ethyl (3R,5Z)-3-hydroxyoct-5-enoate

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  • Identifiers

    CAS number
    182510-22-1

    Molecular formula
    C10H18O3

    SMILES
    CC/C=C\C[C@H](CC(=O)OCC)O

    Safety labels

  • Odor profile

    Fragrance
    Green 88.35%
    Fruity 77.36%
    Tropical 60.43%
    Waxy 51.21%
    Fresh 47.39%
    Apple 47.3%
    Melon 45.84%
    Pear 42.57%
    Sweet 42.41%
    Pineapple 38.4%

     

    Flavor
    Fruity 67.35%
    Tropical 51.13%
    Green 40.48%
    Fresh 34.37%
    Oily 32.23%
    Floral 32.17%
    Pineapple 30.93%
    Waxy 27.54%
    Melon 27.47%
    Sweet 27.14%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    8.28 (weak base)

    Molecular weight
    186.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    243°C

    Flash point

    • 110.39 ˚C est.

  • Synonyms

    • ethyl (3R,5Z)-3-hydroxyoct-5-enoate
    • DTXSID001230608
    • 5-Octenoic acid, 3-hydroxy-, ethyl ester, [R-(Z)]-
    • 182510-22-1
    • 182510-22-1

  • Applications

    ethyl (3R,5Z)-3-hydroxyoct-5-enoate, CAS 182510-22-1, is an unsaturated fatty acid ester with a hydroxyl group and a cis double bond at position 5, commonly used as a chiral intermediate in organic synthesis. Real-world applications include serving as a building block for pharmaceuticals and agrochemicals; functioning as a functional monomer or precursor for polyester polymers and specialty polymers; considered as a fragrance/flavor intermediate in the cosmetics and fragrance industry; used in coatings, inks, and adhesive formulations as a reactive intermediate or linking unit; and evaluated for cleaning formulations and material processing industries.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1213.45
    methanol 1775.49
    isopropanol 913.86
    water 1.49
    ethyl acetate 398.09
    n-propanol 751.8
    acetone 1258.02
    n-butanol 649.9
    acetonitrile 475.92
    DMF 1969.49
    toluene 112.12
    isobutanol 532.35
    1,4-dioxane 842.44
    methyl acetate 363.49
    THF 1617.75
    2-butanone 471.3
    n-pentanol 383.71
    sec-butanol 549.66
    n-hexane 43.04
    ethylene glycol 367.43
    NMP 1319.0
    cyclohexane 63.27
    DMSO 2757.61
    n-butyl acetate 259.0
    n-octanol 163.02
    chloroform 759.64
    n-propyl acetate 211.97
    acetic acid 1266.68
    dichloromethane 657.86
    cyclohexanone 845.8
    propylene glycol 588.86
    isopropyl acetate 251.73
    DMAc 1061.72
    2-ethoxyethanol 513.96
    isopentanol 456.89
    n-heptane 19.46
    ethyl formate 267.42
    1,2-dichloroethane 472.72
    n-hexanol 369.86
    2-methoxyethanol 1153.3
    isobutyl acetate 151.22
    tetrachloromethane 79.21
    n-pentyl acetate 152.18
    transcutol 1520.4
    n-heptanol 116.49
    ethylbenzene 76.69
    MIBK 268.71
    2-propoxyethanol 578.45
    tert-butanol 1039.81
    MTBE 404.37
    2-butoxyethanol 240.95
    propionic acid 607.74
    o-xylene 98.64
    formic acid 367.63
    diethyl ether 364.91
    m-xylene 115.47
    p-xylene 98.12
    chlorobenzene 218.83
    dimethyl carbonate 166.46
    n-octane 8.51
    formamide 402.01
    cyclopentanone 1011.05
    2-pentanone 491.82
    anisole 202.27
    cyclopentyl methyl ether 523.38
    gamma-butyrolactone 1100.0
    1-methoxy-2-propanol 865.82
    pyridine 434.36
    3-pentanone 282.69
    furfural 711.06
    n-dodecane 9.76
    diethylene glycol 557.87
    diisopropyl ether 94.52
    tert-amyl alcohol 606.33
    acetylacetone 533.86
    n-hexadecane 11.17
