(1S,4R)-1,7,7-Trimethyl-3-(phenylmethylene)bicyclo[2.2.1]heptan-2-one

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  • Identifiers

    CAS number
    36275-29-3

    Molecular formula
    C17H20O

    SMILES
    C[C@]12CC[C@H](C1(C)C)C(=CC3=CC=CC=C3)C2=O

    Safety labels

  • Odor profile

    Fragrance
    Woody 66.74%
    Herbal 51.35%
    Fruity 45.41%
    Camphoreous 37.69%
    Balsamic 35.52%
    Cedar 35.19%
    Spicy 34.37%
    Mint 33.42%
    Amber 32.64%
    Tobacco 31.26%

     

    Flavor
    Bitter 55.85%
    Herbal 24.04%
    Woody 23.85%
    Camphor 23.32%
    Balsam 22.57%
    Cedarleaf 20.25%
    Red fruit 19.8%
    Lovage 19.71%
    Ripe apricot 19.68%
    Heather 19.63%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    6.62 (neutral)

    Molecular weight
    240.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    350°C

    Flash point

    • 127.2 ˚C est.

  • Synonyms

    • DTXSID501015772
    • 36275-29-3
    • (1S,4R)-1,7,7-Trimethyl-3-(phenylmethylene)bicyclo[2.2.1]heptan-2-one
    • (1S,4R)-1,7,7-Trimethyl-3-(phenylmethylene)bicyclo(2.2.1)heptan-2-one
    • RefChem:205252
    • DTXCID801473941
    • (1S,4R)-3-Benzylidene-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
    • 36275-29-3

