Longipinocarvone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    65556-52-7

    Molecular formula
    C15H22O

    SMILES
    CC1(CCCC2(C3C1C2C(=C)C(=O)C3)C)C

  • Odor profile

    Woody 79.01%
    Cedar 46.59%
    Camphoreous 38.3%
    Amber 38.21%
    Spicy 36.21%
    Dry 35.11%
    Herbal 31.95%
    Tobacco 30.56%
    Earthy 29.53%
    Fresh 28.77%

    Scent© AI

  • Properties

    XLogP3-AA
    3.9

    Molecular weight
    218.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    319°C

    Flash point est.
    88.32 ˚C

  • Synonyms

    • Longipinocarvone
    • 2,6,6-trimethyl-9-methylidenetricyclo[5.4.0.02,8]undecan-10-one
    • 2,6,6-trimethyl-9-methylidenetricyclo(5.4.0.02,8)undecan-10-one
    • 65556-52-7

  • Applications

    Longipinocarvone is a bicyclic terpene ketone from the chiral pool leveraged mainly in R&D as a chiral building block and versatile intermediate: it supports selective reductions/oxidations, Michael additions, and Diels-Alder reactions to access alcohols, epoxides, lactones, and multifunctional derivatives for constructing monoterpenoid frameworks and natural product analogues; in the flavor and fragrance area it serves as a precursor and starting point for odorant discovery and as a GC-MS reference when tracking monoterpene oxidation; in materials science its ketone handle enables conjugation to surfaces or polymers via oxime/hydrazone formation to tune properties; it is also used as an analytical standard, a stereochemical benchmark, and a model in atmospheric oxidation studies, and is intended for research use rather than direct pharmaceutical or additive applications.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 650.79
    methanol 682.74
    isopropanol 775.56
    water 3.72
    ethyl acetate 1419.68
    n-propanol 651.09
    acetone 1971.42
    n-butanol 594.56
    acetonitrile 1286.06
    DMF 2252.81
    toluene 1073.59
    isobutanol 489.09
    1,4-dioxane 2142.38
    methyl acetate 1213.13
    THF 4609.62
    2-butanone 1365.78
    n-pentanol 208.22
    sec-butanol 388.67
    n-hexane 22.21
    ethylene glycol 188.73
    NMP 1070.58
    cyclohexane 81.89
    DMSO 1068.42
    n-butyl acetate 566.58
    n-octanol 162.15
    chloroform 2897.75
    n-propyl acetate 446.3
    acetic acid 447.3
    dichloromethane 2416.1
    cyclohexanone 1608.5
    propylene glycol 209.95
    isopropyl acetate 947.99
    DMAc 998.09
    2-ethoxyethanol 416.21
    isopentanol 494.43
    n-heptane 27.65
    ethyl formate 770.95
    1,2-dichloroethane 1594.7
    n-hexanol 374.36
    2-methoxyethanol 1168.37
    isobutyl acetate 330.84
    tetrachloromethane 378.87
    n-pentyl acetate 376.44
    transcutol 1339.45
    n-heptanol 179.53
    ethylbenzene 309.73
    MIBK 728.39
    2-propoxyethanol 951.88
    tert-butanol 712.04
    MTBE 788.05
    2-butoxyethanol 442.66
    propionic acid 474.1
    o-xylene 450.34
    formic acid 201.55
    diethyl ether 871.53
    m-xylene 666.33
    p-xylene 396.67
    chlorobenzene 1061.31
    dimethyl carbonate 670.0
    n-octane 14.12
    formamide 434.47
    cyclopentanone 2809.04
    2-pentanone 1223.1
    anisole 680.18
    cyclopentyl methyl ether 1219.51
    gamma-butyrolactone 2782.49
    1-methoxy-2-propanol 1113.92
    pyridine 1756.38
    3-pentanone 797.6
    furfural 1681.56
    n-dodecane 11.08
    diethylene glycol 643.43
    diisopropyl ether 269.48
    tert-amyl alcohol 368.55
    acetylacetone 1547.54
    n-hexadecane 13.79
    acetophenone 522.41
    methyl propionate 1133.71
    isopentyl acetate 542.34
