Bicyclo(3.1.1)hept-2-ene, 3,6,6-trimethyl-

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  • Identifiers

    CAS number
    4889-83-2

    Molecular formula
    C10H16

    SMILES
    CC1=CC2CC(C1)C2(C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 77.2%
    Herbal 69.67%
    Spicy 60.28%
    Fresh 57.26%
    Terpenic 55.85%
    Green 55.22%
    Citrus 52.71%
    Pine 50.44%
    Sweet 49.0%
    Camphoreous 44.28%

     

    Flavor
    Woody 66.96%
    Sweet 57.46%
    Wood 46.75%
    Pine 43.98%
    Dry 40.78%
    Camphor 39.63%
    Fresh 37.49%
    Green 34.71%
    Herbal 34.4%
    Earthy 33.14%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    10.03 (weak base)

    Molecular weight
    136.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    161°C

    Flash point

    • 34.69 ˚C est.

  • Synonyms

    • 4889-83-2
    • Bicyclo[3.1.1]hept-2-ene, 3,6,6-trimethyl-
    • Bicyclo(3.1.1)hept-2-ene, 3,6,6-trimethyl-
    • RefChem:1079794
    • 3,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
    • 2-Norpinene, 3,6,6-trimethyl-
    • Orthodene
    • 3,6,6-Trimethyl-bicyclo(3.1.1)hept-2-ene
    • 3-Methyl-apopinene
    • (-)-3,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
    • SCHEMBL15797931
    • DTXSID80964131
    • ZJUDTXCEVUJEOX-UHFFFAOYSA-N
    • 3,6,6-trimethyl-bicyclo[3.1.1]-2-heptene
    • 3,6,6-Trimethylbicyclo[3.1.1]hept-2-ene #
    • BICYCLO[3.1.1]HEPT-2-ENE, 3,6,6-TRIMETHYL
    • 23978-81-6
    • 4889-83-2

