamide 41.3
    cyclopentanone 274.68
    2-pentanone 91.39
    anisole 95.55
    cyclopentyl methyl ether 90.3
    gamma-butyrolactone 293.29
    1-methoxy-2-propanol 34.36
    pyridine 249.03
    3-pentanone 93.6
    furfural 222.04
    n-dodecane 6.37
    diethylene glycol 27.14
    diisopropyl ether 23.08
    tert-amyl alcohol 18.03
    acetylacetone 129.39
    n-hexadecane 7.67
    acetophenone 114.29
    methyl propionate 89.89
    isopentyl acetate 80.52
    trichloroethylene 524.63
    n-nonanol 27.98
    cyclohexanol 29.06
    benzyl alcohol 47.9
    2-ethylhexanol 29.73
    isooctanol 26.03
    dipropyl ether 50.5
    1,2-dichlorobenzene 130.0
    ethyl lactate 33.13
    propylene carbonate 168.84
    n-methylformamide 94.64
    2-pentanol 15.53
    n-pentane 5.11
    1-propoxy-2-propanol 37.67
    1-methoxy-2-propyl acetate 76.89
    2-(2-methoxypropoxy) propanol 44.86
    mesitylene 31.95
    ε-caprolactone 186.35
    p-cymene 33.71
    epichlorohydrin 264.16
    1,1,1-trichloroethane 154.95
    2-aminoethanol 8.9
    morpholine-4-carbaldehyde 205.45
    sulfolane 235.68
    2,2,4-trimethylpentane 3.91
    2-methyltetrahydrofuran 121.93
    n-hexyl acetate 105.0
    isooctane 3.53
    2-(2-butoxyethoxy)ethanol 55.31
    sec-butyl acetate 57.59
    tert-butyl acetate 62.58
    decalin 13.87
    glycerin 9.31
    diglyme 158.16
    acrylic acid 43.32
    isopropyl myristate 36.91
    n-butyric acid 55.75
    acetyl acetate 75.95
    di(2-ethylhexyl) phthalate 29.63
    ethyl propionate 76.27
    nitromethane 127.4
    1,2-diethoxyethane 79.81
    benzonitrile 105.72
    trioctyl phosphate 22.22
    1-bromopropane 74.46
    gamma-valerolactone 262.57
    n-decanol 20.32
    triethyl phosphate 45.69
    4-methyl-2-pentanol 13.95
    propionitrile 51.99
    vinylene carbonate 170.89
    1,1,2-trichlorotrifluoroethane 119.34
    DMS 110.42
    cumene 40.35
    2-octanol 24.44
    2-hexanone 84.07
    octyl acetate 43.04
    limonene 36.37
    1,2-dimethoxyethane 126.29
    ethyl orthosilicate 40.48
    tributyl phosphate 29.07
    diacetone alcohol 53.11
    N,N-dimethylaniline 69.82
    acrylonitrile 89.21
    aniline 50.21
    1,3-propanediol 15.42
    bromobenzene 109.49
    dibromomethane 158.5
    1,1,2,2-tetrachloroethane 316.74
    2-methyl-cyclohexyl acetate 62.19
    tetrabutyl urea 46.98
    diisobutyl methanol 22.55
    2-phenylethanol 54.47
    styrene 69.24
    dioctyl adipate 51.01
    dimethyl sulfate 119.33
    ethyl butyrate 76.18
    methyl lactate 34.86
    butyl lactate 45.1
    diethyl carbonate 60.27
    propanediol butyl ether 27.88
    triethyl orthoformate 52.29
    p-tert-butyltoluene 29.64
    methyl 4-tert-butylbenzoate 75.72
    morpholine 132.55
    tert-butylamine 13.41
    n-dodecanol 15.89
    dimethoxymethane 126.44
    ethylene carbonate 135.23
    cyrene 60.12
    2-ethoxyethyl acetate 100.89
    2-ethylhexyl acetate 72.56
    1,2,4-trichlorobenzene 135.79
    4-methylpyridine 181.37
    dibutyl ether 59.83
    2,6-dimethyl-4-heptanol 22.55
    DEF 156.2
    dimethyl isosorbide 110.62
    tetrachloroethylene 251.03
    eugenol 68.23
    triacetin 84.82
    span 80 37.04
    1,4-butanediol 7.78
    1,1-dichloroethane 124.93
    2-methyl-1-pentanol 21.21
    methyl formate 82.34
    2-methyl-1-butanol 17.89
    n-decane 11.71
    butyronitrile 48.46
    3,7-dimethyl-1-octanol 24.32
    1-chlorooctane 41.43
    1-chlorotetradecane 15.46
    n-nonane 12.05
    undecane 8.25
    tert-butylcyclohexane 10.81
    cyclooctane 7.97
    cyclopentanol 41.35
    tetrahydropyran 123.54
    tert-amyl methyl ether 27.92
    2,5,8-trioxanonane 91.61
    1-hexene 29.28
    2-isopropoxyethanol 26.55
    2,2,2-trifluoroethanol 30.16
    methyl butyrate 110.33

    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