5-(3,3-Dimethyloxiran-2-yl)-3-methylpent-1-en-3-ol

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  • Identifiers

    CAS number
    15249-35-1

    Molecular formula
    C10H18O2

    SMILES
    CC1(C(O1)CCC(C)(C=C)O)C

  • Odor profile

    Woody 72.66%
    Floral 66.58%
    Sweet 55.26%
    Fresh 46.47%
    Herbal 33.71%
    Citrus 32.53%
    Balsamic 30.86%
    Mint 30.23%
    Lily 28.93%
    Pine 27.35%

    Scent© AI

  • Properties

    XLogP3-AA
    1.4

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    211°C

    Flash point est.
    80.92 ˚C

  • Synonyms

    • cis-Linaloloxide
    • 5-(3,3-dimethyloxiran-2-yl)-3-methylpent-1-en-3-ol
    • 15249-35-1
    • Oxiranepropanol,alpha-ethenyl-alpha,3,3-trimethyl-(9CI)
    • 5-(3,3-Dimethyl-2-oxiranyl)-3-methyl-1-penten-3-ol
    • 2-Furanmethanol,5-ethenyltetrahydro-a,a,5-trimethyl-
    • LINALOL OXIDE
    • 6,7-Epoxy-3,7-dimethyl-1-octen-3-ol
    • SCHEMBL111541
    • CHEMBL2228375
    • AKOS015905686
    • 5-(3,3-Dimethyl-2-oxiranyl)-3-methyl-1-penten-3-ol #

