Pentanenitrile, 3-hydroxy-, (3R)-

Overview IFRA Request a quote

  • Identifiers

    CAS number
    198561-27-2

    Molecular formula
    C5H9NO

    SMILES
    CC[C@H](CC#N)O

    Safety labels

  • Odor profile

    Fragrance
    Floral 45.59%
    Sweet 32.03%
    Fruity 27.64%
    Oily 23.91%
    Citrus 23.49%
    Fatty 23.24%
    Odorless 22.81%
    Fresh 22.8%
    Dry 20.64%
    Earthy 20.32%

     

    Flavor
    Bitter 40.38%
    Odorless 34.05%
    Sulfurous 26.08%
    Mild 24.23%
    Glue 19.03%
    Yeasty 18.92%
    Sweet-like 18.92%
    Nitrile 18.89%
    Very slight 18.89%
    Acrid 18.73%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    7.63 (neutral)

    Molecular weight
    99.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    223°C

    Flash point

    • 84.04 ˚C est.

  • Synonyms

    • 198561-27-2
    • Pentanenitrile, 3-hydroxy-, (3R)-
    • DTXSID60456443
    • RefChem:368139
    • DTXCID50407262
    • (r)-3-hydroxypentanenitrile
    • (3R)-3-hydroxypentanenitrile
    • MFCD09260308
    • (3R)-3-oxidanylpentanenitrile
    • SCHEMBL5144644
    • A50899
    • 198561-27-2

