Bicyclo[2.2.2]octa-2,5-diene, 1,2,3,6-tetramethyl-

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  • Identifiers

    CAS number
    62338-43-6

    Molecular formula
    C12H18

    SMILES
    CC1=CC2CCC1(C(=C2C)C)C

  • Odor profile

    Woody 83.09%
    Sweet 50.66%
    Spicy 44.45%
    Dry 39.38%
    Balsamic 37.23%
    Amber 35.48%
    Powdery 32.03%
    Herbal 29.23%
    Sandalwood 28.83%
    Cedar 28.08%

    Scent© AI

  • Properties

    XLogP3-AA
    2.9

    Molecular weight
    162.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    197°C

    Flash point est.
    70.97 ˚C

  • Synonyms

    • 62338-43-6
    • Bicyclo[2.2.2]octa-2,5-diene, 1,2,3,6-tetramethyl-
    • 1,2,3,6-Tetramethylbicyclo[2.2.2]octa-2,5-diene
    • DTXSID20343527
    • AKVHDXDXXNIQJW-UHFFFAOYSA-N
    • DB-300909
    • 1,2,3,6-tetramethyl-bicyclo[2.2.2]octa-2,5-diene
    • 1,2,3,6-Tetramethylbicyclo[2.2.2]octa-2,5-diene #

