Monomenthyl glutarate, (-)-

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  • Identifiers

    CAS number
    220621-22-7

    Molecular formula
    C15H26O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 56.27%
    Mint 42.37%
    Cooling 38.78%
    Sour 29.24%
    Fruity 26.51%
    Animal 24.15%
    Cheesy 21.28%
    Milky 20.89%
    Herbal 19.67%
    Lactonic 18.4%

     

    Flavor
    Fruity 51.97%
    Odorless 35.12%
    Cheese 30.58%
    Sour 29.22%
    Tropical 27.42%
    Animal 26.65%
    Mild 24.81%
    Berry 23.77%
    Fatty 23.57%
    Oily 22.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    6.48 (neutral)

    Molecular weight
    270.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    348°C

    Flash point

    • 171.47 ˚C est.

    Solubility expt.

    • Soluble in propylene glycol, ethyl acetate; Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • l-monomenthyl glutarate
    • 220621-22-7
    • monomenthyl glutarate
    • Monomenthyl glutarate, (-)-
    • FEMA No. 4006
    • L-Monomenthyl glutarate [FHFI]
    • (L)-Monomenthane-3-yl carbonate
    • 134PF6763Y
    • 5-(((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)oxy)-5-oxopentanoic acid
    • UNII-134PF6763Y
    • MONOMENTHYL GLUTARATE, L-
    • DTXSID101020088
    • Pentanedioic acid, 1-((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl) ester
    • Pentanedioic acid, mono((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl) ester
    • 5-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-5-oxopentanoic acid
    • [1r(-)] monomenthyl glutarate
    • (1R(-)) Monomenthyl glutarate
    • Pentadienoic acid, mono(5 methyl-2-1(1-methylethyl)cyclohexyl)ester, (1L)
    • Pentadienoic acid, mono[5 methyl-2-1(1-methylethyl)cyclohexyl]ester, [1L]
    • Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester
    • (-)-monomenthyl glutarate
    • SCHEMBL12449349
    • CTMTYSVTTGVYAW-FRRDWIJNSA-N
    • DTXCID801477929
    • AKOS022184392
    • HY-135186
    • CS-0109759
    • G67724
    • Q27251474

