(-)-Menthyl Chloride

Overview IFRA Request a quote

  • Identifiers

    CAS number
    16052-42-9

    Molecular formula
    C10H19Cl

    SMILES
    C[C@@H]1CC[C@H]([C@@H](C1)Cl)C(C)C

    Safety labels

  • Odor profile

    Fragrance
    Herbal 59.49%
    Woody 52.98%
    Spicy 50.57%
    Fresh 48.01%
    Green 46.91%
    Mint 44.4%
    Citrus 41.48%
    Floral 36.49%
    Earthy 33.34%
    Terpenic 30.0%

     

    Flavor
    Herb 31.55%
    Woody 30.88%
    Herbal 30.18%
    Spice 27.76%
    Mentholic 23.5%
    Wood 23.39%
    Terpentine 22.4%
    Green 22.09%
    Green tea 22.08%
    Minty 21.53%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    8.63 (weak base)

    Molecular weight
    174.71 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    210°C

    Flash point

    • 79.24 ˚C est.

  • Synonyms

    • 16052-42-9
    • (-)-Menthyl chloride
    • NSC-55430
    • 7VJ55B8UEM
    • menthyl chloride
    • (1S-(1alpha,2beta,4beta))-2-Chloro-1-isopropyl-4-methylcyclohexane
    • RefChem:1049118
    • 240-200-7
    • (1s,2r,4r)-2-chloro-1-isopropyl-4-methylcyclohexane
    • Cyclohexane, 2-chloro-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-
    • (1S,2R,4R)-2-chloro-4-methyl-1-propan-2-ylcyclohexane
    • (1S,2R,4R)-2-chloro-4-methyl-1-(propan-2-yl)cyclohexane
    • MFCD00001481
    • (-)-3-Chloro-p-menthane
    • NSC55430
    • (-)-Menthylchloride
    • (1R,2S,5R)-(-)-Menthyl chloride
    • (--)menthyl chloride
    • (-)-Menthyl chloride, 98%
    • SCHEMBL10001723
    • OMLOJNNKKPNVKN-KXUCPTDWSA-N
    • DTXSID901376118
    • AKOS016344245
    • AS-71351
    • FM147209
    • CS-0328614
    • M0834
    • T71870
    • 052M429
    • Cyclohexane, [1S-(1.alpha.,2.beta.,4.beta.)]-
    • (1S,2R,4R)-2-chloro-1-isopropyl-4-methyl-cyclohexane
    • (1S,2R,4R)-2-Chloro-4-methyl-1-(1-methylethyl)cyclohexane
    • (1R)-(-)-Menthyl chloride, (1S,2R,4R)-2-Chloro-1-isopropyl-1-methylcyclohexane, [1S-(1alpha,2beta,4beta)]-2-Chloro-4-methyl-1-(methylethyl)cyclohexane
    • 16052-42-9

