2-Ethylhexanoic acid

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  • Identifiers

    CAS number
    149-57-5

    Molecular formula
    C8H16O2

    SMILES
    CCCCC(CC)C(=O)O

    Safety labels

    Health Hazard
    Health

    Retention indicies (RI)

    • DB5: 1129.0

  • Odor profile

    Fruity 83.14%
    Cheesy 71.9%
    Herbal 62.47%
    Fatty 56.86%
    Sour 51.28%
    Oily 47.9%
    Sweet 47.5%
    Earthy 44.62%
    Dairy 41.04%
    Musty 38.02%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    7.99 (neutral)

    Molecular weight
    144.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • -117 °F (NTP, 1992)
    • -59.00 °C. @ 760.00 mm Hg
    • -59 °C
    • -117 °F

    Boiling point

    • 442 °F at 760 mmHg (NTP, 1992)
    • 228 °C
    • 220.00 to 223.00 °C. @ 760.00 mm Hg
    • 227 °C
    • 442 °F

    Flash point est.
    108.6 ˚C

    Flash point expt.

    • 260 °F (NTP, 1992)
    • 118 °C
    • 114 °C (closed cup)
    • 245 °F (118 °C) (OPEN CUP)
    • 118 °C o.c.
    • 260 °F

    Solubility expt.

    • less than 1 mg/mL at 84 °F (NTP, 1992)
    • Soluble in ethyl ether, carbon tetrachloride; slightly soluble in ethanol.
    • Solubility in water = 1.4 g/L water at 25 °C.
    • In water at 20 °C, 0.2 wt %. /2,000 mg/L/
    • 2 mg/mL at 20 °C
    • Solubility in water, g/100ml: 0.14 (very poor)

  • Synonyms

    • 2-ETHYLHEXANOIC ACID
    • 149-57-5
    • 2-Ethylcaproic acid
    • Hexanoic acid, 2-ethyl-
    • Ethylhexanoic acid
    • Ethylhexoic acid
    • 2-Ethylhexoic acid
    • Butylethylacetic acid
    • 2-Butylbutanoic acid
    • 3-Heptanecarboxylic acid
    • Ethyl hexanoic acid
    • 2-ethyl-hexoic acid
    • 2-ethyl hexanoic acid
    • alpha-Ethylcaproic acid
    • 2-ethyl-hexanoic acid
    • Ethyl hexanoic acid, 2-
    • alpha-ethyl caproic acid
    • MFCD00002675
    • .alpha.-Ethylcaproic acid
    • 2-Ethyl-1-hexanoic acid
    • 01MU2J7VVZ
    • 2-EHA
    • 2-ETHYL HEXOIC ACID,AR
    • DTXSID9025293
    • CHEBI:89058
    • NSC-8881
    • 2-Ethylhexansaeure
    • 2-ethylhexanoicacid
    • DTXCID805293
    • 2-Ethylhexanoic acid, >=99%
    • CAS-149-57-5
    • 2 ETHYL HEXANOIC ACID
    • CCRIS 3348
    • HSDB 5649
    • Kyselina 2-ethylkapronova [Czech]
    • NSC 8881
    • Kyselina 2-ethylkapronova
    • EINECS 205-743-6
    • (+/-)-2-ETHYLHEXANOIC ACID
    • UNII-01MU2J7VVZ
    • Kyselina heptan-3-karboxylova [Czech]
    • BRN 1750468
    • Kyselina heptan-3-karboxylova
    • AI3-01371
    • Hexanoic acid, 2-ethyl-, (-)-
    • EINECS 262-971-9
    • 2-Ethylcapronic acid
    • 2-Ethyl-Hexonic acid
    • alpha-Ethylhexanoic acid
    • .alpha.-Ethylhexanoic acid
    • EC 205-743-6
    • SCHEMBL25800
    • 2-Ethylhexanoic acid, 99%
    • MLS002415695
    • CHEMBL1162485
    • WLN: QVY4 & 2
    • NSC8881
    • HMS2267F21
    • STR05759
    • 2-ETHYLHEXANOIC ACID [HSDB]
    • Tox21_201406
    • Tox21_300108
    • LMFA01020087
    • MSK157439
    • AKOS009031416
    • AT29893
    • CS-W016381
    • SB44987
    • SB44994
    • NCGC00091324-01
    • NCGC00091324-02
    • NCGC00091324-03
    • NCGC00253985-01
    • NCGC00258957-01
    • 2-Ethylhexanoic acid, analytical standard
    • SMR001252268
    • 1ST157439
    • MSK157439-1000
    • E0120
    • NS00010660
    • EN300-20410
    • 1ST157439-1000
    • Q209384
    • F0001-0703
    • Z104478072
    • 18FEB650-7573-4EA0-B0CD-9D8BED766547
    • 2-Ethylhexanoic acid Solution in Acetonitrile, 1000?g/mL
    • 2-Ethylhexanoic acid Solution in Acetonitrile, 1000mug/mL
    • 2-Ethylhexanoic acid, Pharmaceutical Secondary Standard; Certified Reference Material

