Menthyl ethylene glycol carbonate, (-)-

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  • Identifiers

    CAS number
    156324-78-6

    Molecular formula
    C13H24O4

    SMILES
    C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)OCCO)C(C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Mint 54.63%
    Odorless 50.28%
    Herbal 46.11%
    Cooling 43.46%
    Fresh 40.55%
    Floral 36.22%
    Balsamic 31.72%
    Fruity 25.42%
    Pine 25.28%
    Woody 24.87%

     

    Flavor
    Fruity 66.0%
    Fruit 37.15%
    Tropical 36.77%
    Sweet 34.81%
    Waxy 30.62%
    Green 30.4%
    Herbal 29.92%
    Bitter 28.99%
    Oily 25.68%
    Mild 25.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    7.4 (neutral)

    Molecular weight
    244.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    311°C

    Flash point

    • 138.03 ˚C est.

    Solubility expt.

    • insoluble in water; soluble in peanut oil 1:10, 1,2-propylene glycol 1:6 and DEP 1:3

  • Synonyms

    • 156324-78-6
    • Menthyl glycol carbonate
    • FRESCOLAT MGC
    • 4K3514B1GT
    • Menthyl ethylene glycol carbonate, (-)-
    • FEMA NO. 3805
    • DTXSID701036009
    • Carbonic acid, 2-hydroxyethyl (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
    • L-MENTHOL ETHYLENE GLYCOL CARBONATE
    • L-MENTHOL ETHYLENE GLYCOL CARBONATE [FHFI]
    • 2-Hydroxyethyl (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl carbonate
    • 2-Hydroxyethyl 5-methyl-2-(1-methylethyl)cyclohexyl carbonate (1R-(1alpha,2beta,5alpha))-
    • 2-HYDROXYETHYL 5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL CARBONATE (1R-(1.ALPHA.,2.BETA.,5.ALPHA.))-
    • CARBONIC ACID, 2-HYDROXYETHYL 5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL ESTER, (1R-(1.ALPHA.,2.BETA.,5.ALPHA.))-
    • Carbonic acid, 2-hydroxyethyl 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R-(1alpha,2beta,5alpha))-
    • RefChem:810973
    • DTXCID101520238
    • 417-160-6
    • (-)-menthyl ethylene glycol carbonate
    • 2-hydroxyethyl [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] carbonate
    • 2-Hydroxyethyl ((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) carbonate
    • SCHEMBL906566
    • UNII-4K3514B1GT
    • JFKCVAZSEWPOIX-GRYCIOLGSA-N
    • Menthyl ethylene glycol carbonate, L-
    • NS00122490
    • Q27259809
    • 156324-78-6

