2-Penten-1-ol, 5-[(1S,5S,6R)-2,6-dimethylbicyclo[3.1.1]hept-2-en-6-yl]-2-methyl-, (2Z)-

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  • Identifiers

    CAS number
    88034-74-6

    Molecular formula
    C15H24O

    SMILES
    CC1=CC[C@H]2C[C@@H]1[C@]2(C)CC/C=C(/C)\CO

    Retention indicies (RI)

    • DB5: 1693.0

  • Odor profile

    Woody 80.28%
    Sandalwood 57.44%
    Sweet 47.54%
    Amber 40.37%
    Waxy 39.06%
    Balsamic 38.64%
    Powdery 37.96%
    Floral 33.9%
    Dry 33.49%
    Oily 31.9%

    Scent© AI

  • Properties

    XLogP3-AA
    3.6

    Molecular weight
    220.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    331°C

    Flash point est.
    129.28 ˚C

  • Synonyms

    • 88034-74-6
    • 2-Penten-1-ol, 5-[(1S,5S,6R)-2,6-dimethylbicyclo[3.1.1]hept-2-en-6-yl]-2-methyl-, (2Z)-
    • Bergamotol
    • trans-I+/--Bergamotol
    • SCHEMBL17685736
    • JGINTSAQGRHGMG-NLJYZETGSA-N
    • DTXSID101316049
    • (Z)-TRANS-ALPHA-BERGAMOTOL
    • G89274