    trichloroethylene 2918.24
    n-nonanol 139.97
    cyclohexanol 515.07
    benzyl alcohol 420.32
    2-ethylhexanol 184.15
    isooctanol 150.17
    dipropyl ether 284.51
    1,2-dichlorobenzene 834.62
    ethyl lactate 229.81
    propylene carbonate 1176.3
    n-methylformamide 1200.59
    2-pentanol 364.88
    n-pentane 41.66
    1-propoxy-2-propanol 584.24
    1-methoxy-2-propyl acetate 830.37
    2-(2-methoxypropoxy) propanol 319.24
    mesitylene 343.44
    ε-caprolactone 1239.15
    p-cymene 160.39
    epichlorohydrin 2952.38
    1,1,1-trichloroethane 1494.81
    2-aminoethanol 310.8
    morpholine-4-carbaldehyde 1350.09
    sulfolane 1623.91
    2,2,4-trimethylpentane 24.65
    2-methyltetrahydrofuran 1820.38
    n-hexyl acetate 485.2
    isooctane 29.96
    2-(2-butoxyethoxy)ethanol 453.59
    sec-butyl acetate 349.31
    tert-butyl acetate 845.78
    decalin 38.77
    glycerin 318.32
    diglyme 967.9
    acrylic acid 438.86
    isopropyl myristate 169.94
    n-butyric acid 811.34
    acetyl acetate 846.82
    di(2-ethylhexyl) phthalate 157.69
    ethyl propionate 478.51
    nitromethane 1435.21
    1,2-diethoxyethane 497.7
    benzonitrile 778.83
    trioctyl phosphate 121.24
    1-bromopropane 783.45
    gamma-valerolactone 2567.34
    n-decanol 100.85
    triethyl phosphate 166.83
    4-methyl-2-pentanol 253.72
    propionitrile 1026.54
    vinylene carbonate 1129.0
    1,1,2-trichlorotrifluoroethane 908.88
    DMS 577.62
    cumene 175.37
    2-octanol 125.96
    2-hexanone 417.18
    octyl acetate 202.44
    limonene 195.41
    1,2-dimethoxyethane 944.68
    ethyl orthosilicate 158.33
    tributyl phosphate 145.43
    diacetone alcohol 711.68
    N,N-dimethylaniline 323.0
    acrylonitrile 1308.61
    aniline 874.9
    1,3-propanediol 576.51
    bromobenzene 1112.3
    dibromomethane 1401.67
    1,1,2,2-tetrachloroethane 1825.58
    2-methyl-cyclohexyl acetate 286.5
    tetrabutyl urea 177.06
    diisobutyl methanol 143.61
    2-phenylethanol 527.24
    styrene 384.63
    dioctyl adipate 208.13
    dimethyl sulfate 777.99
    ethyl butyrate 371.41
    methyl lactate 459.22
    butyl lactate 279.85
    diethyl carbonate 259.18
    propanediol butyl ether 329.68
    triethyl orthoformate 245.88
    p-tert-butyltoluene 171.51
    methyl 4-tert-butylbenzoate 420.16
    morpholine 1961.43
    tert-butylamine 390.31
    n-dodecanol 75.03
    dimethoxymethane 1784.03
    ethylene carbonate 991.56
    cyrene 345.9
    2-ethoxyethyl acetate 656.43
    2-ethylhexyl acetate 374.78
    1,2,4-trichlorobenzene 871.83
    4-methylpyridine 1676.14
    dibutyl ether 195.87
    2,6-dimethyl-4-heptanol 143.61
    DEF 849.05
    dimethyl isosorbide 685.07
    tetrachloroethylene 1087.28
    eugenol 377.93
    triacetin 427.73
    span 80 264.41
    1,4-butanediol 145.53
    1,1-dichloroethane 1728.23
    2-methyl-1-pentanol 190.05
    methyl formate 1093.56
    2-methyl-1-butanol 367.4
    n-decane 20.35
    butyronitrile 937.68
    3,7-dimethyl-1-octanol 172.93
    1-chlorooctane 129.63
    1-chlorotetradecane 46.94
    n-nonane 18.53
    undecane 14.58
    tert-butylcyclohexane 35.24
    cyclooctane 29.79
    cyclopentanol 699.37
    tetrahydropyran 1822.68
    tert-amyl methyl ether 404.3
    2,5,8-trioxanonane 525.97
    1-hexene 118.44
    2-isopropoxyethanol 319.07
    2,2,2-trifluoroethanol 315.45
    methyl butyrate 560.11

    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

Botanical

Name CAS Botanical Proportion
Santolina chamaecyparisus (France) 3 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 9.25%