Pentylcyclohexadiene

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  • Identifiers

    CAS number
    28553-95-9

    Molecular formula
    C11H18

    SMILES
    CCCCCC1=CC=CCC1

    Retention indicies (RI)

    • Carbowax: 1344.5

  • Odor profile

    Citrus 52.12%
    Spicy 33.31%
    Gassy 32.03%
    Woody 31.97%
    Herbal 31.52%
    Sweet 30.14%
    Waxy 27.2%
    Fatty 26.99%
    Fresh 26.8%
    Lemon 25.1%

    Scent© AI

  • Properties

    XLogP3-AA
    4.1

    Molecular weight
    150.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    204°C

    Flash point est.
    75.07 ˚C

  • Synonyms

    • pentylcyclohexadiene

  • Applications

    Pentylcyclohexadiene (CAS 28553-95-9) is an unsaturated hydrocarbon bearing a reactive cyclohexadiene motif, commonly leveraged as a synthetic intermediate for Diels–Alder cycloadditions and other functionalizations to access bicyclic or arylated scaffolds, as a precursor for hydrogenation/dehydrogenation into cyclohexane or alkylbenzene derivatives, and as a reactive monomer/functional unit in polymers and elastomers (thermoreversible Diels–Alder crosslinks, tuning hydrophobicity and chain mobility), while also serving as a nonpolar solvent/diluent in specialized formulations or reaction media at R&D scale; additionally, it can act as a building block toward pharmaceutical, agrochemical, and fragrance targets when a robust diene is required, and is occasionally used as an analytical reference material, noting it is flammable, prone to peroxide formation on storage, and should be handled under inert, cool, light-protected conditions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1245.2
    methanol 562.93
    isopropanol 1184.53
    water 0.01
    ethyl acetate 3708.57
    n-propanol 1261.55
    acetone 2123.01
    n-butanol 1654.27
    acetonitrile 1250.47
    DMF 776.5
    toluene 3455.81
    isobutanol 956.83
    1,4-dioxane 4481.65
    methyl acetate 1604.27
    THF 5818.28
    2-butanone 2409.89
    n-pentanol 1114.8
    sec-butanol 1394.89
    n-hexane 2759.23
    ethylene glycol 58.92
    NMP 673.01
    cyclohexane 4003.91
    DMSO 1410.05
    n-butyl acetate 6222.78
    n-octanol 694.5
    chloroform 4459.87
    n-propyl acetate 1897.44
    acetic acid 453.64
    dichloromethane 4520.1
    cyclohexanone 2768.97
    propylene glycol 148.7
    isopropyl acetate 2289.66
    DMAc 748.81
    2-ethoxyethanol 813.05
    isopentanol 1559.17
    n-heptane 2829.33
    ethyl formate 726.41
    1,2-dichloroethane 3766.23
    n-hexanol 2822.63
    2-methoxyethanol 1101.81
    isobutyl acetate 1188.89
    tetrachloromethane 1018.12
    n-pentyl acetate 1499.22
    transcutol 5628.61
    n-heptanol 696.51
    ethylbenzene 1311.92
    MIBK 1747.93
    2-propoxyethanol 2133.39
    tert-butanol 1827.25
    MTBE 4568.78
    2-butoxyethanol 823.94
    propionic acid 507.36
    o-xylene 1225.26
    formic acid 40.07
    diethyl ether 7990.86
    m-xylene 1644.84
    p-xylene 1142.24
    chlorobenzene 1711.06
    dimethyl carbonate 327.46
    n-octane 563.7
    formamide 76.49
    cyclopentanone 2043.58
    2-pentanone 2820.98
    anisole 1497.75
    cyclopentyl methyl ether 3712.84
    gamma-butyrolactone 1448.77
    1-methoxy-2-propanol 1110.58
    pyridine 3588.99
    3-pentanone 2082.4
    furfural 978.37
    n-dodecane 233.55
    diethylene glycol 580.71
    diisopropyl ether 2546.73
    tert-amyl alcohol 1631.97
    acetylacetone 1805.68
    n-hexadecane 282.08
    acetophenone 840.02
    methyl propionate 1486.37
    isopentyl acetate 4194.71
    trichloroethylene 4125.07
    n-nonanol 655.25
    cyclohexanol 1689.51
    benzyl alcohol 582.19
    2-ethylhexanol 2588.61
    isooctanol 625.24
    dipropyl ether 7672.43
    1,2-dichlorobenzene 1217.58
    ethyl lactate 286.08
    propylene carbonate 952.52
    n-methylformamide 284.5
    2-pentanol 1614.65
    n-pentane 2236.16
    1-propoxy-2-propanol 2383.86
