(6R)-5,6-Dihydro-4-methyl-6-[[(2S)-1-methyl-2-piperidinyl]methyl]-2H-pyran-2-one

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  • Identifiers

    CAS number
    96552-67-9

    Molecular formula
    C13H21NO2

    SMILES
    CC1=CC(=O)O[C@H](C1)C[C@@H]2CCCCN2C

    Safety labels

  • Odor profile

    Fragrance
    Nutty 40.54%
    Roasted 35.45%
    Sweet 28.05%
    Lactonic 27.96%
    Coconut 27.73%
    Popcorn 26.63%
    Spicy 25.83%
    Odorless 25.67%
    Celery 22.5%
    Coumarinic 22.08%

     

    Flavor
    Bitter 46.88%
    Minty 24.96%
    Fatty 24.52%
    Cedarleaf 21.25%
    Lovage 20.92%
    Spicy 20.85%
    Leaves 20.52%
    Fruity 20.34%
    Ripe apricot 20.18%
    Shrimp 20.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.57 (weak base)

    Molecular weight
    223.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    391°C

    Flash point

    • 138.97 ˚C est.

  • Synonyms

    • (6R)-5,6-Dihydro-4-methyl-6-[[(2S)-1-methyl-2-piperidinyl]methyl]-2H-pyran-2-one
    • 96552-67-9
    • (6R)-5,6-Dihydro-4-methyl-6-(((2S)-1-methyl-2-piperidinyl)methyl)-2H-pyran-2-one
    • RefChem:209797
    • SCHEMBL30343059
    • DTXSID901134722
    • (2R)-4-methyl-2-[[(2S)-1-methylpiperidin-2-yl]methyl]-2,3-dihydropyran-6-one
    • (6R)-4-methyl-6-{[(2S)-1-methylpiperidin-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one
    • 96552-67-9

