Punicic Acid

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  • Identifiers

    CAS number
    544-72-9

    Molecular formula
    C18H30O2

    SMILES
    CCCC/C=C\C=C\C=C/CCCCCCCC(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Fatty 81.48%
    Oily 58.85%
    Waxy 41.96%
    Green 31.79%
    Fruity 27.6%
    Dairy 25.88%
    Fishy 25.24%
    Woody 24.13%
    Sweet 23.53%
    Milky 21.97%

     

    Flavor
    Fatty 34.36%
    Faint 24.67%
    Oriental 20.16%
    Pumpkin 19.82%
    Slightly waxy 19.55%
    Diterpene 19.43%
    Low 19.39%
    Delicate 19.09%
    Bay oil 18.89%
    Terpentine 18.82%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.4

    pKa est.
    7.76 (neutral)

    Molecular weight
    278.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    354°C

    Flash point

    • 215.43 ˚C est.

  • Synonyms

    • Punicic acid
    • Trichosanic acid
    • 544-72-9
    • Trichosanoic acid
    • 9-cis,11-trans,13-cis-octadecatrienoic acid
    • cis-9,trans-11,cis-13-Octadecatrienoic acid
    • VFQ03H211O
    • 9,11,13-Octadecatrienoic acid, (9Z,11E,13Z)-
    • 9,11,13-Octadecatrienoic acid, (Z,Z,E)-
    • 9Z,11E,13Z-octadecatrienoic acid
    • cis,trans,cis-9,11,13-Octadecatrienoic acid
    • 9Z,11E,13Z-octadeca-9,11,13-trienoic acid
    • CHEBI:8638
    • DTXSID10897463
    • RefChem:46672
    • Fatty Acid 18:3 n-5
    • DTXCID801326803
    • Cis,trans,cis-octadeca-9,11,13-trienoic acid
    • (9Z,11E,13Z)-octadeca-9,11,13-trienoic acid
    • 9(Z),11(E),13(Z)-OCTADECATRIENOIC ACID
    • (9Z,11E,13Z)-octadecatrienoic acid
    • cis-9, trans-11, cis-13-octadecatrienoic acid
    • Punicinic acid
    • 9c,11t,13c-linolenic acid
    • octadeca-9c,11t,13c-trienoic acid
    • 9c,11t,13c-18:3
    • C18:3 n-5 cis, 7 trans, 9 cis
    • 9cis,11trans,13cis-octadecatrienoic acid
    • (Z,E,Z)-octadeca-9,11,13-trienoic acid
    • UNII-VFQ03H211O
    • SCHEMBL158967
    • orb2278597
    • CHEMBL5205249
    • Octadeca-9c,11t,13c-triensaeure
    • LMFA01030146
    • MFCD05864026
    • MSK169513
    • PD088520
    • HY-139066
    • CS-0179308
    • C08364
    • Q201502
    • 9(Z) pound not11(E) pound not13(Z)-Octadecatrienoic Acid
    • 544-72-9