  • Applications

    Pentanenitrile, 3-hydroxy-, (3R)- (CAS 198561-27-2) is primarily used as a chiral building block in the synthesis of fine chemicals, notably as a precursor to beta-hydroxy nitrile motifs in pharmaceutical and agrochemical contexts. It can be transformed into chiral amino alcohols after nitrile reduction or through other functionalizations to furnish stereodefined amines and amino alcohol derivatives for drug discovery and crop-protection chemistry. In asymmetric synthesis workflows, it serves as a substrate for enantioselective transformations to access enantiopure compounds with defined stereochemistry. Additionally, it is employed as a versatile starting material for the preparation of complex intermediates and scaffolds used in medicinal chemistry and agrochemical pipelines, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 207.19
    methanol 434.5
    isopropanol 143.12
    water 53.58
    ethyl acetate 74.79
    n-propanol 134.79
    acetone 251.34
    n-butanol 91.49
    acetonitrile 130.94
    DMF 748.52
    toluene 17.67
    isobutanol 85.77
    1,4-dioxane 179.27
    methyl acetate 113.98
    THF 237.06
    2-butanone 103.45
    n-pentanol 59.46
    sec-butanol 85.09
    n-hexane 4.67
    ethylene glycol 314.12
    NMP 391.98
    cyclohexane 8.81
    DMSO 679.11
    n-butyl acetate 58.86
    n-octanol 45.04
    chloroform 139.25
    n-propyl acetate 46.22
    acetic acid 360.98
    dichloromethane 95.45
    cyclohexanone 145.52
    propylene glycol 284.1
    isopropyl acetate 40.32
    DMAc 417.85
    2-ethoxyethanol 128.55
    isopentanol 57.18
    n-heptane 6.27
    ethyl formate 85.25
    1,2-dichloroethane 64.08
    n-hexanol 78.66
    2-methoxyethanol 318.99
    isobutyl acetate 30.78
    tetrachloromethane 30.84
    n-pentyl acetate 38.08
    transcutol 304.76
    n-heptanol 41.18
    ethylbenzene 10.96
    MIBK 38.88
    2-propoxyethanol 150.99
    tert-butanol 131.24
    MTBE 49.04
    2-butoxyethanol 88.45
    propionic acid 219.13
    o-xylene 18.81
    formic acid 293.82
    diethyl ether 37.2
    m-xylene 17.19
    p-xylene 18.31
    chlorobenzene 43.0
    dimethyl carbonate 61.31
    n-octane 2.64
    formamide 270.12
    cyclopentanone 225.07
    2-pentanone 68.54
    anisole 42.09
    cyclopentyl methyl ether 60.74
    gamma-butyrolactone 237.72
    1-methoxy-2-propanol 205.25
    pyridine 121.48
    3-pentanone 52.39
    furfural 256.19
    n-dodecane 3.14
    diethylene glycol 226.64
    diisopropyl ether 11.69
    tert-amyl alcohol 80.15
    acetylacetone 117.29
    n-hexadecane 3.41
    acetophenone 54.78
    methyl propionate 83.94
    isopentyl acetate 46.52
    trichloroethylene 145.15
    n-nonanol 36.79
    cyclohexanol 79.41
    benzyl alcohol 55.28
    2-ethylhexanol 38.49
    isooctanol 30.41
    dipropyl ether 33.34
    1,2-dichlorobenzene 44.28
    ethyl lactate 60.87
    propylene carbonate 127.68
    n-methylformamide 319.68
    2-pentanol 46.23
    n-pentane 3.98
    1-propoxy-2-propanol 103.58
    1-methoxy-2-propyl acetate 72.96
    2-(2-methoxypropoxy) propanol 96.02
    mesitylene 13.03
    ε-caprolactone 103.34
    p-cymene 15.07
    epichlorohydrin 143.56
    1,1,1-trichloroethane 68.43
    2-aminoethanol 277.48
    morpholine-4-carbaldehyde 312.3
    sulfolane 361.35
    2,2,4-trimethylpentane 3.49
    2-methyltetrahydrofuran 107.1
    n-hexyl acetate 57.99
    isooctane 2.66
    2-(2-butoxyethoxy)ethanol 122.78
    sec-butyl acetate 26.37
    tert-butyl acetate 47.28
    decalin 5.03
    glycerin 403.89
    diglyme 213.35
    acrylic acid 264.11
    isopropyl myristate 24.52
    n-butyric acid 157.12
    acetyl acetate 68.0
    di(2-ethylhexyl) phthalate 37.86
    ethyl propionate 40.92
    nitromethane 458.49
    1,2-diethoxyethane 59.5
    benzonitrile 72.5
    trioctyl phosphate 28.82
    1-bromopropane 26.48
    gamma-valerolactone 248.73
    n-decanol 26.88
    triethyl phosphate 30.39
    4-methyl-2-pentanol 25.87
    propionitrile 81.71
    vinylene carbonate 129.74
    1,1,2-trichlorotrifluoroethane 263.96
    DMS 68.28
    cumene 10.76
    2-octanol 25.56
    2-hexanone 47.21
    octyl acetate 35.19
    limonene 23.0
    1,2-dimethoxyethane 168.55
    ethyl orthosilicate 27.08
    tributyl phosphate 31.95
    diacetone alcohol 92.97
    N,N-dimethylaniline 37.4
    acrylonitrile 134.37
    aniline 55.25
    1,3-propanediol 212.43
    bromobenzene 34.12
    dibromomethane 55.3
    1,1,2,2-tetrachloroethane 138.43
    2-methyl-cyclohexyl acetate 39.87
    tetrabutyl urea 48.04
    diisobutyl methanol 23.0
    2-phenylethanol 58.68
    styrene 16.17
    dioctyl adipate 45.83
    dimethyl sulfate 145.2
    ethyl butyrate 41.93
    methyl lactate 122.04
    butyl lactate 53.77
    diethyl carbonate 35.64
    propanediol butyl ether 129.92
    triethyl orthoformate 34.48
    p-tert-butyltoluene 15.57
    methyl 4-tert-butylbenzoate 61.82
    morpholine 200.93
    tert-butylamine 60.52
    n-dodecanol 21.48
    dimethoxymethane 151.55
    ethylene carbonate 94.81
    cyrene 97.15
    2-ethoxyethyl acetate 55.75
    2-ethylhexyl acetate 34.68
    1,2,4-trichlorobenzene 60.09
    4-methylpyridine 91.28
    dibutyl ether 27.0
    2,6-dimethyl-4-heptanol 23.0
    DEF 117.94
    dimethyl isosorbide 119.41
    tetrachloroethylene 98.83
    eugenol 73.86
    triacetin 83.69
    span 80 91.95
    1,4-butanediol 105.46
    1,1-dichloroethane 66.27
    2-methyl-1-pentanol 41.89
    methyl formate 216.68
    2-methyl-1-butanol 56.6
    n-decane 4.33
    butyronitrile 69.96
    3,7-dimethyl-1-octanol 36.33
    1-chlorooctane 17.71
    1-chlorotetradecane 8.6
    n-nonane 3.96
    undecane 3.57
    tert-butylcyclohexane 5.0
    cyclooctane 3.08
    cyclopentanol 133.11
    tetrahydropyran 103.1
    tert-amyl methyl ether 34.24
    2,5,8-trioxanonane 165.32
    1-hexene 14.41
    2-isopropoxyethanol 75.47
    2,2,2-trifluoroethanol 168.65
    methyl butyrate 60.71

    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