  • Applications

    Monomenthyl glutarate, (-)- (CAS 220621-22-7) is used primarily in perfumery and cosmetics as a fragrance ingredient and fixative, helping to extend scent longevity and contribute to the overall aroma profile; it commonly serves as an intermediate in the synthesis of other menthyl esters and chiral building blocks used in fragrance technology; it may function as a solvent or plasticizer in specialty coatings, inks, and adhesive formulations; it is occasionally evaluated for incorporation into flavor formulations where permitted by regulations; and it can be employed as an ester component in cosmetic formulations and personal care products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 653.34
    methanol 1236.96
    isopropanol 469.09
    water 2.79
    ethyl acetate 228.48
    n-propanol 342.02
    acetone 486.9
    n-butanol 277.9
    acetonitrile 162.69
    DMF 580.02
    toluene 61.95
    isobutanol 243.81
    1,4-dioxane 575.52
    methyl acetate 168.11
    THF 1064.04
    2-butanone 196.64
    n-pentanol 213.53
    sec-butanol 217.54
    n-hexane 7.58
    ethylene glycol 79.33
    NMP 589.35
    cyclohexane 10.5
    DMSO 965.37
    n-butyl acetate 170.44
    n-octanol 86.87
    chloroform 334.41
    n-propyl acetate 160.19
    acetic acid 642.78
    dichloromethane 335.04
    cyclohexanone 436.44
    propylene glycol 193.04
    isopropyl acetate 191.02
    DMAc 436.82
    2-ethoxyethanol 334.44
    isopentanol 248.34
    n-heptane 3.42
    ethyl formate 156.23
    1,2-dichloroethane 206.98
    n-hexanol 175.67
    2-methoxyethanol 605.57
    isobutyl acetate 125.87
    tetrachloromethane 29.9
    n-pentyl acetate 137.2
    transcutol 1132.81
    n-heptanol 89.01
    ethylbenzene 42.14
    MIBK 174.03
    2-propoxyethanol 386.45
    tert-butanol 469.67
    MTBE 183.63
    2-butoxyethanol 209.42
    propionic acid 303.95
    o-xylene 57.69
    formic acid 259.52
    diethyl ether 143.06
    m-xylene 75.06
    p-xylene 63.32
    chlorobenzene 113.19
    dimethyl carbonate 76.93
    n-octane 2.84
    formamide 323.5
    cyclopentanone 554.52
    2-pentanone 222.57
    anisole 113.92
    cyclopentyl methyl ether 270.52
    gamma-butyrolactone 684.0
    1-methoxy-2-propanol 531.39
    pyridine 219.11
    3-pentanone 116.96
    furfural 463.4
    n-dodecane 2.91
    diethylene glycol 309.63
    diisopropyl ether 52.16
    tert-amyl alcohol 250.26
    acetylacetone 323.06
    n-hexadecane 3.46
    acetophenone 142.14
    methyl propionate 158.28
    isopentyl acetate 165.06
    trichloroethylene 398.15
    n-nonanol 77.88
    cyclohexanol 239.93
    benzyl alcohol 160.31
    2-ethylhexanol 77.49
    isooctanol 73.87
    dipropyl ether 61.67
    1,2-dichlorobenzene 108.85
    ethyl lactate 102.69
    propylene carbonate 333.03
    n-methylformamide 310.46
    2-pentanol 176.13
    n-pentane 5.53
    1-propoxy-2-propanol 265.41
    1-methoxy-2-propyl acetate 224.72
    2-(2-methoxypropoxy) propanol 201.48
    mesitylene 53.1
    ε-caprolactone 394.21
    p-cymene 30.21
    epichlorohydrin 563.47
    1,1,1-trichloroethane 132.19
    2-aminoethanol 230.0
    morpholine-4-carbaldehyde 559.87
    sulfolane 805.11
    2,2,4-trimethylpentane 6.44
    2-methyltetrahydrofuran 438.31
    n-hexyl acetate 181.66
    isooctane 6.19
    2-(2-butoxyethoxy)ethanol 315.22
    sec-butyl acetate 110.3
    tert-butyl acetate 198.52
    decalin 9.92
    glycerin 238.15
    diglyme 482.85
    acrylic acid 251.51
    isopropyl myristate 61.36
    n-butyric acid 431.7
    acetyl acetate 162.86
    di(2-ethylhexyl) phthalate 81.95
    ethyl propionate 115.21
    nitromethane 656.73
    1,2-diethoxyethane 210.91
    benzonitrile 142.39
    trioctyl phosphate 60.93
    1-bromopropane 79.21
    gamma-valerolactone 765.8
    n-decanol 55.61
    triethyl phosphate 59.24
    4-methyl-2-pentanol 116.05
    propionitrile 107.71
    vinylene carbonate 266.07
    1,1,2-trichlorotrifluoroethane 386.43
    DMS 147.75
    cumene 37.26
    2-octanol 61.6
    2-hexanone 159.64
    octyl acetate 85.14
    limonene 42.86
    1,2-dimethoxyethane 419.29
    ethyl orthosilicate 59.41
    tributyl phosphate 73.05
    diacetone alcohol 298.89
    N,N-dimethylaniline 84.3
    acrylonitrile 137.98
    aniline 135.65
    1,3-propanediol 360.14
    bromobenzene 90.73
    dibromomethane 176.96
    1,1,2,2-tetrachloroethane 334.57
    2-methyl-cyclohexyl acetate 114.87
    tetrabutyl urea 86.54
    diisobutyl methanol 47.83
    2-phenylethanol 140.35
    styrene 46.43
    dioctyl adipate 107.88
    dimethyl sulfate 165.99
    ethyl butyrate 106.03
    methyl lactate 144.95
    butyl lactate 147.7
    diethyl carbonate 71.83
    propanediol butyl ether 257.9
    triethyl orthoformate 86.06
    p-tert-butyltoluene 30.85
    methyl 4-tert-butylbenzoate 154.1
    morpholine 695.9
    tert-butylamine 180.76
    n-dodecanol 40.08
    dimethoxymethane 353.15
    ethylene carbonate 229.02
    cyrene 209.47
    2-ethoxyethyl acetate 198.52
    2-ethylhexyl acetate 116.42
    1,2,4-trichlorobenzene 145.05
    4-methylpyridine 231.96
    dibutyl ether 71.31
    2,6-dimethyl-4-heptanol 47.83
    DEF 227.4
    dimethyl isosorbide 307.87
    tetrachloroethylene 188.63
    eugenol 151.65
    triacetin 211.55
    span 80 197.65
    1,4-butanediol 148.04
    1,1-dichloroethane 174.17
    2-methyl-1-pentanol 168.5
    methyl formate 216.87
    2-methyl-1-butanol 181.65
    n-decane 5.1
    butyronitrile 144.12
    3,7-dimethyl-1-octanol 82.09
    1-chlorooctane 33.21
    1-chlorotetradecane 12.03
    n-nonane 4.43
    undecane 3.72
    tert-butylcyclohexane 9.78
    cyclooctane 4.4
    cyclopentanol 305.41
    tetrahydropyran 386.13
    tert-amyl methyl ether 116.85
    2,5,8-trioxanonane 309.39
    1-hexene 36.87
    2-isopropoxyethanol 228.44
    2,2,2-trifluoroethanol 175.02
    methyl butyrate 157.94

    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