2-[(2R,5S)-5-ethenyl-5-methyloxolan-2-yl]propan-1-ol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    33081-34-4

    Molecular formula
    C10H18O2

    SMILES
    CC(CO)[C@H]1CC[C@@](O1)(C)C=C

  • Odor profile

    Floral 78.18%
    Sweet 53.68%
    Fresh 50.07%
    Green 48.89%
    Herbal 47.39%
    Woody 38.61%
    Mint 35.99%
    Lily 32.91%
    Spicy 31.3%
    Natural 30.42%

    Scent© AI

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    8.58 (weak base)

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    235°C

    Flash point est.
    95.83 ˚C

  • Synonyms

    • 33081-34-4
    • 2-((2R,5S)-5-Methyl-5-vinyltetrahydrofuran-2-yl)propan-1-ol

  • Applications

    In chemical research and industry, 2-[(2R,5S)-5-ethenyl-5-methyloxolan-2-yl]propan-1-ol (CAS 33081-34-4) is applied as a stereodefined building block to install the 2,5-disubstituted tetrahydrofuran motif found in numerous natural products, pheromones, fragrance ingredients, and agrochemical leads; its primary alcohol enables ester, urethane, or carbonate formation to prepare pro-precursors, flavor–fragrance intermediates, and derivatized libraries, while the ethenyl handle supports transformations such as hydroboration–oxidation, epoxidation, olefin metathesis, thiol–ene click, and radical additions, making it valuable for rapid access to diols, epoxides, halogen/boron derivatives, or conjugated frameworks; after functionalization (e.g., acrylation or isocyanate attachment) it serves as a reactive monomer for UV-curable resins, coatings, inks, and adhesives with tunable flexibility and modulus; analytically, it is used as a reference standard or probe for enantioselective GC/LC method development and for optimizing catalyst conditions with stereochemical control; additionally, its terpenoid-like character and THF scaffold support structure–odor studies in fragrance design and fast synthesis of stereocontrolled intermediates for medicinal and synthetic organic chemistry.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1433.22
    methanol 1510.99
    isopropanol 1387.81
    water 15.39
    ethyl acetate 641.18
    n-propanol 1127.76
    acetone 669.3
    n-butanol 1112.4
    acetonitrile 677.17
    DMF 669.98
    toluene 240.21
    isobutanol 934.07
    1,4-dioxane 1197.86
    methyl acetate 562.03
    THF 1411.49
    2-butanone 571.82
    n-pentanol 613.14
    sec-butanol 946.83
    n-hexane 57.64
    ethylene glycol 351.77
    NMP 452.72
    cyclohexane 108.54
    DMSO 815.67
    n-butyl acetate 460.04
    n-octanol 304.56
    chloroform 1724.52
    n-propyl acetate 334.93
    acetic acid 683.42
    dichloromethane 1409.02
    cyclohexanone 649.81
    propylene glycol 608.88
    isopropyl acetate 425.82
    DMAc 560.81
    2-ethoxyethanol 700.5
    isopentanol 927.47
    n-heptane 54.35
    ethyl formate 494.09
    1,2-dichloroethane 625.46
    n-hexanol 749.01
    2-methoxyethanol 1188.7
    isobutyl acetate 272.66
    tetrachloromethane 340.33
    n-pentyl acetate 261.23
    transcutol 1581.76
    n-heptanol 298.2
    ethylbenzene 134.59
    MIBK 383.72
    2-propoxyethanol 904.76
    tert-butanol 1393.58
    MTBE 853.67
    2-butoxyethanol 440.67
    propionic acid 586.41
    o-xylene 184.21
    formic acid 301.49
    diethyl ether 661.48
    m-xylene 210.77
    p-xylene 198.25
    chlorobenzene 355.21
    dimethyl carbonate 184.2
    n-octane 22.92
    formamide 337.22
    cyclopentanone 654.66
    2-pentanone 522.33
    anisole 348.48
    cyclopentyl methyl ether 533.73
    gamma-butyrolactone 757.94
    1-methoxy-2-propanol 932.28
    pyridine 540.63
    3-pentanone 307.35
    furfural 692.91
    n-dodecane 22.82
    diethylene glycol 694.99
    diisopropyl ether 206.1
    tert-amyl alcohol 896.88