  • Applications

    Featuring a bicyclo[2.2.2]octa-2,5-diene core bearing four methyl groups that makes it a strained, electron-rich diene, CAS 62338-43-6 is mainly used in synthesis and materials R&D as: a selective diene for Diels-Alder and related addition/redox transformations to access polycyclic frameworks and terpenoid-like derivatives; a transient eta4-diene ligand for low-valent transition-metal complexes, acting as a labile placeholder to generate precatalysts and deliver the metal into coupling, hydrogenation, or functionalization reactions; a feedstock for ROMP/metathesis and programmed derivatization to obtain functional polymers, cross-linked networks, and exploratory high-energy-density organic solids; a hydrogenation precursor used for hydrocarbon standards, hydrogenation-kinetics studies, and experimental fuel-property tuning; and a model molecule to probe ring strain, methyl-substituent effects on stereoselectivity and kinetics, and photochemical behavior—overall serving as a versatile building block and reference substrate for method development in organic, organometallic, and materials chemistry.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 89.96
    methanol 100.73
    isopropanol 69.1
    water 0.69
    ethyl acetate 160.97
    n-propanol 95.68
    acetone 121.14
    n-butanol 97.79
    acetonitrile 95.24
    DMF 195.64
    toluene 218.17
    isobutanol 64.4
    1,4-dioxane 405.01
    methyl acetate 137.67
    THF 474.65
    2-butanone 146.06
    n-pentanol 59.22
    sec-butanol 61.38
    n-hexane 58.17
    ethylene glycol 14.43
    NMP 154.12
    cyclohexane 76.06
    DMSO 95.62
    n-butyl acetate 218.06
    n-octanol 72.69
    chloroform 410.9
    n-propyl acetate 102.81
    acetic acid 48.9
    dichloromethane 367.89
    cyclohexanone 262.02
    propylene glycol 16.14
    isopropyl acetate 133.83
    DMAc 158.11
    2-ethoxyethanol 83.79
    isopentanol 83.1
    n-heptane 71.19
    ethyl formate 81.35
    1,2-dichloroethane 259.22
    n-hexanol 160.53
    2-methoxyethanol 129.15
    isobutyl acetate 95.14
    tetrachloromethane 143.7
    n-pentyl acetate 140.63
    transcutol 317.54
    n-heptanol 95.33
    ethylbenzene 140.28
    MIBK 134.13
    2-propoxyethanol 215.05
    tert-butanol 93.34
    MTBE 152.44
    2-butoxyethanol 138.63
    propionic acid 62.64
    o-xylene 161.81
    formic acid 21.61
    diethyl ether 224.9
    m-xylene 187.38
    p-xylene 155.61
    chlorobenzene 190.59
    dimethyl carbonate 85.62
    n-octane 33.43
    formamide 44.74
    cyclopentanone 288.76
    2-pentanone 157.8
    anisole 208.44
    cyclopentyl methyl ether 244.86
    gamma-butyrolactone 245.79
    1-methoxy-2-propanol 115.99
    pyridine 257.33
    3-pentanone 157.3
    furfural 213.26
    n-dodecane 21.6
    diethylene glycol 93.04
    diisopropyl ether 110.58
    tert-amyl alcohol 80.76
    acetylacetone 170.47
    n-hexadecane 25.72
    acetophenone 147.73
    methyl propionate 137.64
    isopentyl acetate 204.58
    trichloroethylene 370.31
    n-nonanol 77.32
    cyclohexanol 96.6
    benzyl alcohol 87.93
    2-ethylhexanol 120.37
    isooctanol 84.31
    dipropyl ether 222.71
    1,2-dichlorobenzene 198.55
    ethyl lactate 44.72
    propylene carbonate 131.63
    n-methylformamide 90.67
    2-pentanol 72.56
    n-pentane 55.06
    1-propoxy-2-propanol 160.68
    1-methoxy-2-propyl acetate 205.54
    2-(2-methoxypropoxy) propanol 132.04
    mesitylene 153.26
    ε-caprolactone 198.53
    p-cymene 128.85
    epichlorohydrin 293.57
    1,1,1-trichloroethane 266.84
    2-aminoethanol 35.79
    morpholine-4-carbaldehyde 250.3
    sulfolane 203.48
    2,2,4-trimethylpentane 28.11
    2-methyltetrahydrofuran 235.36
    n-hexyl acetate 169.55
    isooctane 32.28
    2-(2-butoxyethoxy)ethanol 155.59
    sec-butyl acetate 93.9
    tert-butyl acetate 167.77
    decalin 57.17
    glycerin 25.92
    diglyme 327.52
    acrylic acid 49.09
    isopropyl myristate 102.98
    n-butyric acid 103.0
    acetyl acetate 118.48
    di(2-ethylhexyl) phthalate 74.82
    ethyl propionate 119.57
    nitromethane 110.47
    1,2-diethoxyethane 243.51
    benzonitrile 125.0
    trioctyl phosphate 58.11
    1-bromopropane 194.76
    gamma-valerolactone 321.8
    n-decanol 60.37
    triethyl phosphate 97.94
    4-methyl-2-pentanol 62.24
    propionitrile 125.58
    vinylene carbonate 140.78
    1,1,2-trichlorotrifluoroethane 120.25
    DMS 153.29
    cumene 112.8
    2-octanol 65.02
    2-hexanone 120.66
    octyl acetate 104.83
    limonene 146.17
    1,2-dimethoxyethane 227.54
    ethyl orthosilicate 106.88
    tributyl phosphate 70.4
    diacetone alcohol 115.74
    N,N-dimethylaniline 156.5
    acrylonitrile 128.57
    aniline 143.55
    1,3-propanediol 60.9
    bromobenzene 234.21
    dibromomethane 264.0
    1,1,2,2-tetrachloroethane 266.44
    2-methyl-cyclohexyl acetate 148.18
    tetrabutyl urea 92.57
    diisobutyl methanol 89.98
    2-phenylethanol 158.15
    styrene 146.97
    dioctyl adipate 110.39
    dimethyl sulfate 99.73
    ethyl butyrate 165.77
    methyl lactate 50.58
    butyl lactate 79.42
    diethyl carbonate 117.25
    propanediol butyl ether 72.57
    triethyl orthoformate 144.95
    p-tert-butyltoluene 133.41
    methyl 4-tert-butylbenzoate 172.52
    morpholine 306.98
    tert-butylamine 83.84
    n-dodecanol 49.86
    dimethoxymethane 227.86
    ethylene carbonate 127.14
    cyrene 95.17
    2-ethoxyethyl acetate 183.7
    2-ethylhexyl acetate 189.05
    1,2,4-trichlorobenzene 203.72
    4-methylpyridine 243.16
    dibutyl ether 144.89
    2,6-dimethyl-4-heptanol 89.98
    DEF 158.17
    dimethyl isosorbide 260.98
    tetrachloroethylene 220.11
    eugenol 142.33
    triacetin 132.97
    span 80 108.5
    1,4-butanediol 21.11
    1,1-dichloroethane 218.88
    2-methyl-1-pentanol 60.04
    methyl formate 71.13
    2-methyl-1-butanol 74.03
    n-decane 36.43
    butyronitrile 125.08
    3,7-dimethyl-1-octanol 87.47
    1-chlorooctane 88.9
    1-chlorotetradecane 45.09
    n-nonane 34.22
    undecane 27.36
    tert-butylcyclohexane 56.52
    cyclooctane 50.07
    cyclopentanol 84.81
    tetrahydropyran 317.17
    tert-amyl methyl ether 127.72
    2,5,8-trioxanonane 223.96
    1-hexene 111.08
    2-isopropoxyethanol 73.97
    2,2,2-trifluoroethanol 30.99
    methyl butyrate 119.21

    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
Annual wormwood (China) 1 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.2%