(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 4-(dimethylamino)-4-oxobutanoate

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  • Identifiers

    CAS number
    544714-08-1

    Molecular formula
    C16H29NO3

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

  • Odor profile

    Fragrance
    Mint 62.27%
    Cooling 59.48%
    Odorless 45.86%
    Herbal 29.8%
    Fresh 24.2%
    Woody 19.09%
    Animal 18.51%
    Dry 16.83%
    Fruity 16.28%
    Grapefruit 16.03%

     

    Flavor
    Fruity 53.32%
    Berry 24.9%
    Bitter 23.52%
    Tropical 22.48%
    Odorless 21.6%
    Cedarleaf 19.84%
    Mild 19.72%
    Bland 19.58%
    Broom 19.54%
    Heather 19.4%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    7.3 (neutral)

    Molecular weight
    283.41 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    360°C

    Flash point

    • 146.16 ˚C est.

  • Synonyms

    • N,N-Dimethyl menthyl succinamide
    • 544714-08-1
    • FEMA No. 4230
    • 8O850QYR5T
    • N,N-DIMETHYLMENTHYLSUCCINAMIDE
    • UNII-8O850QYR5T
    • N,N-Dimethyl N'-(3-menthyl) succinamide
    • N,N-Dimethyl menthyl succinamide [FIFH]
    • ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl) 4-(dimethylamino)-4-oxo-butanoate
    • Butanoic acid, 4-(dimethylamino)-4-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
    • [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 4-(dimethylamino)-4-oxobutanoate
    • menthyl-n,n-dimethylsuccinamate
    • SCHEMBL14022693
    • DTXSID401019757
    • NS00123490
    • N,N-DIMETHYL MENTHYL SUCCINAMIDE [FHFI]
    • Q27270812
    • (1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 4-(dimethylamino)-4-oxobutanoate