  • Applications

    Chemical name: Menthyl ethylene glycol carbonate, (-)-; CAS number: 156324-78-6 is a chiral cyclic carbonate that is commonly evaluated as a building block and intermediate in fine chemical and pharmaceutical synthesis; it may function as a solvent or co-solvent for coatings, inks, and industrial formulations; in perfumery and cosmetics it can serve as a fragrance ingredient and potential fixative due to the menthyl moiety; it can be used as a precursor or monomer component in polymer and plastics chemistry, enabling incorporation of menthyl chirality into polycarbonates or related materials; and in industrial manufacturing it is utilized as a specialty chemical intermediate for novel product formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1575.49
    methanol 2113.04
    isopropanol 1136.89
    water 1.46
    ethyl acetate 666.36
    n-propanol 970.42
    acetone 795.77
    n-butanol 767.0
    acetonitrile 351.62
    DMF 834.76
    toluene 118.19
    isobutanol 591.14
    1,4-dioxane 920.87
    methyl acetate 477.65
    THF 1368.29
    2-butanone 512.99
    n-pentanol 376.19
    sec-butanol 657.59
    n-hexane 11.59
    ethylene glycol 182.37
    NMP 834.01
    cyclohexane 34.2
    DMSO 1208.39
    n-butyl acetate 442.58
    n-octanol 112.35
    chloroform 853.25
    n-propyl acetate 291.53
    acetic acid 1049.89
    dichloromethane 824.65
    cyclohexanone 868.86
    propylene glycol 297.05
    isopropyl acetate 425.42
    DMAc 607.12
    2-ethoxyethanol 587.44
    isopentanol 568.09
    n-heptane 6.16
    ethyl formate 384.89
    1,2-dichloroethane 627.86
    n-hexanol 364.11
    2-methoxyethanol 1318.71
    isobutyl acetate 202.64
    tetrachloromethane 94.78
    n-pentyl acetate 215.97
    transcutol 1378.46
    n-heptanol 142.78
    ethylbenzene 70.39
    MIBK 304.93
    2-propoxyethanol 672.7
    tert-butanol 1001.84
    MTBE 453.04
    2-butoxyethanol 346.7
    propionic acid 563.31
    o-xylene 106.55
    formic acid 415.31
    diethyl ether 349.85
    m-xylene 115.36
    p-xylene 111.13
    chlorobenzene 255.25
    dimethyl carbonate 135.71
    n-octane 4.38
    formamide 621.26
    cyclopentanone 983.97
    2-pentanone 478.25
    anisole 181.53
    cyclopentyl methyl ether 452.26
    gamma-butyrolactone 1110.81
    1-methoxy-2-propanol 892.12
    pyridine 493.68
    3-pentanone 249.23
    furfural 696.35
    n-dodecane 4.61
    diethylene glycol 502.7
    diisopropyl ether 103.96
    tert-amyl alcohol 645.76
    acetylacetone 554.57
    n-hexadecane 5.35
    acetophenone 215.79
    methyl propionate 374.32
    isopentyl acetate 411.38
    trichloroethylene 1088.95
    n-nonanol 100.08
    cyclohexanol 537.45
    benzyl alcohol 228.13
    2-ethylhexanol 159.44
    isooctanol 119.0
    dipropyl ether 109.73
    1,2-dichlorobenzene 237.51
    ethyl lactate 143.93
    propylene carbonate 564.18
    n-methylformamide 549.1
    2-pentanol 441.91
    n-pentane 13.93
    1-propoxy-2-propanol 420.77
    1-methoxy-2-propyl acetate 419.67
    2-(2-methoxypropoxy) propanol 257.2
    mesitylene 79.81
    ε-caprolactone 765.41
    p-cymene 57.97
    epichlorohydrin 1161.07
    1,1,1-trichloroethane 425.28
    2-aminoethanol 493.06
    morpholine-4-carbaldehyde 800.28
    sulfolane 1096.51
    2,2,4-trimethylpentane 13.95
    2-methyltetrahydrofuran 910.98
    n-hexyl acetate 273.57
    isooctane 11.69
    2-(2-butoxyethoxy)ethanol 411.92
    sec-butyl acetate 213.89
    tert-butyl acetate 402.61
    decalin 19.01
    glycerin 364.49
    diglyme 701.35
    acrylic acid 410.89
    isopropyl myristate 88.0
    n-butyric acid 983.47
    acetyl acetate 364.55
    di(2-ethylhexyl) phthalate 113.25
    ethyl propionate 221.11
    nitromethane 1089.77
    1,2-diethoxyethane 338.16
    benzonitrile 234.15
    trioctyl phosphate 84.74
    1-bromopropane 266.02
    gamma-valerolactone 1302.04
    n-decanol 71.57
    triethyl phosphate 98.32
    4-methyl-2-pentanol 221.48
    propionitrile 270.08
    vinylene carbonate 448.0
    1,1,2-trichlorotrifluoroethane 712.86
    DMS 221.18
    cumene 59.78
    2-octanol 92.15
    2-hexanone 233.01
    octyl acetate 122.51
    limonene 90.41
    1,2-dimethoxyethane 659.28
    ethyl orthosilicate 100.0
    tributyl phosphate 105.43
    diacetone alcohol 531.2
    N,N-dimethylaniline 128.47
    acrylonitrile 298.65
    aniline 275.8
    1,3-propanediol 834.23
    bromobenzene 228.92
    dibromomethane 494.49
    1,1,2,2-tetrachloroethane 934.12
    2-methyl-cyclohexyl acetate 199.59
    tetrabutyl urea 121.02
    diisobutyl methanol 92.81
    2-phenylethanol 250.7
    styrene 82.89
    dioctyl adipate 144.3
    dimethyl sulfate 232.99
    ethyl butyrate 222.25
    methyl lactate 225.57
    butyl lactate 204.27
    diethyl carbonate 142.39
    propanediol butyl ether 312.54
    triethyl orthoformate 146.16
    p-tert-butyltoluene 58.35
    methyl 4-tert-butylbenzoate 214.93
    morpholine 1286.18
    tert-butylamine 419.96
    n-dodecanol 53.23
    dimethoxymethane 478.64
    ethylene carbonate 427.84
    cyrene 262.61
    2-ethoxyethyl acetate 335.97
    2-ethylhexyl acetate 276.13
    1,2,4-trichlorobenzene 287.93
    4-methylpyridine 476.51
    dibutyl ether 94.06
    2,6-dimethyl-4-heptanol 92.81
    DEF 479.1
    dimethyl isosorbide 445.34
    tetrachloroethylene 578.74
    eugenol 217.98
    triacetin 231.21
    span 80 253.84
    1,4-butanediol 244.94
    1,1-dichloroethane 551.57
    2-methyl-1-pentanol 327.3
    methyl formate 350.46
    2-methyl-1-butanol 469.97
    n-decane 6.87
    butyronitrile 342.8
    3,7-dimethyl-1-octanol 124.99
    1-chlorooctane 50.72
    1-chlorotetradecane 20.75
    n-nonane 6.0
    undecane 5.42
    tert-butylcyclohexane 16.42
    cyclooctane 9.71
    cyclopentanol 601.3
    tetrahydropyran 825.75
    tert-amyl methyl ether 268.46
    2,5,8-trioxanonane 430.17
    1-hexene 66.21
    2-isopropoxyethanol 376.67
    2,2,2-trifluoroethanol 293.07
    methyl butyrate 331.89

    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