    1-methoxy-2-propyl acetate 2602.77
    2-(2-methoxypropoxy) propanol 827.27
    mesitylene 1037.61
    ε-caprolactone 2143.84
    p-cymene 1081.28
    epichlorohydrin 2712.08
    1,1,1-trichloroethane 3575.61
    2-aminoethanol 182.84
    morpholine-4-carbaldehyde 1105.33
    sulfolane 1365.07
    2,2,4-trimethylpentane 513.39
    2-methyltetrahydrofuran 5449.34
    n-hexyl acetate 1900.77
    isooctane 529.5
    2-(2-butoxyethoxy)ethanol 1290.82
    sec-butyl acetate 1434.21
    tert-butyl acetate 2320.28
    decalin 907.49
    glycerin 155.1
    diglyme 2698.45
    acrylic acid 266.89
    isopropyl myristate 781.71
    n-butyric acid 1469.2
    acetyl acetate 1355.18
    di(2-ethylhexyl) phthalate 405.78
    ethyl propionate 1602.22
    nitromethane 710.55
    1,2-diethoxyethane 6402.13
    benzonitrile 1043.62
    trioctyl phosphate 321.22
    1-bromopropane 5188.11
    gamma-valerolactone 1782.49
    n-decanol 495.01
    triethyl phosphate 636.3
    4-methyl-2-pentanol 885.52
    propionitrile 1545.97
    vinylene carbonate 681.51
    1,1,2-trichlorotrifluoroethane 943.92
    DMS 798.55
    cumene 680.48
    2-octanol 493.35
    2-hexanone 2113.29
    octyl acetate 816.75
    limonene 2272.91
    1,2-dimethoxyethane 2728.18
    ethyl orthosilicate 793.2
    tributyl phosphate 498.64
    diacetone alcohol 1200.8
    N,N-dimethylaniline 794.94
    acrylonitrile 997.29
    aniline 1322.02
    1,3-propanediol 431.26
    bromobenzene 2469.06
    dibromomethane 4120.41
    1,1,2,2-tetrachloroethane 3298.16
    2-methyl-cyclohexyl acetate 1419.95
    tetrabutyl urea 605.03
    diisobutyl methanol 1410.22
    2-phenylethanol 1149.28
    styrene 1628.01
    dioctyl adipate 806.95
    dimethyl sulfate 339.73
    ethyl butyrate 3571.46
    methyl lactate 267.83
    butyl lactate 520.66
    diethyl carbonate 1460.04
    propanediol butyl ether 438.12
    triethyl orthoformate 1924.49
    p-tert-butyltoluene 1011.91
    methyl 4-tert-butylbenzoate 648.72
    morpholine 4391.71
    tert-butylamine 1903.07
    n-dodecanol 404.18
    dimethoxymethane 1562.69
    ethylene carbonate 765.35
    cyrene 367.87
    2-ethoxyethyl acetate 1708.41
    2-ethylhexyl acetate 3721.2
    1,2,4-trichlorobenzene 1247.07
    4-methylpyridine 3028.86
    dibutyl ether 3922.26
    2,6-dimethyl-4-heptanol 1410.22
    DEF 1976.35
    dimethyl isosorbide 1435.5
    tetrachloroethylene 2139.24
    eugenol 478.82
    triacetin 946.92
    span 80 803.18
    1,4-butanediol 134.14
    1,1-dichloroethane 3539.16
    2-methyl-1-pentanol 1153.93
    methyl formate 212.99
    2-methyl-1-butanol 1366.62
    n-decane 487.85
    butyronitrile 2337.71
    3,7-dimethyl-1-octanol 1050.99
    1-chlorooctane 1191.65
    1-chlorotetradecane 425.8
    n-nonane 606.5
    undecane 311.75
    tert-butylcyclohexane 724.55
    cyclooctane 1573.9
    cyclopentanol 995.38
    tetrahydropyran 7920.48
    tert-amyl methyl ether 2806.82
    2,5,8-trioxanonane 1536.53
    1-hexene 4962.74
    2-isopropoxyethanol 726.81
    2,2,2-trifluoroethanol 66.68
    methyl butyrate 1860.5

    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
Celery seed (France) 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 3.3%
Celery flower 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 3.0%
Celery seed 1 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 0.9%
Celery leaf 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 1.0%
Celery root 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 0.1%
Celery stem 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 0.8%
Lovage seed (France) 8016-31-7 Levisticum officinale Koch, fam. Apiaceae (Umbelliferae) 0.52%
Pimento (Allspice) (Jamaica) 2 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.2%
Celery seed (India) 1 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 0.8%
Celery seed (India) 5 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 4.0%