  • Applications

    2-Ethylhexanoic acid (CAS 149-57-5) is a branched-chain carboxylic acid extensively employed as a building block for metal salts (Zn, Co, Cu, Mn) used as driers in alkyd paints and unsaturated polyester resins, as a catalyst in polyurethane production, a thermal stabilizer for PVC, a corrosion inhibitor in engine and cutting oils, a solvent for rare-earth metal extraction, an active component in printing inks and lubricant additives to improve detergency and oxidation resistance, as well as a precursor to polyvinyl 2-ethylhexanoate, a pharmaceutical intermediate, and an animal-feed additive thanks to its strong metal-complexing ability and suitable volatility.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1715.93
    methanol 1739.37
    isopropanol 1743.83
    water 1.27
    ethyl acetate 456.1
    n-propanol 1198.65
    acetone 909.45
    n-butanol 1037.26
    acetonitrile 589.55
    DMF 1352.82
    toluene 123.04
    isobutanol 917.24
    1,4-dioxane 1257.86
    methyl acetate 426.07
    THF 1708.61
    2-butanone 596.98
    n-pentanol 723.63
    sec-butanol 1091.38
    n-hexane 124.65
    ethylene glycol 248.0
    NMP 1108.53
    cyclohexane 146.85
    DMSO 1567.38
    n-butyl acetate 696.96
    n-octanol 388.63
    chloroform 1191.0
    n-propyl acetate 352.6
    acetic acid 780.34
    dichloromethane 1140.5
    cyclohexanone 1129.78
    propylene glycol 430.06
    isopropyl acetate 334.83
    DMAc 596.05
    2-ethoxyethanol 572.63
    isopentanol 856.69
    n-heptane 76.73
    ethyl formate 441.51
    1,2-dichloroethane 687.15
    n-hexanol 969.48
    2-methoxyethanol 1040.87
    isobutyl acetate 252.38
    tetrachloromethane 171.86
    n-pentyl acetate 374.94
    transcutol 1260.61
    n-heptanol 433.56
    ethylbenzene 120.36
    MIBK 347.99
    2-propoxyethanol 944.4
    tert-butanol 1436.41
    MTBE 695.59
    2-butoxyethanol 512.85
    propionic acid 660.43
    o-xylene 124.93
    formic acid 238.78
    diethyl ether 559.3
    m-xylene 126.66
    p-xylene 160.6
    chlorobenzene 334.06
    dimethyl carbonate 98.21
    n-octane 37.36
    formamide 311.69
    cyclopentanone 1227.86
    2-pentanone 550.13
    anisole 256.55
    cyclopentyl methyl ether 588.65
    gamma-butyrolactone 1334.81
    1-methoxy-2-propanol 863.97
    pyridine 649.85
    3-pentanone 282.7
    furfural 813.24
    n-dodecane 30.72
    diethylene glycol 555.55
    diisopropyl ether 190.17
    tert-amyl alcohol 933.75
    acetylacetone 456.77
    n-hexadecane 34.6
    acetophenone 252.38
    methyl propionate 324.03
    isopentyl acetate 638.58
    trichloroethylene 1132.65
    n-nonanol 309.8
    cyclohexanol 794.95
    benzyl alcohol 271.34
    2-ethylhexanol 491.12
    isooctanol 331.97
    dipropyl ether 368.38
    1,2-dichlorobenzene 324.78
    ethyl lactate 171.59
    propylene carbonate 644.25
    n-methylformamide 694.2
    2-pentanol 677.74
    n-pentane 96.44
    1-propoxy-2-propanol 760.07
    1-methoxy-2-propyl acetate 461.49
    2-(2-methoxypropoxy) propanol 358.03
    mesitylene 107.96
    ε-caprolactone 879.89
    p-cymene 126.91
    epichlorohydrin 1169.53
    1,1,1-trichloroethane 537.54
    2-aminoethanol 602.9
    morpholine-4-carbaldehyde 843.22
    sulfolane 1464.58