  • Applications

    5-(3,3-Dimethyloxiran-2-yl)-3-methylpent-1-en-3-ol (CAS 15249-35-1) is a multifunctional epoxide–allylic alcohol used mainly as a building block in organic synthesis and materials science: it enables access to diols, amino alcohols, and other functionalized derivatives via stereoselective epoxide ring opening, serves as a precursor to oxidized terpene/isoprenoid motifs in fragrance and flavor research, acts as a fragment in medicinal chemistry for library generation and SAR exploration, provides a reactive unit for crosslinking or surface functionalization in polymers, epoxy resins, and UV‑curable coatings, offers a model substrate for mechanistic studies of epoxide ring opening and development of asymmetric catalysis, and functions as a reference standard for analytical method development; these applications are typically at R&D scale and require handling consistent with epoxide safety practices.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 565.3
    methanol 646.88
    isopropanol 359.27
    water 6.74
    ethyl acetate 172.16
    n-propanol 338.51
    acetone 159.19
    n-butanol 307.68
    acetonitrile 168.84
    DMF 188.63
    toluene 76.2
    isobutanol 206.19
    1,4-dioxane 467.29
    methyl acetate 169.7
    THF 447.06
    2-butanone 159.62
    n-pentanol 205.37
    sec-butanol 260.51
    n-hexane 26.85
    ethylene glycol 141.93
    NMP 146.02
    cyclohexane 38.63
    DMSO 176.87
    n-butyl acetate 125.56
    n-octanol 127.78
    chloroform 325.56
    n-propyl acetate 108.53
    acetic acid 232.83
    dichloromethane 245.54
    cyclohexanone 164.42
    propylene glycol 216.94
    isopropyl acetate 119.38
    DMAc 244.41
    2-ethoxyethanol 354.73
    isopentanol 232.58
    n-heptane 26.6
    ethyl formate 115.88
    1,2-dichloroethane 109.92
    n-hexanol 237.99
    2-methoxyethanol 520.75
    isobutyl acetate 87.51
    tetrachloromethane 57.59
    n-pentyl acetate 85.67
    transcutol 760.9
    n-heptanol 115.27
    ethylbenzene 56.22
    MIBK 101.82
    2-propoxyethanol 394.63
    tert-butanol 327.4
    MTBE 225.8
    2-butoxyethanol 207.59
    propionic acid 164.48
    o-xylene 59.66
    formic acid 176.43
    diethyl ether 215.09
    m-xylene 60.14
    p-xylene 76.29
    chlorobenzene 70.92
    dimethyl carbonate 58.96
    n-octane 11.38
    formamide 197.44
    cyclopentanone 144.77
    2-pentanone 131.77
    anisole 132.5
    cyclopentyl methyl ether 154.94
    gamma-butyrolactone 159.64
    1-methoxy-2-propanol 363.45
    pyridine 180.24
    3-pentanone 96.6
    furfural 180.13
    n-dodecane 11.45
    diethylene glycol 342.82
    diisopropyl ether 70.17
    tert-amyl alcohol 247.53
    acetylacetone 126.26
    n-hexadecane 12.43
    acetophenone 103.42
    methyl propionate 122.96
    isopentyl acetate 126.21
    trichloroethylene 183.02
    n-nonanol 115.78
    cyclohexanol 169.32
    benzyl alcohol 119.03
    2-ethylhexanol 123.7
    isooctanol 89.35
    dipropyl ether 124.47
    1,2-dichlorobenzene 68.66
    ethyl lactate 82.93
    propylene carbonate 114.89
    n-methylformamide 148.68
    2-pentanol 184.59
    n-pentane 32.49
    1-propoxy-2-propanol 254.87
    1-methoxy-2-propyl acetate 168.4
    2-(2-methoxypropoxy) propanol 202.13
    mesitylene 41.17
    ε-caprolactone 171.72
    p-cymene 44.26
    epichlorohydrin 224.34
    1,1,1-trichloroethane 113.08
    2-aminoethanol 265.3
    morpholine-4-carbaldehyde 319.21
    sulfolane 134.58
    2,2,4-trimethylpentane 19.07
    2-methyltetrahydrofuran 262.57
    n-hexyl acetate 145.02
    isooctane 14.93
    2-(2-butoxyethoxy)ethanol 283.3
    sec-butyl acetate 91.35
    tert-butyl acetate 122.51
    decalin 22.76
    glycerin 236.38
    diglyme 419.19
    acrylic acid 124.05
    isopropyl myristate 63.88
    n-butyric acid 203.95
    acetyl acetate 108.35
    di(2-ethylhexyl) phthalate 67.12
    ethyl propionate 98.65
    nitromethane 210.87
    1,2-diethoxyethane 220.15
    benzonitrile 106.09
    trioctyl phosphate 48.58
    1-bromopropane 97.79
    gamma-valerolactone 274.12
    n-decanol 83.55
    triethyl phosphate 63.46
    4-methyl-2-pentanol 123.87
    propionitrile 149.88
    vinylene carbonate 116.81
    1,1,2-trichlorotrifluoroethane 201.48
    DMS 104.68
    cumene 45.74
    2-octanol 72.29
    2-hexanone 114.6
    octyl acetate 79.97
    limonene 61.03
    1,2-dimethoxyethane 408.12
    ethyl orthosilicate 67.77
    tributyl phosphate 59.84
    diacetone alcohol 161.07
    N,N-dimethylaniline 95.93
    acrylonitrile 136.33
    aniline 116.6
    1,3-propanediol 322.93
    bromobenzene 65.67
    dibromomethane 162.56
    1,1,2,2-tetrachloroethane 173.02
    2-methyl-cyclohexyl acetate 104.89
    tetrabutyl urea 72.28
    diisobutyl methanol 71.58
    2-phenylethanol 138.48
    styrene 62.88
    dioctyl adipate 86.5
    dimethyl sulfate 63.7
    ethyl butyrate 103.33
    methyl lactate 98.32
    butyl lactate 88.98
    diethyl carbonate 81.03
    propanediol butyl ether 209.85
    triethyl orthoformate 98.42
    p-tert-butyltoluene 43.35
    methyl 4-tert-butylbenzoate 101.99
    morpholine 520.17
    tert-butylamine 214.72
    n-dodecanol 62.02
    dimethoxymethane 215.67
    ethylene carbonate 107.01
    cyrene 145.55
    2-ethoxyethyl acetate 136.95
    2-ethylhexyl acetate 103.34
    1,2,4-trichlorobenzene 86.75
    4-methylpyridine 164.24
    dibutyl ether 106.41
    2,6-dimethyl-4-heptanol 71.58
    DEF 150.02
    dimethyl isosorbide 247.92
    tetrachloroethylene 122.98
    eugenol 113.85
    triacetin 137.82
    span 80 168.23
    1,4-butanediol 145.19
    1,1-dichloroethane 132.88
    2-methyl-1-pentanol 162.15
    methyl formate 92.72
    2-methyl-1-butanol 192.31
    n-decane 19.1
    butyronitrile 168.32
    3,7-dimethyl-1-octanol 111.62
    1-chlorooctane 56.19
    1-chlorotetradecane 25.28
    n-nonane 16.98
    undecane 14.3
    tert-butylcyclohexane 22.93
    cyclooctane 16.97
    cyclopentanol 153.01
    tetrahydropyran 311.17
    tert-amyl methyl ether 155.39
    2,5,8-trioxanonane 295.9
    1-hexene 72.92
    2-isopropoxyethanol 229.23
    2,2,2-trifluoroethanol 82.39
    methyl butyrate 114.41

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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
Mentha spicata (Greece) Chemotype I Mentha spicata L. (Chemotype I), fam. Lamiaceae (Labiatae) 0.7%
Marjoram, spanish (Spain) 2 8016-33-9 Thymus mastichina L., fam. Lamiaceae (Labiatae) 19.41%
Bois-de-Rose (Brazil) 1c 8015-77-8 Aniba rosaeodora var. amazonica Ducke, fam. Lauraceae 0.35%
Bois-de-Rose (Brazil) 1b 8015-77-8 Abina rosaeodora var. amazonica Ducke, fam. Laureaceae 0.19%
Bois-de-Rose (Brazil) 1a 8015-77-8 Aniba rosaeodora var. amazonica Ducke, fam. Lauraceae 0.19%
Spike lavender (Spain) 5 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.07%