    acetylacetone 497.97
    n-hexadecane 25.71
    acetophenone 282.92
    methyl propionate 414.73
    isopentyl acetate 440.36
    trichloroethylene 1041.19
    n-nonanol 243.87
    cyclohexanol 637.87
    benzyl alcohol 327.68
    2-ethylhexanol 340.37
    isooctanol 239.23
    dipropyl ether 290.35
    1,2-dichlorobenzene 330.29
    ethyl lactate 200.79
    propylene carbonate 531.77
    n-methylformamide 459.73
    2-pentanol 688.23
    n-pentane 87.49
    1-propoxy-2-propanol 579.62
    1-methoxy-2-propyl acetate 429.01
    2-(2-methoxypropoxy) propanol 387.86
    mesitylene 146.94
    ε-caprolactone 595.79
    p-cymene 127.38
    epichlorohydrin 880.19
    1,1,1-trichloroethane 726.18
    2-aminoethanol 705.56
    morpholine-4-carbaldehyde 685.05
    sulfolane 716.04
    2,2,4-trimethylpentane 65.52
    2-methyltetrahydrofuran 905.06
    n-hexyl acetate 392.68
    isooctane 58.45
    2-(2-butoxyethoxy)ethanol 546.09
    sec-butyl acetate 254.98
    tert-butyl acetate 425.94
    decalin 54.42
    glycerin 605.78
    diglyme 878.43
    acrylic acid 432.48
    isopropyl myristate 159.43
    n-butyric acid 871.16
    acetyl acetate 379.08
    di(2-ethylhexyl) phthalate 165.53
    ethyl propionate 272.43
    nitromethane 706.39
    1,2-diethoxyethane 477.04
    benzonitrile 409.08
    trioctyl phosphate 132.34
    1-bromopropane 549.99
    gamma-valerolactone 800.77
    n-decanol 177.1
    triethyl phosphate 147.18
    4-methyl-2-pentanol 402.91
    propionitrile 644.19
    vinylene carbonate 500.63
    1,1,2-trichlorotrifluoroethane 578.46
    DMS 255.81
    cumene 120.23
    2-octanol 201.43
    2-hexanone 343.28
    octyl acetate 191.55
    limonene 176.53
    1,2-dimethoxyethane 898.85
    ethyl orthosilicate 150.6
    tributyl phosphate 158.2
    diacetone alcohol 467.07
    N,N-dimethylaniline 222.33
    acrylonitrile 570.65
    aniline 408.78
    1,3-propanediol 880.37
    bromobenzene 360.61
    dibromomethane 915.44
    1,1,2,2-tetrachloroethane 867.02
    2-methyl-cyclohexyl acetate 260.15
    tetrabutyl urea 168.47
    diisobutyl methanol 200.21
    2-phenylethanol 348.59
    styrene 167.87
    dioctyl adipate 204.06
    dimethyl sulfate 264.31
    ethyl butyrate 308.69
    methyl lactate 275.8
    butyl lactate 232.18
    diethyl carbonate 220.27
    propanediol butyl ether 468.3
    triethyl orthoformate 227.61
    p-tert-butyltoluene 127.8
    methyl 4-tert-butylbenzoate 286.59
    morpholine 1220.93
    tert-butylamine 968.84
    n-dodecanol 136.16
    dimethoxymethane 546.41
    ethylene carbonate 451.74
    cyrene 305.68
    2-ethoxyethyl acetate 328.23
    2-ethylhexyl acetate 307.53
    1,2,4-trichlorobenzene 390.79
    4-methylpyridine 550.79
    dibutyl ether 238.92
    2,6-dimethyl-4-heptanol 200.21
    DEF 440.55
    dimethyl isosorbide 506.67
    tetrachloroethylene 578.78
    eugenol 276.89
    triacetin 344.55
    span 80 344.99
    1,4-butanediol 389.45
    1,1-dichloroethane 875.76
    2-methyl-1-pentanol 506.14
    methyl formate 358.99
    2-methyl-1-butanol 780.29
    n-decane 38.0
    butyronitrile 781.31
    3,7-dimethyl-1-octanol 304.33
    1-chlorooctane 149.81
    1-chlorotetradecane 61.65
    n-nonane 36.28
    undecane 28.17
    tert-butylcyclohexane 60.03
    cyclooctane 39.76
    cyclopentanol 682.74
    tetrahydropyran 1013.05
    tert-amyl methyl ether 443.75
    2,5,8-trioxanonane 561.19
    1-hexene 213.16
    2-isopropoxyethanol 486.63
    2,2,2-trifluoroethanol 267.4
    methyl butyrate 373.74

    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
Davana (India) 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 0.05%
Davana (India) 2 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 0.5%
Boronia megastigma 91771-36-7 Boronia megastigma Nees., fam. Rutaceae 0.01%