1,2-Epoxyneomenthyl acetate

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  • Identifiers

    CAS number
    51795-18-7

    Molecular formula
    C12H20O3

    SMILES
    CC1CCC2(C(C1)(O2)OC(=O)C)C(C)C

  • Odor profile

    Mint 56.0%
    Herbal 54.74%
    Fruity 46.36%
    Cooling 39.22%
    Fresh 38.43%
    Sweet 36.8%
    Floral 36.16%
    Woody 31.46%
    Camphoreous 25.63%
    Pine 24.39%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    8.1 (weak base)

    Molecular weight
    212.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    255°C

    Flash point est.
    115.67 ˚C

  • Synonyms

    • 1,2-epoxyneomenthyl acetate

  • Applications

    1,2-Epoxyneomenthyl acetate (CAS 51795-18-7) is a chiral monoterpenoid epoxide used as a stereochemically defined building block in advanced synthesis: it undergoes selective ring-opening to access diols, amino alcohols, ethers, and thioethers with high stereocontrol; serves as an intermediate to tailor menthane frameworks in fragrance and flavor chemistry (tuning minty, herbal, or camphoraceous notes) and to explore structure–odor relationships; and is employed in research as a model substrate to study epoxide-opening mechanisms (acid/base, metal-catalyzed, or epoxide hydrolase mediated), as a reference/standard in GC-MS and chiral chromatography for terpenoid epoxides, and as a convenient starting point for generating derivative libraries for screening in medicinal/agrochemical discovery and precision organic synthesis.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 136.37
    methanol 167.41
    isopropanol 127.03
    water 1.05
    ethyl acetate 148.16
    n-propanol 127.93
    acetone 207.04
    n-butanol 108.54
    acetonitrile 157.13
    DMF 273.52
    toluene 155.89
    isobutanol 100.35
    1,4-dioxane 376.73
    methyl acetate 191.84
    THF 551.24
    2-butanone 197.1
    n-pentanol 93.31
    sec-butanol 122.72
    n-hexane 10.74
    ethylene glycol 43.2
    NMP 392.9
    cyclohexane 30.06
    DMSO 182.92
    n-butyl acetate 133.87
    n-octanol 73.0
    chloroform 754.51
    n-propyl acetate 119.0
    acetic acid 191.15
    dichloromethane 578.1
    cyclohexanone 355.08
    propylene glycol 68.37
    isopropyl acetate 108.51
    DMAc 261.7
    2-ethoxyethanol 118.95
    isopentanol 97.11
    n-heptane 8.36
    ethyl formate 130.66
    1,2-dichloroethane 239.69
    n-hexanol 117.56
    2-methoxyethanol 168.06
    isobutyl acetate 98.62
    tetrachloromethane 81.41
    n-pentyl acetate 112.55
    transcutol 201.27
    n-heptanol 63.63
    ethylbenzene 86.43
    MIBK 102.76
    2-propoxyethanol 184.25
    tert-butanol 132.48
    MTBE 115.53
    2-butoxyethanol 109.01
    propionic acid 149.79
    o-xylene 96.05
    formic acid 63.71
    diethyl ether 93.03
    m-xylene 94.78
    p-xylene 138.47
    chlorobenzene 226.81
    dimethyl carbonate 75.54
    n-octane 5.79
    formamide 93.05
    cyclopentanone 411.09
    2-pentanone 139.73
    anisole 157.08
    cyclopentyl methyl ether 170.45
    gamma-butyrolactone 453.31
    1-methoxy-2-propanol 143.79
    pyridine 358.56
    3-pentanone 113.16
    furfural 363.39
    n-dodecane 8.37
    diethylene glycol 145.37
    diisopropyl ether 37.79
    tert-amyl alcohol 123.05
    acetylacetone 180.59
    n-hexadecane 9.75
    acetophenone 159.91
    methyl propionate 126.1
    isopentyl acetate 136.63
    trichloroethylene 537.5
    n-nonanol 68.55