    2,2,4-trimethylpentane 55.31
    2-methyltetrahydrofuran 1169.17
    n-hexyl acetate 516.84
    isooctane 53.58
    2-(2-butoxyethoxy)ethanol 554.1
    sec-butyl acetate 234.48
    tert-butyl acetate 370.86
    decalin 67.43
    glycerin 421.19
    diglyme 818.91
    acrylic acid 477.33
    isopropyl myristate 186.84
    n-butyric acid 1022.57
    acetyl acetate 213.02
    di(2-ethylhexyl) phthalate 189.65
    ethyl propionate 247.03
    nitromethane 843.01
    1,2-diethoxyethane 474.07
    benzonitrile 410.82
    trioctyl phosphate 170.58
    1-bromopropane 486.41
    gamma-valerolactone 1288.99
    n-decanol 230.92
    triethyl phosphate 135.72
    4-methyl-2-pentanol 370.05
    propionitrile 522.53
    vinylene carbonate 509.68
    1,1,2-trichlorotrifluoroethane 625.13
    DMS 216.22
    cumene 109.31
    2-octanol 302.22
    2-hexanone 414.85
    octyl acetate 247.56
    limonene 233.71
    1,2-dimethoxyethane 886.29
    ethyl orthosilicate 136.25
    tributyl phosphate 181.6
    diacetone alcohol 514.75
    N,N-dimethylaniline 188.47
    acrylonitrile 556.69
    aniline 284.49
    1,3-propanediol 812.27
    bromobenzene 296.52
    dibromomethane 771.5
    1,1,2,2-tetrachloroethane 992.04
    2-methyl-cyclohexyl acetate 308.22
    tetrabutyl urea 238.27
    diisobutyl methanol 258.53
    2-phenylethanol 366.38
    styrene 139.82
    dioctyl adipate 245.13
    dimethyl sulfate 198.83
    ethyl butyrate 367.19
    methyl lactate 216.48
    butyl lactate 324.88
    diethyl carbonate 200.49
    propanediol butyl ether 529.21
    triethyl orthoformate 239.29
    p-tert-butyltoluene 129.84
    methyl 4-tert-butylbenzoate 308.1
    morpholine 1632.95
    tert-butylamine 892.67
    n-dodecanol 175.52
    dimethoxymethane 523.55
    ethylene carbonate 448.32
    cyrene 311.32
    2-ethoxyethyl acetate 359.42
    2-ethylhexyl acetate 442.56
    1,2,4-trichlorobenzene 353.39
    4-methylpyridine 593.19
    dibutyl ether 316.41
    2,6-dimethyl-4-heptanol 258.53
    DEF 584.93
    dimethyl isosorbide 584.43
    tetrachloroethylene 613.7
    eugenol 304.45
    triacetin 287.48
    span 80 428.23
    1,4-butanediol 354.15
    1,1-dichloroethane 773.2
    2-methyl-1-pentanol 581.95
    methyl formate 401.47
    2-methyl-1-butanol 719.83
    n-decane 49.87
    butyronitrile 725.92
    3,7-dimethyl-1-octanol 348.49
    1-chlorooctane 205.77
    1-chlorotetradecane 79.88
    n-nonane 51.38
    undecane 38.08
    tert-butylcyclohexane 74.69
    cyclooctane 40.66
    cyclopentanol 1026.56
    tetrahydropyran 1252.4
    tert-amyl methyl ether 413.59
    2,5,8-trioxanonane 550.52
    1-hexene 379.18
    2-isopropoxyethanol 409.74
    2,2,2-trifluoroethanol 180.44
    methyl butyrate 417.17

    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

Botanical

Name CAS Botanical Proportion
Apple flower Malus arnoldiana (Rehd) Sarg. var. Redgold, fam. Rosaceae 0.01%
Hedychium coronarium flower (Japan) Hedychium coronarium Koenig, fam. Zingiberaceae 0.02%
Lawsonia inermis flower 1b Lawsonia inermis L. (syn. L. alba Lam.), fam. Lytraceae 0.1%
Spearmint, scotch (Japan) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.01%
Datura flower headspace (Japan) Datura candida (Pers.), fam. Solanaceae 0.04%