  • Applications

    Punicic Acid (CAS 544-72-9) is a conjugated omega-5 fatty acid predominantly derived from pomegranate seed oil. In industry it is used as a specialty lipid and oleochemical feedstock for the synthesis of bio-based esters and other conjugated fatty acid derivatives; it can serve as an intermediate for producing functional monomers and additives for polymers and coatings; in cosmetics and personal care it acts as an emollient and conditioning lipid; and it is explored as a component in coatings and inks formulations and other oleochemical blends due to its unique unsaturated fatty acid backbone.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 276.22
    methanol 219.79
    isopropanol 221.72
    water 0.01
    ethyl acetate 198.36
    n-propanol 214.21
    acetone 271.79
    n-butanol 214.39
    acetonitrile 49.63
    DMF 388.6
    toluene 75.81
    isobutanol 157.95
    1,4-dioxane 254.71
    methyl acetate 112.72
    THF 892.61
    2-butanone 254.27
    n-pentanol 192.54
    sec-butanol 195.98
    n-hexane 49.29
    ethylene glycol 9.24
    NMP 430.4
    cyclohexane 58.05
    DMSO 732.13
    n-butyl acetate 254.37
    n-octanol 79.9
    chloroform 271.56
    n-propyl acetate 242.51
    acetic acid 81.63
    dichloromethane 302.28
    cyclohexanone 455.16
    propylene glycol 42.09
    isopropyl acetate 196.02
    DMAc 523.45
    2-ethoxyethanol 276.91
    isopentanol 227.83
    n-heptane 23.32
    ethyl formate 74.67
    1,2-dichloroethane 311.43
    n-hexanol 165.51
    2-methoxyethanol 322.53
    isobutyl acetate 181.21
    tetrachloromethane 49.46
    n-pentyl acetate 197.15
    transcutol 1198.53
    n-heptanol 87.81
    ethylbenzene 69.79
    MIBK 260.19
    2-propoxyethanol 304.31
    tert-butanol 290.42
    MTBE 330.19
    2-butoxyethanol 208.89
    propionic acid 87.19
    o-xylene 69.05
    formic acid 18.39
    diethyl ether 269.35
    m-xylene 74.44
    p-xylene 78.23
    chlorobenzene 96.53
    dimethyl carbonate 44.69
    n-octane 10.01
    formamide 38.47
    cyclopentanone 470.25
    2-pentanone 305.79
    anisole 150.36
    cyclopentyl methyl ether 388.1
    gamma-butyrolactone 344.63
    1-methoxy-2-propanol 352.55
    pyridine 193.79
    3-pentanone 177.51
    furfural 236.14
    n-dodecane 6.85
    diethylene glycol 120.34
    diisopropyl ether 101.12
    tert-amyl alcohol 251.35
    acetylacetone 284.62
    n-hexadecane 8.04
    acetophenone 165.22
    methyl propionate 153.78
    isopentyl acetate 260.7
    trichloroethylene 395.39
    n-nonanol 80.04
    cyclohexanol 208.82
    benzyl alcohol 109.36
    2-ethylhexanol 125.63
    isooctanol 92.48
    dipropyl ether 207.84
    1,2-dichlorobenzene 107.91
    ethyl lactate 90.82
    propylene carbonate 177.66
    n-methylformamide 100.46
    2-pentanol 173.24
    n-pentane 24.88
    1-propoxy-2-propanol 283.24
    1-methoxy-2-propyl acetate 262.13
    2-(2-methoxypropoxy) propanol 199.04
    mesitylene 58.12
    ε-caprolactone 345.87
    p-cymene 49.03
    epichlorohydrin 480.04
    1,1,1-trichloroethane 207.68
    2-aminoethanol 56.4
    morpholine-4-carbaldehyde 351.13
    sulfolane 626.62
    2,2,4-trimethylpentane 22.17
    2-methyltetrahydrofuran 538.93
    n-hexyl acetate 228.28
    isooctane 17.88
    2-(2-butoxyethoxy)ethanol 307.59
    sec-butyl acetate 193.84
    tert-butyl acetate 280.46
    decalin 36.79
    glycerin 54.74
    diglyme 554.49
    acrylic acid 46.63
    isopropyl myristate 85.37
    n-butyric acid 220.05
    acetyl acetate 87.56
    di(2-ethylhexyl) phthalate 70.68
    ethyl propionate 176.93
    nitromethane 148.29
    1,2-diethoxyethane 397.25
    benzonitrile 97.15
    trioctyl phosphate 56.18
    1-bromopropane 206.15
    gamma-valerolactone 539.54
    n-decanol 57.0
    triethyl phosphate 88.44
    4-methyl-2-pentanol 117.67
    propionitrile 73.18
    vinylene carbonate 112.74
    1,1,2-trichlorotrifluoroethane 276.21
    DMS 111.3
    cumene 58.14
    2-octanol 65.62
    2-hexanone 289.07
    octyl acetate 99.86
    limonene 92.98
    1,2-dimethoxyethane 469.26
    ethyl orthosilicate 99.24
    tributyl phosphate 73.24
    diacetone alcohol 319.97
    N,N-dimethylaniline 128.03
    acrylonitrile 63.37
    aniline 95.65
    1,3-propanediol 123.03
    bromobenzene 107.65
    dibromomethane 223.79
    1,1,2,2-tetrachloroethane 415.5
    2-methyl-cyclohexyl acetate 183.73
    tetrabutyl urea 112.05
    diisobutyl methanol 84.44
    2-phenylethanol 116.25
    styrene 78.18
    dioctyl adipate 137.4
    dimethyl sulfate 105.63
    ethyl butyrate 192.23
    methyl lactate 84.82
    butyl lactate 153.49
    diethyl carbonate 94.07
    propanediol butyl ether 182.1
    triethyl orthoformate 153.44
    p-tert-butyltoluene 49.84
    methyl 4-tert-butylbenzoate 165.15
    morpholine 476.66
    tert-butylamine 182.95
    n-dodecanol 41.22
    dimethoxymethane 291.93
    ethylene carbonate 105.28
    cyrene 174.75
    2-ethoxyethyl acetate 237.75
    2-ethylhexyl acetate 203.58
    1,2,4-trichlorobenzene 131.27
    4-methylpyridine 210.7
    dibutyl ether 186.99
    2,6-dimethyl-4-heptanol 84.44
    DEF 317.28
    dimethyl isosorbide 376.14
    tetrachloroethylene 233.21
    eugenol 146.03
    triacetin 199.65
    span 80 182.72
    1,4-butanediol 46.42
    1,1-dichloroethane 219.72
    2-methyl-1-pentanol 194.03
    methyl formate 48.5
    2-methyl-1-butanol 190.37
    n-decane 13.79
    butyronitrile 127.65
    3,7-dimethyl-1-octanol 103.13
    1-chlorooctane 68.06
    1-chlorotetradecane 23.45
    n-nonane 13.1
    undecane 9.23
    tert-butylcyclohexane 31.87
    cyclooctane 17.62
    cyclopentanol 199.66
    tetrahydropyran 491.74
    tert-amyl methyl ether 250.12
    2,5,8-trioxanonane 348.27
    1-hexene 155.36
    2-isopropoxyethanol 235.27
    2,2,2-trifluoroethanol 20.87
    methyl butyrate 254.58

    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