Cyclopropanecarboxylic acid (2-isopropyl-5-methyl-cyclohexyl)-amide, (1R,2R,5S)-

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  • Identifiers

    CAS number
    958660-04-3

    Molecular formula
    C14H25NO

    SMILES
    C[C@H]1CC[C@@H]([C@@H](C1)NC(=O)C2CC2)C(C)C

  • Odor profile

    Fragrance
    Cooling 60.2%
    Mint 50.95%
    Odorless 37.2%
    Savory 30.79%
    Animal 22.46%
    Herbal 22.04%
    Meaty 20.54%
    Roasted 20.04%
    Fishy 19.17%
    Spicy 19.01%

     

    Flavor
    Herbal 33.18%
    Bitter 25.91%
    Herb 24.27%
    Odorless 24.24%
    Fruity 23.63%
    Cedarleaf 22.09%
    Green tea 20.58%
    Terpentine 20.49%
    Sandalwood 20.16%
    Mentholic 20.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    7.91 (neutral)

    Molecular weight
    223.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    334°C

    Flash point

    • 121.31 ˚C est.

  • Synonyms

    • UNII-1N849XD4QD
    • 1N849XD4QD
    • FEMA No. 4558, (1R,2R,5S)-
    • Cyclopropanecarboxylic acid (2-isopropyl-5-methyl-cyclohexyl)-amide, (1R,2R,5S)-
    • 958660-04-3
    • Cyclopropanecarboxamide, N-((1R,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)-
    • Cyclopropanecarboxylic acid (1R,2R,5S)-(2-isopropyl-5-methylcyclohexyl)-amide
    • DTXSID40241995
    • MENTHYL CYCLOPROPANECARBOXAMIDE, (1R,2R,5S)-
    • SCHEMBL1660485
    • DTXCID70164486
    • Q27252641
    • (1R,2R,5S)-cyclopropanecarboxylic acid (2-isopropyl-5-methyl-cyclohexyl)-amide