  • Applications

    (-)-Menthyl Chloride (CAS 16052-42-9) is primarily used as a chiral building block and alkylating reagent in organic synthesis. It serves as a precursor to menthyl esters and ethers, enabling the preparation of menthol-derived compounds used in fragrance and flavor applications. It is used to furnish minty- and menthol-related fragments for fragrance ingredients and aroma chemicals. In cosmetics and personal care, it is employed as an intermediate to synthesize menthyl-based derivatives for fragrance or conditioning products. It also finds use as a chiral building block in pharmaceutical and agrochemical research, supporting the synthesis of enantioenriched intermediates and target molecules. In some cases, it may be utilized in research settings for specialty chemical synthesis and formulation work, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 652.78
    methanol 349.97
    isopropanol 700.13
    water 0.08
    ethyl acetate 731.22
    n-propanol 699.53
    acetone 935.77
    n-butanol 808.46
    acetonitrile 638.47
    DMF 451.01
    toluene 843.28
    isobutanol 607.1
    1,4-dioxane 1772.01
    methyl acetate 567.38
    THF 3584.99
    2-butanone 821.02
    n-pentanol 482.4
    sec-butanol 634.26
    n-hexane 436.1
    ethylene glycol 30.34
    NMP 611.09
    cyclohexane 1002.8
    DMSO 389.06
    n-butyl acetate 1487.62
    n-octanol 432.78
    chloroform 1982.9
    n-propyl acetate 504.81
    acetic acid 296.96
    dichloromethane 1584.94
    cyclohexanone 1648.43
    propylene glycol 79.18
    isopropyl acetate 518.93
    DMAc 309.07
    2-ethoxyethanol 315.42
    isopentanol 652.8
    n-heptane 795.2
    ethyl formate 436.85
    1,2-dichloroethane 914.6
    n-hexanol 1298.95
    2-methoxyethanol 481.11
    isobutyl acetate 407.61
    tetrachloromethane 578.29
    n-pentyl acetate 583.93
    transcutol 1146.66
    n-heptanol 490.43
    ethylbenzene 347.33
    MIBK 508.2
    2-propoxyethanol 942.88
    tert-butanol 819.4
    MTBE 1050.26
    2-butoxyethanol 495.87
    propionic acid 304.03
    o-xylene 417.3
    formic acid 31.8
    diethyl ether 1276.56
    m-xylene 516.93
    p-xylene 442.8
    chlorobenzene 806.86
    dimethyl carbonate 120.43
    n-octane 189.6
    formamide 58.46
    cyclopentanone 1547.07
    2-pentanone 882.34
    anisole 447.68
    cyclopentyl methyl ether 1320.49
    gamma-butyrolactone 1217.99
    1-methoxy-2-propanol 428.24
    pyridine 1255.34
    3-pentanone 561.92
    furfural 757.76
    n-dodecane 96.83
    diethylene glycol 306.32
    diisopropyl ether 438.51
    tert-amyl alcohol 611.16
    acetylacetone 575.28
    n-hexadecane 115.62
    acetophenone 349.34
    methyl propionate 412.98
    isopentyl acetate 1135.92
    trichloroethylene 1463.49
    n-nonanol 367.43
    cyclohexanol 1030.06
    benzyl alcohol 314.49
    2-ethylhexanol 892.18
    isooctanol 390.93
    dipropyl ether 1415.37
    1,2-dichlorobenzene 576.2
    ethyl lactate 149.84
    propylene carbonate 733.43
    n-methylformamide 223.21
    2-pentanol 581.82
    n-pentane 455.1
    1-propoxy-2-propanol 897.06
    1-methoxy-2-propyl acetate 732.56
    2-(2-methoxypropoxy) propanol 345.36
    mesitylene 353.08
    ε-caprolactone 1113.45
    p-cymene 435.68
    epichlorohydrin 1234.4
    1,1,1-trichloroethane 1168.42
    2-aminoethanol 113.07
    morpholine-4-carbaldehyde 635.26
    sulfolane 917.02
    2,2,4-trimethylpentane 149.82
    2-methyltetrahydrofuran 2336.17
    n-hexyl acetate 700.38
    isooctane 148.14
    2-(2-butoxyethoxy)ethanol 529.06
    sec-butyl acetate 367.11
    tert-butyl acetate 579.52
    decalin 235.95
    glycerin 81.14
    diglyme 934.31
    acrylic acid 185.44
    isopropyl myristate 315.9
    n-butyric acid 710.82
    acetyl acetate 360.64
    di(2-ethylhexyl) phthalate 227.6
    ethyl propionate 371.31
    nitromethane 380.14
    1,2-diethoxyethane 988.96
    benzonitrile 592.49
    trioctyl phosphate 198.81
    1-bromopropane 1117.1
    gamma-valerolactone 1359.98
    n-decanol 267.35
    triethyl phosphate 245.91
    4-methyl-2-pentanol 335.98
    propionitrile 677.98
    vinylene carbonate 553.46
    1,1,2-trichlorotrifluoroethane 462.02
    DMS 290.56
    cumene 235.88
    2-octanol 337.7
    2-hexanone 627.14
    octyl acetate 365.94
    limonene 813.35
    1,2-dimethoxyethane 840.02
    ethyl orthosilicate 274.77
    tributyl phosphate 237.32
    diacetone alcohol 448.54
    N,N-dimethylaniline 262.39
    acrylonitrile 485.81
    aniline 583.56
    1,3-propanediol 252.56
    bromobenzene 927.61
    dibromomethane 1481.18
    1,1,2,2-tetrachloroethane 1075.7
    2-methyl-cyclohexyl acetate 553.74
    tetrabutyl urea 280.43
    diisobutyl methanol 486.71
    2-phenylethanol 529.28
    styrene 412.3
    dioctyl adipate 338.48
    dimethyl sulfate 130.0
    ethyl butyrate 821.57
    methyl lactate 128.13
    butyl lactate 326.4
    diethyl carbonate 390.93
    propanediol butyl ether 322.04
    triethyl orthoformate 531.39
    p-tert-butyltoluene 416.69
    methyl 4-tert-butylbenzoate 360.55
    morpholine 1761.79
    tert-butylamine 731.8
    n-dodecanol 210.04
    dimethoxymethane 479.45
    ethylene carbonate 549.56
    cyrene 291.77
    2-ethoxyethyl acetate 534.27
    2-ethylhexyl acetate 980.87
    1,2,4-trichlorobenzene 617.17
    4-methylpyridine 1264.61
    dibutyl ether 834.33
    2,6-dimethyl-4-heptanol 486.71
    DEF 557.68
    dimethyl isosorbide 685.21
    tetrachloroethylene 757.92
    eugenol 294.98
    triacetin 381.67
    span 80 413.67
    1,4-butanediol 98.08
    1,1-dichloroethane 1147.82
    2-methyl-1-pentanol 403.58
    methyl formate 182.02
    2-methyl-1-butanol 604.43
    n-decane 189.2
    butyronitrile 1119.13
    3,7-dimethyl-1-octanol 425.31
    1-chlorooctane 459.93
    1-chlorotetradecane 176.24
    n-nonane 217.48
    undecane 128.12
    tert-butylcyclohexane 202.11
    cyclooctane 362.0
    cyclopentanol 944.16
    tetrahydropyran 2764.93
    tert-amyl methyl ether 612.65
    2,5,8-trioxanonane 569.3
    1-hexene 864.95
    2-isopropoxyethanol 281.53
    2,2,2-trifluoroethanol 82.48
    methyl butyrate 518.96

    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