alpha-Damascone

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  • Identifiers

    CAS number
    43052-87-5

    Molecular formula
    C13H20O

    SMILES
    C/C=C/C(=O)C1C(=CCCC1(C)C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1389.5

  • Odor profile

    Fragrance
    Fruity 94.29%
    Floral 85.94%
    Rose 71.75%
    Woody 70.48%
    Sweet 68.46%
    Green 60.07%
    Apple 59.43%
    Berry 56.13%
    Tobacco 52.99%
    Plum 52.51%

     

    Flavor
    Sweet 36.65%
    Woody 33.61%
    Minty 29.15%
    Spicy 28.17%
    Fruity 24.75%
    Berry 24.52%
    Tobacco 24.39%
    Mint 23.45%
    Phenolic 23.32%
    Tropical 23.32%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.17 (weak base)

    Molecular weight
    192.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    248°C

    Flash point

    • 116.69 ˚C est.

    Solubility expt.

    • 1 ml in 10 ml 95% alcohol (in ethanol)
    • Practically insoluble to insoluble
    • Soluble (in ethanol)

  • Synonyms

    • alpha-Damascone
    • 43052-87-5
    • 24720-09-0
    • 1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
    • TMCHB
    • (E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
    • (e)-alpha-damascone
    • 1-(2,6,6-TRIMETHYL-CYCLOHEX-2-ENYL)-BUT-2-EN-1-ONE
    • 57549-92-5
    • trans-.alpha.-Damascone
    • (E)-.alpha.-Damascone
    • alpha-Damascone, (E)-
    • MDD00FOW8J
    • 2-Buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)-
    • Damascone, alpha-
    • 4-(2,6,6-Trimethyl-2-cyclohexenyl)-2-buten-4-one
    • EINECS 246-430-4
    • 1-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-2-BUTENONE
    • MFCD00673214
    • trans-2-Buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-
    • UP5JTZ982I
    • FEMA NO. 4088
    • (2E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
    • CHEBI:53220
    • (2E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
    • .ALPHA.-DAMASCONE, (E)-
    • .ALPHA.-DAMASCONE, TRANS-
    • DAMASCONE, TRANS-.ALPHA.-
    • trans-2,6,6-trimethyl-1-crotonoyl-2-cyclohexene
    • 1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enone
    • TRANS-.ALPHA.-DAMASCONE [FHFI]
    • (+/-)-(E)-.ALPHA.-DAMASCONE
    • (E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
    • 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-trans-2-Buten-1-one
    • 2-Buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (2E)-
    • ALPHA-DAMASCONE (USP-RS)
    • ALPHA-DAMASCONE [USP-RS]
    • (+/-)-(E)-1-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-2-BUTEN-1-ONE
    • (+/-)-alpha-DAMASCONE
    • UNII-MDD00FOW8J
    • UNII-UP5JTZ982I
    • 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
    • TRANS-ALPHA-DAMASCONE
    • Damascone alpha
    • FEMA No. 3659
    • Dihydro floriffone A
    • (E)-1-(2,6,6-trimethyl-cyclohex-2-enyl)-but-2-en-1-one
    • .alpha.-(E)-Damascone
    • 2,6,6-trimethyl-1-crotonoyl-2-cyclohexene
    • Epitope ID:112872
    • DAMASCONE, .ALPHA.-
    • SCHEMBL454166
    • (+/-)-(e)-alpha-damascone
    • ALPHA-DAMASCONE [INCI]
    • ALPHA-DAMASCONE, TRANS-
    • DAMASCONE, TRANS-ALPHA-
    • (2Z)-1-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)BUT-2-EN-1-ONE
    • CHEMBL4535521
    • DTXSID8051912
    • 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-1-one
    • .ALPHA.-DAMASCONE [FHFI]
    • DTXCID501022131
    • 23726-94-5
    • (+/-)-.ALPHA.-DAMASCONE
    • alpha-Damascone, analytical standard
    • STL373779
    • AKOS006230666
    • FD02092
    • AS-15964
    • DB-299942
    • CS-0452484
    • NS00075809
    • G78246
    • A826126
    • trans-2.6.6-trimethyl-1-crotonoyl-2-cyclohexene
    • 4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butene-4-one
    • Q27124033
    • ALPHA-DAMASCONE MIXTURE OF CIS AND TRANS ISOMERS
    • .ALPHA.-DAMASCONE MIXTURE OF CIS AND TRANS ISOMERS
    • (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)-2-buten-1-one
    • (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)-but-2-en-1-one
    • 2-Buten-1-one,1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-,(2E)-
    • Alpha-Damascone, United States Pharmacopeia (USP) Reference Standard