    acetophenone 215.71
    methyl propionate 356.22
    isopentyl acetate 234.22
    trichloroethylene 845.64
    n-nonanol 136.35
    cyclohexanol 578.57
    benzyl alcohol 226.93
    2-ethylhexanol 166.58
    isooctanol 97.78
    dipropyl ether 159.25
    1,2-dichlorobenzene 203.65
    ethyl lactate 167.64
    propylene carbonate 501.43
    n-methylformamide 640.9
    2-pentanol 367.53
    n-pentane 32.8
    1-propoxy-2-propanol 395.33
    1-methoxy-2-propyl acetate 302.15
    2-(2-methoxypropoxy) propanol 327.64
    mesitylene 84.37
    ε-caprolactone 586.94
    p-cymene 62.28
    epichlorohydrin 917.49
    1,1,1-trichloroethane 401.38
    2-aminoethanol 629.47
    morpholine-4-carbaldehyde 896.05
    sulfolane 1582.68
    2,2,4-trimethylpentane 22.48
    2-methyltetrahydrofuran 814.07
    n-hexyl acetate 284.41
    isooctane 19.85
    2-(2-butoxyethoxy)ethanol 466.12
    sec-butyl acetate 140.77
    tert-butyl acetate 304.92
    decalin 33.15
    glycerin 649.91
    diglyme 701.88
    acrylic acid 524.09
    isopropyl myristate 107.31
    n-butyric acid 707.56
    acetyl acetate 266.54
    di(2-ethylhexyl) phthalate 126.05
    ethyl propionate 195.22
    nitromethane 1274.36
    1,2-diethoxyethane 305.55
    benzonitrile 265.96
    trioctyl phosphate 94.55
    1-bromopropane 258.46
    gamma-valerolactone 1018.68
    n-decanol 98.77
    triethyl phosphate 104.8
    4-methyl-2-pentanol 178.32
    propionitrile 353.26
    vinylene carbonate 413.16
    1,1,2-trichlorotrifluoroethane 746.56
    DMS 232.2
    cumene 65.21
    2-octanol 88.85
    2-hexanone 275.96
    octyl acetate 142.91
    limonene 107.52
    1,2-dimethoxyethane 769.27
    ethyl orthosilicate 98.64
    tributyl phosphate 123.63
    diacetone alcohol 455.71
    N,N-dimethylaniline 157.97
    acrylonitrile 410.5
    aniline 254.77
    1,3-propanediol 708.86
    bromobenzene 213.2
    dibromomethane 447.04
    1,1,2,2-tetrachloroethane 756.83
    2-methyl-cyclohexyl acetate 169.72
    tetrabutyl urea 165.92
    diisobutyl methanol 96.08
    2-phenylethanol 206.72
    styrene 96.69
    dioctyl adipate 184.68
    dimethyl sulfate 353.59
    ethyl butyrate 172.16
    methyl lactate 311.6
    butyl lactate 183.22
    diethyl carbonate 126.79
    propanediol butyl ether 398.25
    triethyl orthoformate 131.42
    p-tert-butyltoluene 62.65
    methyl 4-tert-butylbenzoate 219.37
    morpholine 1144.82
    tert-butylamine 491.16
    n-dodecanol 75.09
    dimethoxymethane 659.75
    ethylene carbonate 337.54
    cyrene 310.32
    2-ethoxyethyl acetate 227.36
    2-ethylhexyl acetate 169.59
    1,2,4-trichlorobenzene 259.64
    4-methylpyridine 431.33
    dibutyl ether 158.26
    2,6-dimethyl-4-heptanol 96.08
    DEF 533.92
    dimethyl isosorbide 472.38
    tetrachloroethylene 426.63
    eugenol 218.27
    triacetin 307.04
    span 80 307.71
    1,4-butanediol 283.1
    1,1-dichloroethane 466.2
    2-methyl-1-pentanol 292.2
    methyl formate 437.85
    2-methyl-1-butanol 418.28
    n-decane 16.18
    butyronitrile 415.74
    3,7-dimethyl-1-octanol 162.9
    1-chlorooctane 85.51
    1-chlorotetradecane 34.19
    n-nonane 15.58
    undecane 12.03
    tert-butylcyclohexane 32.36
    cyclooctane 17.1
    cyclopentanol 703.45
    tetrahydropyran 839.36
    tert-amyl methyl ether 264.36
    2,5,8-trioxanonane 531.27
    1-hexene 154.2
    2-isopropoxyethanol 325.04
    2,2,2-trifluoroethanol 263.54
    methyl butyrate 286.59

    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