  • Applications

    For the compound (1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 4-(dimethylamino)-4-oxobutanoate (CAS 544714-08-1), it is commonly evaluated as an intermediate in pharmaceutical and fine chemical synthesis, providing a chiral framework for asymmetric reactions; it can serve as a precursor to heterocyclic compounds via functional-group transformations; as a versatile beta-keto ester, it offers building-block versatility for multiple synthetic sequences; in R&D it is evaluated as a scaffold for medicinal chemistry programs and drug discovery; and it may be considered in agrochemical research as a potential scaffold for new agrochemicals, subject to regulatory requirements and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 911.18
    methanol 1406.41
    isopropanol 588.14
    water 4.96
    ethyl acetate 782.65
    n-propanol 511.13
    acetone 698.49
    n-butanol 417.7
    acetonitrile 614.15
    DMF 740.2
    toluene 305.84
    isobutanol 373.35
    1,4-dioxane 859.4
    methyl acetate 602.12
    THF 1159.85
    2-butanone 562.11
    n-pentanol 280.6
    sec-butanol 405.54
    n-hexane 8.06
    ethylene glycol 72.97
    NMP 839.13
    cyclohexane 28.07
    DMSO 650.57
    n-butyl acetate 418.27
    n-octanol 91.71
    chloroform 2003.89
    n-propyl acetate 401.24
    acetic acid 1298.51
    dichloromethane 1750.26
    cyclohexanone 898.86
    propylene glycol 139.53
    isopropyl acetate 465.66
    DMAc 838.9
    2-ethoxyethanol 511.04
    isopentanol 364.55
    n-heptane 4.1
    ethyl formate 518.3
    1,2-dichloroethane 854.13
    n-hexanol 224.69
    2-methoxyethanol 852.66
    isobutyl acetate 275.04
    tetrachloromethane 214.96
    n-pentyl acetate 245.8
    transcutol 1342.15
    n-heptanol 113.33
    ethylbenzene 138.62
    MIBK 263.8
    2-propoxyethanol 467.46
    tert-butanol 588.06
    MTBE 372.41
    2-butoxyethanol 311.01
    propionic acid 510.99
    o-xylene 190.07
    formic acid 489.17
    diethyl ether 295.6
    m-xylene 196.65
    p-xylene 225.64
    chlorobenzene 464.6
    dimethyl carbonate 163.05
    n-octane 3.23
    formamide 653.95
    cyclopentanone 864.15
    2-pentanone 424.22
    anisole 303.54
    cyclopentyl methyl ether 410.16
    gamma-butyrolactone 1153.22
    1-methoxy-2-propanol 576.09
    pyridine 864.0
    3-pentanone 285.31
    furfural 1047.49
    n-dodecane 3.4
    diethylene glycol 322.77
    diisopropyl ether 74.47
    tert-amyl alcohol 416.91
    acetylacetone 581.62
    n-hexadecane 3.99
    acetophenone 366.93
    methyl propionate 421.39
    isopentyl acetate 396.97
    trichloroethylene 1924.28
    n-nonanol 85.97
    cyclohexanol 386.9
    benzyl alcohol 347.17
    2-ethylhexanol 119.23
    isooctanol 98.12
    dipropyl ether 82.91
    1,2-dichlorobenzene 406.07
    ethyl lactate 161.38
    propylene carbonate 707.6
    n-methylformamide 544.62
    2-pentanol 239.58
    n-pentane 7.83
    1-propoxy-2-propanol 293.35
    1-methoxy-2-propyl acetate 398.58
    2-(2-methoxypropoxy) propanol 250.89
    mesitylene 97.62
    ε-caprolactone 932.29
    p-cymene 66.08
    epichlorohydrin 1174.34
    1,1,1-trichloroethane 862.17
    2-aminoethanol 252.34
    morpholine-4-carbaldehyde 887.26
    sulfolane 955.6
    2,2,4-trimethylpentane 11.55
    2-methyltetrahydrofuran 864.02
    n-hexyl acetate 290.57
    isooctane 6.43
    2-(2-butoxyethoxy)ethanol 372.13
    sec-butyl acetate 287.67
    tert-butyl acetate 372.03
    decalin 18.6
    glycerin 190.51
    diglyme 700.51
    acrylic acid 404.38
    isopropyl myristate 79.12
    n-butyric acid 948.89
    acetyl acetate 543.06
    di(2-ethylhexyl) phthalate 119.89
    ethyl propionate 292.83
    nitromethane 1476.99
    1,2-diethoxyethane 337.03
    benzonitrile 423.75
    trioctyl phosphate 68.76
    1-bromopropane 356.45
    gamma-valerolactone 1406.61
    n-decanol 56.31
    triethyl phosphate 120.68
    4-methyl-2-pentanol 135.77
    propionitrile 374.92
    vinylene carbonate 612.64
    1,1,2-trichlorotrifluoroethane 835.33
    DMS 264.91
    cumene 90.15
    2-octanol 74.1
    2-hexanone 300.48
    octyl acetate 113.34
    limonene 88.21
    1,2-dimethoxyethane 682.1
    ethyl orthosilicate 116.01
    tributyl phosphate 94.94
    diacetone alcohol 392.78
    N,N-dimethylaniline 181.25
    acrylonitrile 455.77
    aniline 448.89
    1,3-propanediol 471.4
    bromobenzene 447.98
    dibromomethane 984.79
    1,1,2,2-tetrachloroethane 1351.24
    2-methyl-cyclohexyl acetate 218.35
    tetrabutyl urea 109.2
    diisobutyl methanol 60.71
    2-phenylethanol 275.14
    styrene 177.2
    dioctyl adipate 150.26
    dimethyl sulfate 267.6
    ethyl butyrate 254.83
    methyl lactate 196.78
    butyl lactate 210.11
    diethyl carbonate 185.91
    propanediol butyl ether 244.23
    triethyl orthoformate 167.38
    p-tert-butyltoluene 59.88
    methyl 4-tert-butylbenzoate 230.76
    morpholine 1072.65
    tert-butylamine 265.59
    n-dodecanol 39.22
    dimethoxymethane 389.39
    ethylene carbonate 539.34
    cyrene 271.3
    2-ethoxyethyl acetate 379.38
    2-ethylhexyl acetate 295.12
    1,2,4-trichlorobenzene 505.06
    4-methylpyridine 905.05
    dibutyl ether 89.48
    2,6-dimethyl-4-heptanol 60.71
    DEF 479.75
    dimethyl isosorbide 454.63
    tetrachloroethylene 895.25
    eugenol 240.86
    triacetin 312.78
    span 80 213.58
    1,4-butanediol 173.5
    1,1-dichloroethane 970.79
    2-methyl-1-pentanol 271.76
    methyl formate 398.28
    2-methyl-1-butanol 321.22
    n-decane 5.94
    butyronitrile 418.64
    3,7-dimethyl-1-octanol 100.16
    1-chlorooctane 45.69
    1-chlorotetradecane 15.57
    n-nonane 4.95
    undecane 4.25
    tert-butylcyclohexane 15.25
    cyclooctane 6.83
    cyclopentanol 433.97
    tetrahydropyran 695.2
    tert-amyl methyl ether 239.08
    2,5,8-trioxanonane 417.62
    1-hexene 59.66
    2-isopropoxyethanol 343.48
    2,2,2-trifluoroethanol 423.52
    methyl butyrate 445.07

    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