  • Applications

    Alpha-damascone (CAS 43052-87-5) is a very powerful ketone aroma chemical with a rosy–fruity profile showing apple, plum, berry and light tobacco facets, widely used in fine perfumery to enrich reconstructed rose notes, add depth to fruity, chypre, oriental and woody accords, and boost diffusion and substantivity at very low levels; in personal care (shampoos, shower gels, soaps, lotions) and home care (fabric softeners, laundry and hard-surface cleaners, air care, candles) to deliver a clean, luxurious signature and mask malodors; and at trace levels in flavors to accentuate apple, strawberry/raspberry, plum, black tea, wine or tobacco nuances in beverages and confectionery, as well as to rebuild natural rose character in complex matrices; owing to its high odor potency and low detection threshold it is typically dosed sparingly, blends well with ionones, damascenone, linalool, geraniol, citral and green blackcurrant materials for cassis effects, and should be used in line with relevant safety guidance (e.g., IFRA for fragrances) for each end use.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 715.0
    methanol 842.06
    isopropanol 677.88
    water 0.86
    ethyl acetate 477.33
    n-propanol 619.81
    acetone 580.19
    n-butanol 669.43
    acetonitrile 748.13
    DMF 687.07
    toluene 672.29
    isobutanol 529.46
    1,4-dioxane 1198.63
    methyl acetate 461.27
    THF 1865.69
    2-butanone 557.45
    n-pentanol 428.77
    sec-butanol 555.76
    n-hexane 258.29
    ethylene glycol 73.0
    NMP 745.4
    cyclohexane 547.14
    DMSO 299.29
    n-butyl acetate 524.86
    n-octanol 327.88
    chloroform 2081.18
    n-propyl acetate 279.25
    acetic acid 359.1
    dichloromethane 1369.02
    cyclohexanone 1121.9
    propylene glycol 137.22
    isopropyl acetate 301.12
    DMAc 403.55
    2-ethoxyethanol 250.88
    isopentanol 510.1
    n-heptane 196.43
    ethyl formate 370.88
    1,2-dichloroethane 735.87
    n-hexanol 802.64
    2-methoxyethanol 475.15
    isobutyl acetate 214.04
    tetrachloromethane 378.17
    n-pentyl acetate 296.93
    transcutol 704.29
    n-heptanol 304.64
    ethylbenzene 291.48
    MIBK 343.59
    2-propoxyethanol 604.58
    tert-butanol 630.11
    MTBE 558.0
    2-butoxyethanol 287.3
    propionic acid 351.62
    o-xylene 326.11
    formic acid 107.47
    diethyl ether 701.57
    m-xylene 447.86
    p-xylene 351.98
    chlorobenzene 671.87
    dimethyl carbonate 156.41
    n-octane 71.16
    formamide 132.27
    cyclopentanone 1033.93
    2-pentanone 516.56
    anisole 348.81
    cyclopentyl methyl ether 838.1
    gamma-butyrolactone 1000.16
    1-methoxy-2-propanol 432.73
    pyridine 923.68
    3-pentanone 381.5
    furfural 603.82
    n-dodecane 52.13
    diethylene glycol 300.66
    diisopropyl ether 223.29
    tert-amyl alcohol 471.64
    acetylacetone 361.0
    n-hexadecane 59.53
    acetophenone 281.25
    methyl propionate 355.38
    isopentyl acetate 461.97
    trichloroethylene 1333.72
    n-nonanol 263.08
    cyclohexanol 803.66
    benzyl alcohol 310.49
    2-ethylhexanol 405.01
    isooctanol 235.18
    dipropyl ether 389.22
    1,2-dichlorobenzene 484.78
    ethyl lactate 139.96
    propylene carbonate 592.44
    n-methylformamide 355.92
    2-pentanol 475.69
    n-pentane 270.04
    1-propoxy-2-propanol 453.0
    1-methoxy-2-propyl acetate 385.68
    2-(2-methoxypropoxy) propanol 268.8
    mesitylene 276.49
    ε-caprolactone 782.99
    p-cymene 213.97
    epichlorohydrin 935.84
    1,1,1-trichloroethane 883.2
    2-aminoethanol 198.23
    morpholine-4-carbaldehyde 604.59
    sulfolane 720.38
    2,2,4-trimethylpentane 90.83
    2-methyltetrahydrofuran 1253.98
    n-hexyl acetate 480.36
    isooctane 82.53
