Pentacyclo(4.2.0.0~2,5~.0~3,8~.0~4,7~)octa-1,3-diene

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  • Identifiers

    CAS number
    29837-12-5

    Molecular formula
    C8H4

    SMILES
    C12C3C4C1=C5C2C3=C45

    Retention indicies (RI)

    • Carbowax: 1761.0

  • Odor profile

    Odorless 33.95%
    Fishy 11.21%
    Earthy 10.09%
    Nutty 9.26%
    Woody 8.52%
    Fresh 8.16%
    Pungent 6.08%
    Green 5.69%
    Animal 5.62%
    Burnt 5.62%

    Scent© AI

  • Properties

    XLogP3-AA
    -0.9

    Molecular weight
    100.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    131°C

    Flash point est.
    -20.72 ˚C

  • Synonyms

    • Cubenene
    • DTXSID70723931
    • 29837-12-5
    • Pentacyclo[4.2.0.0~2,5~.0~3,8~.0~4,7~]octa-1,3-diene
    • pentacyclo(4.2.0.02,5.03,8.04,7)octa-1,3-diene
    • pentacyclo[4.2.0.02,5.03,8.04,7]octa-1,3-diene
    • Pentacyclo(4.2.0.0~2,5~.0~3,8~.0~4,7~)octa-1,3-diene
    • DTXCID70674676
    • 6beta,7beta,10beta-Cadina-1,4-diene