  • Applications

    Chemical name: Bicyclo(3.1.1)hept-2-ene, 3,6,6-trimethyl-; CAS number: 4889-83-2. This bicyclic hydrocarbon serves primarily as an intermediate in organic synthesis, supporting the preparation of fine chemicals and pharmaceutical building blocks. It also functions as a building block for specialty polymers and high-performance materials via ring-opening metathesis polymerization (ROMP) or related chemistries, enabling the production of resins, coatings, and adhesives with improved mechanical and thermal properties. Its rigid framework makes it a suitable precursor for elaborated bicyclic derivatives in synthetic chemistry. Additionally, it may be evaluated as a model compound for reaction kinetics and mechanism studies in research and development, with actual use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 354.8
    methanol 240.84
    isopropanol 423.73
    water 1.31
    ethyl acetate 696.36
    n-propanol 415.35
    acetone 641.15
    n-butanol 446.28
    acetonitrile 453.22
    DMF 521.2
    toluene 503.43
    isobutanol 361.05
    1,4-dioxane 881.34
    methyl acetate 658.75
    THF 1147.75
    2-butanone 692.34
    n-pentanol 277.22
    sec-butanol 398.05
    n-hexane 209.89
    ethylene glycol 86.84
    NMP 299.2
    cyclohexane 236.37
    DMSO 306.63
    n-butyl acetate 670.27
    n-octanol 358.35
    chloroform 954.13
    n-propyl acetate 353.07
    acetic acid 165.8
    dichloromethane 672.11
    cyclohexanone 566.84
    propylene glycol 165.8
    isopropyl acetate 525.63
    DMAc 493.38
    2-ethoxyethanol 347.63
    isopentanol 419.23
    n-heptane 224.49
    ethyl formate 285.19
    1,2-dichloroethane 498.33
    n-hexanol 696.09
    2-methoxyethanol 498.25
    isobutyl acetate 314.8
    tetrachloromethane 281.25
    n-pentyl acetate 370.44
    transcutol 1092.25
    n-heptanol 345.63
    ethylbenzene 318.06
    MIBK 454.55
    2-propoxyethanol 864.29
    tert-butanol 525.99
    MTBE 735.15
    2-butoxyethanol 466.01
    propionic acid 252.71
    o-xylene 340.16
    formic acid 52.09
    diethyl ether 739.77
    m-xylene 425.72
    p-xylene 384.41
    chlorobenzene 414.21
    dimethyl carbonate 262.75
    n-octane 107.06
    formamide 101.6
    cyclopentanone 667.01
    2-pentanone 582.89
    anisole 504.26
    cyclopentyl methyl ether 624.86
    gamma-butyrolactone 563.68
    1-methoxy-2-propanol 550.88
    pyridine 566.34
    3-pentanone 513.25
    furfural 447.46
    n-dodecane 86.29
    diethylene glycol 415.54
    diisopropyl ether 377.85
    tert-amyl alcohol 436.99
    acetylacetone 577.17
    n-hexadecane 96.5
    acetophenone 356.03
    methyl propionate 504.74
    isopentyl acetate 635.5
    trichloroethylene 748.67
    n-nonanol 329.65
    cyclohexanol 346.28
    benzyl alcohol 273.3
    2-ethylhexanol 444.91
    isooctanol 281.32
    dipropyl ether 631.78
    1,2-dichlorobenzene 373.54
    ethyl lactate 187.86
    propylene carbonate 355.79
    n-methylformamide 246.27
    2-pentanol 391.58
    n-pentane 208.6
    1-propoxy-2-propanol 738.55
    1-methoxy-2-propyl acetate 692.79
    2-(2-methoxypropoxy) propanol 443.07
    mesitylene 312.63
    ε-caprolactone 485.88
    p-cymene 275.25
    epichlorohydrin 683.5
    1,1,1-trichloroethane 696.43
    2-aminoethanol 182.21
    morpholine-4-carbaldehyde 495.91
    sulfolane 428.97
    2,2,4-trimethylpentane 112.23
    2-methyltetrahydrofuran 807.19
    n-hexyl acetate 569.5
    isooctane 119.31
    2-(2-butoxyethoxy)ethanol 578.09
    sec-butyl acetate 331.43
    tert-butyl acetate 564.15
    decalin 147.24
    glycerin 176.02
    diglyme 873.28
    acrylic acid 187.91
    isopropyl myristate 278.74
    n-butyric acid 358.36
    acetyl acetate 409.15
    di(2-ethylhexyl) phthalate 196.52
    ethyl propionate 392.94
    nitromethane 381.01
    1,2-diethoxyethane 639.39
    benzonitrile 340.21
    trioctyl phosphate 168.0
    1-bromopropane 528.39
    gamma-valerolactone 668.09
    n-decanol 264.08
    triethyl phosphate 216.46
    4-methyl-2-pentanol 313.95
    propionitrile 515.84
    vinylene carbonate 328.57
    1,1,2-trichlorotrifluoroethane 371.41
    DMS 403.22
    cumene 245.37
    2-octanol 253.32
    2-hexanone 413.91
    octyl acetate 332.71
    limonene 341.32
    1,2-dimethoxyethane 674.38
    ethyl orthosilicate 226.88
    tributyl phosphate 199.91
    diacetone alcohol 479.4
    N,N-dimethylaniline 336.83
    acrylonitrile 464.46
    aniline 383.66
    1,3-propanediol 264.35
    bromobenzene 472.92
    dibromomethane 533.35
    1,1,2,2-tetrachloroethane 653.48
    2-methyl-cyclohexyl acetate 350.34
    tetrabutyl urea 217.64
    diisobutyl methanol 292.88
    2-phenylethanol 459.17
    styrene 329.44
    dioctyl adipate 270.27
    dimethyl sulfate 255.11
    ethyl butyrate 456.0
    methyl lactate 249.26
    butyl lactate 269.56
    diethyl carbonate 304.34
    propanediol butyl ether 373.35
    triethyl orthoformate 344.51
    p-tert-butyltoluene 294.98
    methyl 4-tert-butylbenzoate 394.49
    morpholine 792.3
    tert-butylamine 436.34
    n-dodecanol 217.25
    dimethoxymethane 572.62
    ethylene carbonate 312.61
    cyrene 250.31
    2-ethoxyethyl acetate 470.9
    2-ethylhexyl acetate 503.53
    1,2,4-trichlorobenzene 405.91
    4-methylpyridine 584.84
    dibutyl ether 481.13
    2,6-dimethyl-4-heptanol 292.88
    DEF 437.17
    dimethyl isosorbide 600.88
    tetrachloroethylene 419.34
    eugenol 350.23
    triacetin 408.7
    span 80 362.05
    1,4-butanediol 114.69
    1,1-dichloroethane 657.8
    2-methyl-1-pentanol 267.4
    methyl formate 213.3
    2-methyl-1-butanol 370.71
    n-decane 130.44
    butyronitrile 487.98
    3,7-dimethyl-1-octanol 371.46
    1-chlorooctane 304.66
    1-chlorotetradecane 152.83
    n-nonane 133.25
    undecane 103.2
    tert-butylcyclohexane 151.25
    cyclooctane 142.76
    cyclopentanol 335.08
    tetrahydropyran 869.62
    tert-amyl methyl ether 519.39
    2,5,8-trioxanonane 567.48
    1-hexene 385.95
    2-isopropoxyethanol 335.39
    2,2,2-trifluoroethanol 106.86
    methyl butyrate 400.13

    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