    2-(2-butoxyethoxy)ethanol 354.35
    sec-butyl acetate 205.57
    tert-butyl acetate 323.24
    decalin 144.69
    glycerin 144.23
    diglyme 506.93
    acrylic acid 265.73
    isopropyl myristate 184.09
    n-butyric acid 563.65
    acetyl acetate 264.3
    di(2-ethylhexyl) phthalate 172.74
    ethyl propionate 251.35
    nitromethane 450.69
    1,2-diethoxyethane 366.36
    benzonitrile 512.08
    trioctyl phosphate 132.9
    1-bromopropane 757.47
    gamma-valerolactone 991.74
    n-decanol 192.1
    triethyl phosphate 144.7
    4-methyl-2-pentanol 258.09
    propionitrile 676.32
    vinylene carbonate 520.52
    1,1,2-trichlorotrifluoroethane 454.05
    DMS 267.73
    cumene 194.95
    2-octanol 233.69
    2-hexanone 355.73
    octyl acetate 232.96
    limonene 316.19
    1,2-dimethoxyethane 514.34
    ethyl orthosilicate 148.39
    tributyl phosphate 154.72
    diacetone alcohol 329.2
    N,N-dimethylaniline 235.91
    acrylonitrile 584.27
    aniline 517.84
    1,3-propanediol 295.45
    bromobenzene 733.98
    dibromomethane 1135.8
    1,1,2,2-tetrachloroethane 1040.44
    2-methyl-cyclohexyl acetate 282.54
    tetrabutyl urea 195.01
    diisobutyl methanol 197.63
    2-phenylethanol 413.24
    styrene 324.39
    dioctyl adipate 219.14
    dimethyl sulfate 194.19
    ethyl butyrate 303.06
    methyl lactate 161.54
    butyl lactate 223.05
    diethyl carbonate 208.75
    propanediol butyl ether 293.9
    triethyl orthoformate 217.68
    p-tert-butyltoluene 213.76
    methyl 4-tert-butylbenzoate 277.28
    morpholine 1308.2
    tert-butylamine 516.41
    n-dodecanol 143.43
    dimethoxymethane 506.81
    ethylene carbonate 461.6
    cyrene 250.62
    2-ethoxyethyl acetate 293.72
    2-ethylhexyl acetate 385.79
    1,2,4-trichlorobenzene 508.41
    4-methylpyridine 924.45
    dibutyl ether 310.6
    2,6-dimethyl-4-heptanol 197.63
    DEF 432.48
    dimethyl isosorbide 462.52
    tetrachloroethylene 676.19
    eugenol 252.76
    triacetin 271.85
    span 80 288.74
    1,4-butanediol 126.44
    1,1-dichloroethane 958.48
    2-methyl-1-pentanol 351.77
    methyl formate 302.89
    2-methyl-1-butanol 518.65
    n-decane 89.34
    butyronitrile 788.32
    3,7-dimethyl-1-octanol 275.87
    1-chlorooctane 262.81
    1-chlorotetradecane 103.1
    n-nonane 97.58
    undecane 66.55
    tert-butylcyclohexane 118.27
    cyclooctane 173.04
    cyclopentanol 732.14
    tetrahydropyran 1611.34
    tert-amyl methyl ether 377.59
    2,5,8-trioxanonane 355.57
    1-hexene 512.36
    2-isopropoxyethanol 205.41
    2,2,2-trifluoroethanol 120.16
    methyl butyrate 331.59

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.0077 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.088 %
Category 2
Products applied to the axillae
 0.0023 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.088 %
Category 3
Products applied to the face/body using fingertips
 0.046 % Category 8
Products with significant anogenital exposure
 0.0045 %
Category 4
Products related to fine fragrance
 0.043 % Category 9
Products with body and hand exposure, primarily rinse off
 0.084 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.011 % Category 10A
Household care products with mostly hand contact
 0.3 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.011 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0.3 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.011 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.17 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.011 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.17 %
Category 6
Products with oral and lip exposure
 0.025 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Cerastium candidissimum (Greece) Cerastium candidissimum Correns, fam. Caryophyllaceae 0.3%