  • Applications

    Cyclopropanecarboxylic acid (2-isopropyl-5-methyl-cyclohexyl)-amide, (1R,2R,5S) is primarily used as a chiral amide intermediate and building block in pharmaceutical research and development, providing a stereochemically defined template for the synthesis of more complex amide-based analogs. In medicinal chemistry it is commonly evaluated as a precursor for library generation and as a scaffold for asymmetric synthesis. The compound may also serve as an intermediate in agrochemical discovery programs and in the design of chiral catalysts or ligand frameworks for asymmetric transformations. Within industrial research, it is used as a specialty intermediate for the preparation of niche intermediates and for small-scale formulation work and process development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 607.64
    methanol 494.41
    isopropanol 464.35
    water 0.47
    ethyl acetate 449.23
    n-propanol 431.5
    acetone 547.96
    n-butanol 400.74
    acetonitrile 256.7
    DMF 338.89
    toluene 178.08
    isobutanol 290.5
    1,4-dioxane 660.44
    methyl acetate 318.43
    THF 1047.33
    2-butanone 403.21
    n-pentanol 200.38
    sec-butanol 260.16
    n-hexane 22.57
    ethylene glycol 46.21
    NMP 310.87
    cyclohexane 61.93
    DMSO 249.36
    n-butyl acetate 409.34
    n-octanol 86.01
    chloroform 926.56
    n-propyl acetate 264.66
    acetic acid 495.2
    dichloromethane 673.63
    cyclohexanone 606.96
    propylene glycol 99.54
    isopropyl acetate 392.72
    DMAc 303.96
    2-ethoxyethanol 263.89
    isopentanol 317.3
    n-heptane 14.46
    ethyl formate 236.05
    1,2-dichloroethane 414.97
    n-hexanol 255.54
    2-methoxyethanol 424.48
    isobutyl acetate 216.65
    tetrachloromethane 113.34
    n-pentyl acetate 213.8
    transcutol 1070.84
    n-heptanol 113.86
    ethylbenzene 82.24
    MIBK 266.0
    2-propoxyethanol 411.76
    tert-butanol 343.73
    MTBE 373.44
    2-butoxyethanol 257.97
    propionic acid 271.98
    o-xylene 102.1
    formic acid 118.78
    diethyl ether 367.64
    m-xylene 116.75
    p-xylene 125.09
    chlorobenzene 286.29
    dimethyl carbonate 89.44
    n-octane 7.28
    formamide 149.38
    cyclopentanone 631.6
    2-pentanone 381.45
    anisole 174.54
    cyclopentyl methyl ether 345.46
    gamma-butyrolactone 585.84
    1-methoxy-2-propanol 360.1
    pyridine 526.24
    3-pentanone 223.91
    furfural 458.46
    n-dodecane 7.0
    diethylene glycol 243.13
    diisopropyl ether 124.17
    tert-amyl alcohol 226.05
    acetylacetone 410.18
    n-hexadecane 8.24
    acetophenone 178.19
    methyl propionate 221.88
    isopentyl acetate 386.77
    trichloroethylene 771.28
    n-nonanol 84.09
    cyclohexanol 299.97
    benzyl alcohol 174.34
    2-ethylhexanol 130.2
    isooctanol 91.45
    dipropyl ether 147.86
    1,2-dichlorobenzene 222.77
    ethyl lactate 104.34
    propylene carbonate 371.07
    n-methylformamide 190.08
    2-pentanol 234.65
    n-pentane 26.27
    1-propoxy-2-propanol 294.61
    1-methoxy-2-propyl acetate 364.97
    2-(2-methoxypropoxy) propanol 187.02
    mesitylene 75.68
    ε-caprolactone 524.35
    p-cymene 60.24
    epichlorohydrin 590.82
    1,1,1-trichloroethane 415.06
    2-aminoethanol 146.15
    morpholine-4-carbaldehyde 381.83
    sulfolane 406.09
    2,2,4-trimethylpentane 20.55
    2-methyltetrahydrofuran 644.42
    n-hexyl acetate 244.04
    isooctane 16.81
    2-(2-butoxyethoxy)ethanol 291.61
    sec-butyl acetate 216.47
    tert-butyl acetate 318.84
    decalin 25.58
    glycerin 129.11
    diglyme 542.17
    acrylic acid 208.29
    isopropyl myristate 87.95
    n-butyric acid 536.49
    acetyl acetate 308.35
    di(2-ethylhexyl) phthalate 95.69
    ethyl propionate 183.98
    nitromethane 472.36
    1,2-diethoxyethane 358.78
    benzonitrile 231.25
    trioctyl phosphate 63.48
    1-bromopropane 251.32
    gamma-valerolactone 760.13
    n-decanol 59.33
    triethyl phosphate 87.41
    4-methyl-2-pentanol 149.49
    propionitrile 225.85
    vinylene carbonate 295.24
    1,1,2-trichlorotrifluoroethane 365.15
    DMS 193.65
    cumene 63.73
    2-octanol 71.85
    2-hexanone 243.06
    octyl acetate 108.33
    limonene 86.83
    1,2-dimethoxyethane 435.66
    ethyl orthosilicate 91.48
    tributyl phosphate 81.16
    diacetone alcohol 264.28
    N,N-dimethylaniline 103.91
    acrylonitrile 220.61
    aniline 244.32
    1,3-propanediol 299.24
    bromobenzene 284.63
    dibromomethane 449.58
    1,1,2,2-tetrachloroethane 609.94
    2-methyl-cyclohexyl acetate 170.88
    tetrabutyl urea 87.99
    diisobutyl methanol 85.53
    2-phenylethanol 200.35
    styrene 104.81
    dioctyl adipate 121.04
    dimethyl sulfate 110.23
    ethyl butyrate 210.09
    methyl lactate 121.73
    butyl lactate 160.68
    diethyl carbonate 132.2
    propanediol butyl ether 199.44
    triethyl orthoformate 158.94
    p-tert-butyltoluene 59.01
    methyl 4-tert-butylbenzoate 153.33
    morpholine 706.34
    tert-butylamine 208.89
    n-dodecanol 44.27
    dimethoxymethane 276.83
    ethylene carbonate 285.01
    cyrene 163.67
    2-ethoxyethyl acetate 317.11
    2-ethylhexyl acetate 271.24
    1,2,4-trichlorobenzene 263.27
    4-methylpyridine 442.44
    dibutyl ether 132.38
    2,6-dimethyl-4-heptanol 85.53
    DEF 280.37
    dimethyl isosorbide 310.65
    tetrachloroethylene 399.74
    eugenol 146.62
    triacetin 220.41
    span 80 177.73
    1,4-butanediol 91.98
    1,1-dichloroethane 488.05
    2-methyl-1-pentanol 177.85
    methyl formate 128.23
    2-methyl-1-butanol 243.28
    n-decane 11.93
    butyronitrile 306.41
    3,7-dimethyl-1-octanol 106.88
    1-chlorooctane 61.51
    1-chlorotetradecane 24.4
    n-nonane 9.95
    undecane 8.76
    tert-butylcyclohexane 23.47
    cyclooctane 16.54
    cyclopentanol 297.69
    tetrahydropyran 729.44
    tert-amyl methyl ether 198.56
    2,5,8-trioxanonane 307.43
    1-hexene 93.14
    2-isopropoxyethanol 214.22
    2,2,2-trifluoroethanol 142.18
    methyl butyrate 262.53

    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