  • Applications

    Pentacyclo(4.2.0.0~2,5~.0~3,8~.0~4,7~)octa-1,3-diene (CAS 29837-12-5) is a highly strained polycyclic hydrocarbon featuring a conjugated diene; it serves as a versatile building block to access rigid polycyclic frameworks via cycloadditions, strain‑release ring openings, selective hydrogenations and radical functionalizations; as a model compound to probe mechanisms, kinetics, thermochemistry and photochemical rearrangements of strained systems; as a monomer/comonomer precursor for high‑performance polymers with enhanced rigidity, crosslink density and thermal stability (e.g., ROMP or Diels–Alder networks); as a platform for molecular energy storage and solar‑thermal energy‑carrier concepts leveraging strain energy; and as a benchmark for spectroscopy, crystallography and computational validation of strained hydrocarbon architectures.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.02
    methanol 14.93
    isopropanol 6.09
    water 1.16
    ethyl acetate 43.62
    n-propanol 8.91
    acetone 38.76
    n-butanol 8.04
    acetonitrile 45.77
    DMF 63.19
    toluene 23.17
    isobutanol 6.36
    1,4-dioxane 70.48
    methyl acetate 49.46
    THF 42.2
    2-butanone 33.43
    n-pentanol 7.55
    sec-butanol 5.69
    n-hexane 1.3
    ethylene glycol 10.91
    NMP 41.78
    cyclohexane 1.7
    DMSO 40.54
    n-butyl acetate 21.99
    n-octanol 5.82
    chloroform 104.67
    n-propyl acetate 25.67
    acetic acid 27.66
    dichloromethane 93.22
    cyclohexanone 32.12
    propylene glycol 7.35
    isopropyl acetate 28.32
    DMAc 62.68
    2-ethoxyethanol 28.25
    isopentanol 8.7
    n-heptane 1.94
    ethyl formate 29.41
    1,2-dichloroethane 57.04
    n-hexanol 8.75
    2-methoxyethanol 34.71
    isobutyl acetate 18.83
    tetrachloromethane 20.93
    n-pentyl acetate 16.58
    transcutol 112.39
    n-heptanol 7.36
    ethylbenzene 18.36
    MIBK 20.39
    2-propoxyethanol 30.51
    tert-butanol 7.36
    MTBE 10.32
    2-butoxyethanol 23.51
    propionic acid 22.46
    o-xylene 19.59
    formic acid 18.98
    diethyl ether 17.33
    m-xylene 17.86
    p-xylene 22.55
    chlorobenzene 36.8
    dimethyl carbonate 40.01
    n-octane 1.17
    formamide 42.17
    cyclopentanone 48.35
    2-pentanone 24.14
    anisole 53.96
    cyclopentyl methyl ether 17.55
    gamma-butyrolactone 67.23
    1-methoxy-2-propanol 23.91
    pyridine 69.12
    3-pentanone 28.16
    furfural 100.72
    n-dodecane 1.11
    diethylene glycol 32.63
    diisopropyl ether 8.18
    tert-amyl alcohol 6.63
    acetylacetone 62.3
    n-hexadecane 1.3
    acetophenone 51.74
    methyl propionate 37.84
    isopentyl acetate 22.44
    trichloroethylene 145.35
    n-nonanol 7.06
    cyclohexanol 7.06
    benzyl alcohol 30.5
    2-ethylhexanol 8.1
    isooctanol 7.13
    dipropyl ether 15.09
    1,2-dichlorobenzene 47.05
    ethyl lactate 19.47
    propylene carbonate 43.82
    n-methylformamide 40.78
    2-pentanol 5.41
    n-pentane 1.16
    1-propoxy-2-propanol 20.7
    1-methoxy-2-propyl acetate 41.08
    2-(2-methoxypropoxy) propanol 33.37
    mesitylene 12.21
    ε-caprolactone 37.89
    p-cymene 12.14
    epichlorohydrin 80.83
    1,1,1-trichloroethane 56.64
    2-aminoethanol 12.64
    morpholine-4-carbaldehyde 81.81
    sulfolane 54.17
    2,2,4-trimethylpentane 1.17
    2-methyltetrahydrofuran 22.69
    n-hexyl acetate 19.19
    isooctane 1.05
    2-(2-butoxyethoxy)ethanol 39.11
    sec-butyl acetate 21.24
    tert-butyl acetate 28.15
    decalin 2.87
    glycerin 17.16
    diglyme 95.4
    acrylic acid 31.76
    isopropyl myristate 12.15
    n-butyric acid 24.34
    acetyl acetate 57.79
    di(2-ethylhexyl) phthalate 14.5
    ethyl propionate 30.84
    nitromethane 111.2
    1,2-diethoxyethane 37.54
    benzonitrile 42.24
    trioctyl phosphate 8.17
    1-bromopropane 15.91
    gamma-valerolactone 83.65
    n-decanol 5.67
    triethyl phosphate 20.39
    4-methyl-2-pentanol 6.03
    propionitrile 29.6
    vinylene carbonate 59.84
    1,1,2-trichlorotrifluoroethane 85.02
    DMS 44.79
    cumene 14.32
    2-octanol 4.44
    2-hexanone 21.12
    octyl acetate 12.67
    limonene 10.67
    1,2-dimethoxyethane 57.95
    ethyl orthosilicate 18.0
    tributyl phosphate 10.73
    diacetone alcohol 26.73
    N,N-dimethylaniline 31.63
    acrylonitrile 53.56
    aniline 28.58
    1,3-propanediol 15.12
    bromobenzene 40.12
    dibromomethane 47.02
    1,1,2,2-tetrachloroethane 90.19
    2-methyl-cyclohexyl acetate 21.47
    tetrabutyl urea 13.07
    diisobutyl methanol 7.59
    2-phenylethanol 26.65
    styrene 22.99
    dioctyl adipate 19.92
    dimethyl sulfate 56.1
    ethyl butyrate 25.94
    methyl lactate 26.25
    butyl lactate 15.66
    diethyl carbonate 25.71
    propanediol butyl ether 17.16
    triethyl orthoformate 21.7
    p-tert-butyltoluene 10.79
    methyl 4-tert-butylbenzoate 35.66
    morpholine 47.04
    tert-butylamine 4.92
    n-dodecanol 4.77
    dimethoxymethane 45.97
    ethylene carbonate 42.02
    cyrene 34.96
    2-ethoxyethyl acetate 37.29
    2-ethylhexyl acetate 18.92
    1,2,4-trichlorobenzene 62.01
    4-methylpyridine 48.58
    dibutyl ether 11.99
    2,6-dimethyl-4-heptanol 7.59
    DEF 33.55
    dimethyl isosorbide 63.25
    tetrachloroethylene 66.08
    eugenol 35.27
    triacetin 42.48
    span 80 21.77
    1,4-butanediol 8.4
    1,1-dichloroethane 37.04
    2-methyl-1-pentanol 8.53
    methyl formate 39.61
    2-methyl-1-butanol 7.31
    n-decane 1.61
    butyronitrile 18.39
    3,7-dimethyl-1-octanol 8.46
    1-chlorooctane 5.99
    1-chlorotetradecane 3.58
    n-nonane 1.3
    undecane 1.3
    tert-butylcyclohexane 2.64
    cyclooctane 1.36
    cyclopentanol 7.88
    tetrahydropyran 22.12
    tert-amyl methyl ether 10.31
    2,5,8-trioxanonane 67.89
    1-hexene 4.33
    2-isopropoxyethanol 21.14
    2,2,2-trifluoroethanol 30.59
    methyl butyrate 30.96

    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
Marigold pot 1 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 1.11%
Xylopia aethiopica fruit (Benin) 1 Xylopia aethiopica (Dunal) A. Richard, fam. Annonaceae 0.18%
Tagetes lucida Tagetes lucida Cav. ssp. lucida, fam. Asteraceae (Compositae) 0.01%
Pistacia lentiscus (Italy) 3a CO2 extract leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.93%
Pistacia lentiscus (Italy) 3b hydrodist. leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.64%
Corymbia maculata (Cuba) Corymbia maculata (Hook.) K.D. Hill & L.A.S. Johnson, fam. Myrtaceae 0.1%