  • Applications

    2-Penten-1-ol, 5-[(1S,5S,6R)-2,6-dimethylbicyclo[3.1.1]hept-2-en-6-yl]-2-methyl-, (2Z)- (CAS 88034-74-6) is an allylic alcohol on a bicyclic monoterpenoid scaffold, valued for its bulky hydrophobic core and defined stereochemistry. In R&D it serves as a versatile intermediate to access esters, carbonates, ethers, urethanes, epoxides, and oxidized congeners (aldehydes/acids), enabling structure–odor and structure–property libraries. In fragrance work, when appropriately evaluated, the parent alcohol or its derivatives may impart green, woody, resinous, coniferous nuances typical of terpenes, boosting citrus–pine “clean” facets in home and personal care; safety, stability, and regulatory compliance (e.g., IFRA, FEMA/GRAS) must be verified before product use. In synthetic methodology it is a model substrate to probe selectivity on complex, chiral, polyunsaturated frameworks (allylic oxidation, epoxidation, hydroboration–oxidation, ozonolysis) and to study the impact of configuration (1S,5S,6R; Z/E) on reactivity and sensory attributes. In analytical chemistry it can act as a reference for GC–MS/chiral GC method development (retention indices, resolution of geometric and stereoisomers). After functionalization (e.g., acrylation/urethane formation or esterification), the terpenic core can serve as a hydrophobic modifier or slow-release pro-fragrance in coatings, inks, and polymer matrices, and as a model for controlled-release studies. Note its susceptibility to allylic oxidation/isomerization; store tightly closed, cool, protected from light and strong acid/base catalysts.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1859.72
    methanol 1211.75
    isopropanol 1676.48
    water 1.33
    ethyl acetate 1567.65
    n-propanol 1574.77
    acetone 1219.45
    n-butanol 1527.79
    acetonitrile 833.27
    DMF 634.25
    toluene 625.99
    isobutanol 889.38
    1,4-dioxane 2301.64
    methyl acetate 846.58
    THF 2243.09
    2-butanone 963.37
    n-pentanol 442.74
    sec-butanol 703.09
    n-hexane 56.8
    ethylene glycol 109.13
    NMP 136.96
    cyclohexane 151.31
    DMSO 311.65
    n-butyl acetate 669.45
    n-octanol 133.85
    chloroform 1373.45
    n-propyl acetate 439.75
    acetic acid 431.0
    dichloromethane 909.36
    cyclohexanone 624.19
    propylene glycol 200.99
    isopropyl acetate 872.5
    DMAc 354.35
    2-ethoxyethanol 710.71
    isopentanol 1004.79
    n-heptane 41.18
    ethyl formate 472.02
    1,2-dichloroethane 719.72
    n-hexanol 663.49
    2-methoxyethanol 1677.45
    isobutyl acetate 278.03
    tetrachloromethane 255.38
    n-pentyl acetate 269.66
    transcutol 2773.39
    n-heptanol 205.59
    ethylbenzene 170.51
    MIBK 557.46
    2-propoxyethanol 1169.62
    tert-butanol 1328.28
    MTBE 1897.94
    2-butoxyethanol 460.28
    propionic acid 385.92
    o-xylene 236.58
    formic acid 161.32
    diethyl ether 2715.96
    m-xylene 384.35
    p-xylene 182.48
    chlorobenzene 372.79
    dimethyl carbonate 249.42
    n-octane 14.85
    formamide 333.65
    cyclopentanone 609.58
    2-pentanone 997.77
    anisole 388.91
    cyclopentyl methyl ether 841.98
    gamma-butyrolactone 559.4
    1-methoxy-2-propanol 1243.22
    pyridine 875.12
    3-pentanone 582.16
    furfural 447.48
    n-dodecane 9.14
    diethylene glycol 615.57
    diisopropyl ether 532.69
    tert-amyl alcohol 598.78
    acetylacetone 701.88
    n-hexadecane 10.77
    acetophenone 221.52
    methyl propionate 759.49
    isopentyl acetate 553.88
    trichloroethylene 1022.9
    n-nonanol 127.32
    cyclohexanol 505.68
    benzyl alcohol 244.06
    2-ethylhexanol 255.58
    isooctanol 164.11
    dipropyl ether 527.04
    1,2-dichlorobenzene 271.72
    ethyl lactate 158.57
    propylene carbonate 307.86
    n-methylformamide 524.5
    2-pentanol 779.39
    n-pentane 129.51
    1-propoxy-2-propanol 710.77
    1-methoxy-2-propyl acetate 768.03
    2-(2-methoxypropoxy) propanol 341.79
    mesitylene 219.66
    ε-caprolactone 530.13
    p-cymene 110.77
    epichlorohydrin 924.59
    1,1,1-trichloroethane 641.55
    2-aminoethanol 408.8
    morpholine-4-carbaldehyde 543.0
    sulfolane 256.54
    2,2,4-trimethylpentane 42.52
    2-methyltetrahydrofuran 1107.02
    n-hexyl acetate 299.61
    isooctane 58.77
    2-(2-butoxyethoxy)ethanol 598.85
    sec-butyl acetate 347.46
    tert-butyl acetate 771.89
    decalin 38.04
    glycerin 233.34
    diglyme 1153.29
    acrylic acid 224.61
    isopropyl myristate 109.86
    n-butyric acid 880.98
    acetyl acetate 530.83
    di(2-ethylhexyl) phthalate 98.08
    ethyl propionate 397.6
    nitromethane 633.96
    1,2-diethoxyethane 1223.75
    benzonitrile 286.32
    trioctyl phosphate 70.04
    1-bromopropane 629.48
    gamma-valerolactone 875.57
    n-decanol 87.36
    triethyl phosphate 126.77
    4-methyl-2-pentanol 422.18
    propionitrile 856.68
    vinylene carbonate 344.51
    1,1,2-trichlorotrifluoroethane 416.08
    DMS 258.1
    cumene 116.13
    2-octanol 108.83
    2-hexanone 318.34
    octyl acetate 129.62
    limonene 141.62
    1,2-dimethoxyethane 1127.74
    ethyl orthosilicate 146.91
    tributyl phosphate 90.36
    diacetone alcohol 581.57
    N,N-dimethylaniline 201.17
    acrylonitrile 606.92
    aniline 592.33
    1,3-propanediol 935.84
    bromobenzene 378.79
    dibromomethane 712.87
    1,1,2,2-tetrachloroethane 752.62
    2-methyl-cyclohexyl acetate 211.87
    tetrabutyl urea 92.91
    diisobutyl methanol 189.02
    2-phenylethanol 352.95
    styrene 197.95
    dioctyl adipate 129.27
    dimethyl sulfate 168.27
    ethyl butyrate 411.24
    methyl lactate 228.84
    butyl lactate 202.02
    diethyl carbonate 243.34
    propanediol butyl ether 303.58
    triethyl orthoformate 300.86
    p-tert-butyltoluene 122.72
    methyl 4-tert-butylbenzoate 222.85
    morpholine 2343.98
    tert-butylamine 991.81
    n-dodecanol 63.11
    dimethoxymethane 1314.93
    ethylene carbonate 351.27
    cyrene 165.62
    2-ethoxyethyl acetate 534.55
    2-ethylhexyl acetate 386.52
    1,2,4-trichlorobenzene 282.71
    4-methylpyridine 748.5
    dibutyl ether 254.35
    2,6-dimethyl-4-heptanol 189.02
    DEF 559.72
    dimethyl isosorbide 426.79
    tetrachloroethylene 522.23
    eugenol 205.75
    triacetin 275.65
    span 80 230.5
    1,4-butanediol 162.69
    1,1-dichloroethane 908.89
    2-methyl-1-pentanol 311.48
    methyl formate 286.86
    2-methyl-1-butanol 699.88
    n-decane 18.25
    butyronitrile 962.22
    3,7-dimethyl-1-octanol 178.14
    1-chlorooctane 79.95
    1-chlorotetradecane 27.14
    n-nonane 17.45
    undecane 12.4
    tert-butylcyclohexane 39.92
    cyclooctane 49.93
    cyclopentanol 378.08
    tetrahydropyran 2164.14
    tert-amyl methyl ether 637.43
    2,5,8-trioxanonane 598.91
    1-hexene 208.0
    2-isopropoxyethanol 458.28
    2,2,2-trifluoroethanol 152.7
    methyl butyrate 409.46

    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
Sandalwood, indian (India) 2 8006-87-9 Santalum album L., fam. Santalaceae 3.9%
Hyptis suaveolens (India) 1 Hyptis suaveolens (L.) Poit., fam. Lamiaceae (Labiatae) 2.0%
Sandalwood, australian (Australia) Santalum spicatum L., fam. Santalaceae 5.0%
Sandalwood, queenslandian (Australia) Santalum lanceolatum L., fam. Santalaceae 2.0%
Hyptis suaveolens (Mali) Hyptis suaveolens (L.) Poit., fam. Lamiaceae (Labiatae) 2.05%