    cyclohexanol 151.01
    benzyl alcohol 143.63
    2-ethylhexanol 72.83
    isooctanol 54.86
    dipropyl ether 54.0
    1,2-dichlorobenzene 195.95
    ethyl lactate 74.67
    propylene carbonate 266.29
    n-methylformamide 141.32
    2-pentanol 77.7
    n-pentane 11.13
    1-propoxy-2-propanol 121.32
    1-methoxy-2-propyl acetate 138.69
    2-(2-methoxypropoxy) propanol 128.8
    mesitylene 52.27
    ε-caprolactone 315.94
    p-cymene 50.52
    epichlorohydrin 411.5
    1,1,1-trichloroethane 257.29
    2-aminoethanol 78.4
    morpholine-4-carbaldehyde 323.78
    sulfolane 374.87
    2,2,4-trimethylpentane 10.88
    2-methyltetrahydrofuran 343.26
    n-hexyl acetate 170.18
    isooctane 7.58
    2-(2-butoxyethoxy)ethanol 147.86
    sec-butyl acetate 91.54
    tert-butyl acetate 111.64
    decalin 20.43
    glycerin 85.75
    diglyme 208.1
    acrylic acid 142.06
    isopropyl myristate 68.08
    n-butyric acid 153.46
    acetyl acetate 136.39
    di(2-ethylhexyl) phthalate 90.9
    ethyl propionate 101.64
    nitromethane 259.44
    1,2-diethoxyethane 101.86
    benzonitrile 213.24
    trioctyl phosphate 62.36
    1-bromopropane 148.61
    gamma-valerolactone 475.53
    n-decanol 53.52
    triethyl phosphate 61.36
    4-methyl-2-pentanol 53.75
    propionitrile 137.88
    vinylene carbonate 260.29
    1,1,2-trichlorotrifluoroethane 243.85
    DMS 159.12
    cumene 56.46
    2-octanol 56.4
    2-hexanone 130.96
    octyl acetate 92.39
    limonene 64.13
    1,2-dimethoxyethane 202.27
    ethyl orthosilicate 55.7
    tributyl phosphate 67.39
    diacetone alcohol 121.3
    N,N-dimethylaniline 99.87
    acrylonitrile 177.03
    aniline 150.26
    1,3-propanediol 105.77
    bromobenzene 246.93
    dibromomethane 342.8
    1,1,2,2-tetrachloroethane 385.63
    2-methyl-cyclohexyl acetate 117.33
    tetrabutyl urea 86.73
    diisobutyl methanol 40.95
    2-phenylethanol 156.43
    styrene 103.56
    dioctyl adipate 98.19
    dimethyl sulfate 110.97
    ethyl butyrate 95.16
    methyl lactate 80.16
    butyl lactate 96.89
    diethyl carbonate 81.27
    propanediol butyl ether 109.9
    triethyl orthoformate 73.2
    p-tert-butyltoluene 47.46
    methyl 4-tert-butylbenzoate 134.45
    morpholine 343.18
    tert-butylamine 81.02
    n-dodecanol 42.57
    dimethoxymethane 157.11
    ethylene carbonate 206.71
    cyrene 169.7
    2-ethoxyethyl acetate 147.58
    2-ethylhexyl acetate 112.62
    1,2,4-trichlorobenzene 254.14
    4-methylpyridine 323.44
    dibutyl ether 60.78
    2,6-dimethyl-4-heptanol 40.95
    DEF 141.23
    dimethyl isosorbide 231.23
    tetrachloroethylene 241.27
    eugenol 134.38
    triacetin 148.39
    span 80 125.42
    1,4-butanediol 63.01
    1,1-dichloroethane 270.4
    2-methyl-1-pentanol 97.09
    methyl formate 132.7
    2-methyl-1-butanol 98.19
    n-decane 11.7
    butyronitrile 142.54
    3,7-dimethyl-1-octanol 71.2
    1-chlorooctane 50.11
    1-chlorotetradecane 25.25
    n-nonane 9.74
    undecane 9.77
    tert-butylcyclohexane 16.44
    cyclooctane 9.38
    cyclopentanol 181.55
    tetrahydropyran 293.31
    tert-amyl methyl ether 90.2
    2,5,8-trioxanonane 175.34
    1-hexene 43.98
    2-isopropoxyethanol 103.18
    2,2,2-trifluoroethanol 80.79
    methyl butyrate 134.41

    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
Mentha rotundifolia (Japan) Mentha rotundifolia (L.) Hudson, fam. Lamiaceae (Labiatae) 23.0%