  • Applications

    (6R)-5,6-Dihydro-4-methyl-6-[[(2S)-1-methyl-2-piperidinyl]methyl]-2H-pyran-2-one, CAS 96552-67-9, is a chiral lactone-derived compound commonly used as a chemical intermediate and building block for pharmaceutical syntheses and other complex organic molecules. It can be used in the synthesis of drugs and piperidinyl-methyl derivatives to access chiral architectures. Because of its γ-lactone core and the piperidine moiety, it is also evaluated for fragrance-related applications and can serve as a building block in materials or polymer development. Additional applications may be explored at the laboratory scale in product development, subject to safety requirements and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 316.88
    methanol 466.0
    isopropanol 171.47
    water 5.57
    ethyl acetate 231.62
    n-propanol 260.37
    acetone 298.76
    n-butanol 213.52
    acetonitrile 133.23
    DMF 402.57
    toluene 89.73
    isobutanol 167.95
    1,4-dioxane 257.4
    methyl acetate 176.0
    THF 285.75
    2-butanone 200.52
    n-pentanol 96.96
    sec-butanol 128.01
    n-hexane 3.33
    ethylene glycol 143.09
    NMP 341.25
    cyclohexane 10.33
    DMSO 534.25
    n-butyl acetate 129.69
    n-octanol 23.5
    chloroform 991.73
    n-propyl acetate 84.08
    acetic acid 711.81
    dichloromethane 691.13
    cyclohexanone 325.66
    propylene glycol 157.38
    isopropyl acetate 128.33
    DMAc 372.73
    2-ethoxyethanol 196.27
    isopentanol 173.18
    n-heptane 1.64
    ethyl formate 164.81
    1,2-dichloroethane 418.88
    n-hexanol 96.26
    2-methoxyethanol 443.83
    isobutyl acetate 62.74
    tetrachloromethane 86.97
    n-pentyl acetate 59.09
    transcutol 1127.87
    n-heptanol 33.18
    ethylbenzene 25.94
    MIBK 96.34
    2-propoxyethanol 243.47
    tert-butanol 159.5
    MTBE 80.84
    2-butoxyethanol 117.61
    propionic acid 307.9
    o-xylene 58.79
    formic acid 428.93
    diethyl ether 92.29
    m-xylene 75.95
    p-xylene 37.82
    chlorobenzene 169.84
    dimethyl carbonate 85.77
    n-octane 0.69
    formamide 415.14
    cyclopentanone 319.61
    2-pentanone 168.29
    anisole 68.07
    cyclopentyl methyl ether 133.79
    gamma-butyrolactone 423.79
    1-methoxy-2-propanol 259.78
    pyridine 257.22
    3-pentanone 124.59
    furfural 424.65
    n-dodecane 0.71
    diethylene glycol 265.15
    diisopropyl ether 22.77
    tert-amyl alcohol 112.29
    acetylacetone 211.81
    n-hexadecane 0.86
    acetophenone 93.93
    methyl propionate 170.97
    isopentyl acetate 118.18
    trichloroethylene 952.42
    n-nonanol 22.12
    cyclohexanol 166.17
    benzyl alcohol 108.67
    2-ethylhexanol 43.99
    isooctanol 28.9
    dipropyl ether 26.65
    1,2-dichlorobenzene 161.8
    ethyl lactate 65.93
    propylene carbonate 240.22
    n-methylformamide 331.85
    2-pentanol 96.1
    n-pentane 4.9
    1-propoxy-2-propanol 140.32
    1-methoxy-2-propyl acetate 177.76
    2-(2-methoxypropoxy) propanol 145.29
    mesitylene 40.11
    ε-caprolactone 279.47
    p-cymene 22.07
    epichlorohydrin 518.99
    1,1,1-trichloroethane 328.35
    2-aminoethanol 241.63
    morpholine-4-carbaldehyde 340.77
    sulfolane 423.13
    2,2,4-trimethylpentane 4.01
    2-methyltetrahydrofuran 209.38
    n-hexyl acetate 79.62
    isooctane 2.87
    2-(2-butoxyethoxy)ethanol 222.85
    sec-butyl acetate 60.48
    tert-butyl acetate 114.93
    decalin 4.19
    glycerin 249.86
    diglyme 340.66
    acrylic acid 310.84
    isopropyl myristate 23.96
    n-butyric acid 394.65
    acetyl acetate 181.98
    di(2-ethylhexyl) phthalate 49.38
    ethyl propionate 69.7
    nitromethane 633.14
    1,2-diethoxyethane 129.28
    benzonitrile 128.04
    trioctyl phosphate 28.63
    1-bromopropane 137.12
    gamma-valerolactone 474.02
    n-decanol 15.84
    triethyl phosphate 45.81
    4-methyl-2-pentanol 56.04
    propionitrile 119.78
    vinylene carbonate 239.43
    1,1,2-trichlorotrifluoroethane 534.16
    DMS 112.54
    cumene 20.83
    2-octanol 16.34
    2-hexanone 73.64
    octyl acetate 35.05
    limonene 29.21
    1,2-dimethoxyethane 190.23
    ethyl orthosilicate 43.18
    tributyl phosphate 44.56
    diacetone alcohol 161.6
    N,N-dimethylaniline 46.74
    acrylonitrile 173.14
    aniline 181.44
    1,3-propanediol 305.94
    bromobenzene 152.89
    dibromomethane 372.18
    1,1,2,2-tetrachloroethane 765.76
    2-methyl-cyclohexyl acetate 65.86
    tetrabutyl urea 50.63
    diisobutyl methanol 24.42
    2-phenylethanol 104.87
    styrene 33.19
    dioctyl adipate 51.79
    dimethyl sulfate 143.59
    ethyl butyrate 69.61
    methyl lactate 118.17
    butyl lactate 82.08
    diethyl carbonate 58.31
    propanediol butyl ether 133.4
    triethyl orthoformate 57.83
    p-tert-butyltoluene 21.0
    methyl 4-tert-butylbenzoate 87.4
    morpholine 351.04
    tert-butylamine 69.4
    n-dodecanol 11.47
    dimethoxymethane 189.47
    ethylene carbonate 204.8
    cyrene 124.87
    2-ethoxyethyl acetate 134.63
    2-ethylhexyl acetate 87.03
    1,2,4-trichlorobenzene 221.31
    4-methylpyridine 232.45
    dibutyl ether 21.58
    2,6-dimethyl-4-heptanol 24.42
    DEF 181.28
    dimethyl isosorbide 196.07
    tetrachloroethylene 463.98
    eugenol 97.17
    triacetin 116.34
    span 80 103.4
    1,4-butanediol 96.32
    1,1-dichloroethane 383.68
    2-methyl-1-pentanol 94.33
    methyl formate 220.35
    2-methyl-1-butanol 158.81
    n-decane 1.13
    butyronitrile 130.06
    3,7-dimethyl-1-octanol 35.26
    1-chlorooctane 9.93
    1-chlorotetradecane 3.73
    n-nonane 0.95
    undecane 0.86
    tert-butylcyclohexane 3.61
    cyclooctane 2.87
    cyclopentanol 160.86
    tetrahydropyran 199.05
    tert-amyl methyl ether 65.04
    2,5,8-trioxanonane 230.11
    1-hexene 15.48
    2-isopropoxyethanol 117.24
    2,2,2-trifluoroethanol 274.04
    methyl butyrate 97.81

    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