  • Applications

    Chemical name: (1S,4R)-1,7,7-Trimethyl-3-(phenylmethylene)bicyclo[2.2.1]heptan-2-one; CAS number: 36275-29-3. Applications for this compound are typically as a synthetic intermediate and building block across several sectors: it may serve as a key step in enantioselective synthesis for pharmaceutical and agrochemical compounds; it can act as a precursor to catalysts or ligands used in asymmetric catalysis; it may function as a fragrance/aroma intermediate in the perfumery sector; and it provides a rigid bicyclic scaffold that is of interest in materials science and polymer research as a potential monomer precursor or structural component.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 197.19
    methanol 179.15
    isopropanol 174.85
    water 2.35
    ethyl acetate 598.16
    n-propanol 210.15
    acetone 471.7
    n-butanol 200.92
    acetonitrile 315.27
    DMF 696.9
    toluene 736.58
    isobutanol 161.28
    1,4-dioxane 1135.93
    methyl acetate 527.17
    THF 733.71
    2-butanone 520.47
    n-pentanol 112.71
    sec-butanol 149.69
    n-hexane 32.63
    ethylene glycol 38.53
    NMP 325.33
    cyclohexane 89.71
    DMSO 155.97
    n-butyl acetate 322.66
    n-octanol 62.18
    chloroform 1810.28
    n-propyl acetate 321.5
    acetic acid 197.84
    dichloromethane 1192.3
    cyclohexanone 633.48
    propylene glycol 58.62
    isopropyl acetate 442.25
    DMAc 629.2
    2-ethoxyethanol 251.01
    isopentanol 220.85
    n-heptane 21.89
    ethyl formate 233.2
    1,2-dichloroethane 706.55
    n-hexanol 167.88
    2-methoxyethanol 379.41
    isobutyl acetate 243.5
    tetrachloromethane 240.21
    n-pentyl acetate 193.15
    transcutol 1127.13
    n-heptanol 90.49
    ethylbenzene 374.38
    MIBK 335.29
    2-propoxyethanol 378.82
    tert-butanol 226.95
    MTBE 376.29
    2-butoxyethanol 235.41
    propionic acid 184.29
    o-xylene 396.42
    formic acid 90.75
    diethyl ether 468.76
    m-xylene 443.77
    p-xylene 565.28
    chlorobenzene 626.78
    dimethyl carbonate 335.84
    n-octane 9.69
    formamide 286.49
    cyclopentanone 546.43
    2-pentanone 399.59
    anisole 712.14
    cyclopentyl methyl ether 358.96
    gamma-butyrolactone 525.39
    1-methoxy-2-propanol 336.43
    pyridine 921.42
    3-pentanone 398.84
    furfural 617.34
    n-dodecane 7.39
    diethylene glycol 239.69
    diisopropyl ether 193.52
    tert-amyl alcohol 178.25
    acetylacetone 637.71
    n-hexadecane 9.38
    acetophenone 513.01
    methyl propionate 428.93
    isopentyl acetate 355.86
    trichloroethylene 1611.15
    n-nonanol 70.5
    cyclohexanol 185.6
    benzyl alcohol 336.2
    2-ethylhexanol 114.44
    isooctanol 90.27
    dipropyl ether 187.18
    1,2-dichlorobenzene 574.26
    ethyl lactate 125.1
    propylene carbonate 371.56
    n-methylformamide 312.56
    2-pentanol 144.27
    n-pentane 35.68
    1-propoxy-2-propanol 243.87
    1-methoxy-2-propyl acetate 480.62
    2-(2-methoxypropoxy) propanol 288.15
    mesitylene 283.25
    ε-caprolactone 476.46
    p-cymene 136.92
    epichlorohydrin 774.19
    1,1,1-trichloroethane 815.14
    2-aminoethanol 113.78
    morpholine-4-carbaldehyde 680.21
    sulfolane 334.26
    2,2,4-trimethylpentane 24.55
    2-methyltetrahydrofuran 444.05
    n-hexyl acetate 226.82
    isooctane 25.99
    2-(2-butoxyethoxy)ethanol 345.99
    sec-butyl acetate 292.52
    tert-butyl acetate 471.98
    decalin 54.48
    glycerin 85.16
    diglyme 811.56
    acrylic acid 178.95
    isopropyl myristate 114.65
    n-butyric acid 281.43
    acetyl acetate 469.59
    di(2-ethylhexyl) phthalate 123.16
    ethyl propionate 332.32
    nitromethane 610.62
    1,2-diethoxyethane 436.03
    benzonitrile 443.81
    trioctyl phosphate 64.51
    1-bromopropane 350.2
    gamma-valerolactone 841.39
    n-decanol 51.53
    triethyl phosphate 147.25
    4-methyl-2-pentanol 137.82
    propionitrile 310.98
    vinylene carbonate 474.24
    1,1,2-trichlorotrifluoroethane 454.05
    DMS 392.92
    cumene 209.73
    2-octanol 57.37
    2-hexanone 287.6
    octyl acetate 119.49
    limonene 138.26
    1,2-dimethoxyethane 657.12
    ethyl orthosilicate 149.43
    tributyl phosphate 85.8
    diacetone alcohol 337.48
    N,N-dimethylaniline 402.61
    acrylonitrile 424.0
    aniline 517.09
    1,3-propanediol 169.72
    bromobenzene 687.59
    dibromomethane 701.44
    1,1,2,2-tetrachloroethane 1101.12
    2-methyl-cyclohexyl acetate 234.5
    tetrabutyl urea 103.13
    diisobutyl methanol 93.82
    2-phenylethanol 343.38
    styrene 450.6
    dioctyl adipate 171.52
    dimethyl sulfate 305.05
    ethyl butyrate 268.57
    methyl lactate 179.35
    butyl lactate 146.8
    diethyl carbonate 222.51
    propanediol butyl ether 145.35
    triethyl orthoformate 209.67
    p-tert-butyltoluene 138.86
    methyl 4-tert-butylbenzoate 319.21
    morpholine 864.99
    tert-butylamine 166.48
    n-dodecanol 39.48
    dimethoxymethane 634.24
    ethylene carbonate 368.14
    cyrene 211.66
    2-ethoxyethyl acetate 376.09
    2-ethylhexyl acetate 280.97
    1,2,4-trichlorobenzene 637.75
    4-methylpyridine 927.96
    dibutyl ether 118.17
    2,6-dimethyl-4-heptanol 93.82
    DEF 432.39
    dimethyl isosorbide 485.45
    tetrachloroethylene 733.43
    eugenol 307.85
    triacetin 310.85
    span 80 186.6
    1,4-butanediol 62.86
    1,1-dichloroethane 724.34
    2-methyl-1-pentanol 139.82
    methyl formate 226.04
    2-methyl-1-butanol 181.66
    n-decane 13.44
    butyronitrile 252.01
    3,7-dimethyl-1-octanol 95.46
    1-chlorooctane 62.73
    1-chlorotetradecane 27.97
    n-nonane 11.13
    undecane 9.52
    tert-butylcyclohexane 46.21
    cyclooctane 35.15
    cyclopentanol 139.21
    tetrahydropyran 704.68
    tert-amyl methyl ether 248.36
    2,5,8-trioxanonane 543.02
    1-hexene 114.23
    2-isopropoxyethanol 211.76
    2,2,2-trifluoroethanol 146.1
    methyl butyrate 357.64

    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