3-Hydroxy-2-methylvaleric acid

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  • Identifiers

    CAS number
    28892-73-1

    Molecular formula
    C6H12O3

    SMILES
    CCC(C(C)C(=O)O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 64.66%
    Cheesy 52.16%
    Sour 39.5%
    Odorless 34.52%
    Milky 32.86%
    Dairy 32.79%
    Buttery 30.52%
    Creamy 28.61%
    Sweaty 28.15%
    Pungent 25.96%

     

    Flavor
    Odorless 49.57%
    Cheese 33.13%
    Sour 31.93%
    Fruity 30.17%
    Acidic 29.95%
    Pungent 25.77%
    Roquefort cheese 22.46%
    Stinky 22.37%
    Soy 22.02%
    Rancid 21.93%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    7.1 (neutral)

    Molecular weight
    132.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    241°C

    Flash point

    • 117.35 ˚C est.

  • Synonyms

    • 28892-73-1
    • 3-Hydroxy-2-methylvaleric acid
    • DTXSID20951525
    • RefChem:94111
    • DTXCID70999331
    • 3-hydroxy-2-methylpentanoic acid
    • Pentanoic acid, 3-hydroxy-2-methyl-
    • 2-Methyl-3-hydroxyvaleric acid
    • 3-Hydroxy-2-methylvalerate
    • 2-methyl-3-hydroxyvalerate
    • SCHEMBL667584
    • SCHEMBL8572556
    • 3-hydroxy-2-methylpentanoicacid
    • SCHEMBL10338022
    • CHEBI:173537
    • NVIHALDXJWGLFD-UHFFFAOYSA-N
    • 3-hydroxy-2-methyl-pentanoic acid
    • DBA89273
    • AKOS011684294
    • CS-0242511
    • EN300-250644
    • G57849
    • 28892-73-1

  • Applications

    3-Hydroxy-2-methylvaleric acid (CAS 28892-73-1) is commonly evaluated as an intermediate in organic synthesis to access branched hydroxy fatty acid derivatives; it may be used to prepare esters and other functionalized compounds for fragrance and flavor chemistries, as well as reactive intermediates for cosmetics and personal care formulations; it can serve as a building block in polyester and polymer synthesis, including materials used in coatings and inks; it may function as a precursor or crosslinking agent in coatings, inks, and related resin systems; in pharmaceutical development, it is used as a chiral building block for route development; and in agrochemicals, it may be pursued as an intermediate for synthesis of active ingredients. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 137.97
    methanol 238.58
    isopropanol 147.71
    water 66.59
    ethyl acetate 29.7
    n-propanol 108.13
    acetone 49.06
    n-butanol 80.6
    acetonitrile 33.07
    DMF 184.71
    toluene 6.28
    isobutanol 104.26
    1,4-dioxane 187.08
    methyl acetate 36.31
    THF 297.45
    2-butanone 41.47
    n-pentanol 88.4
    sec-butanol 112.4
    n-hexane 5.65
    ethylene glycol 184.42
    NMP 233.33
    cyclohexane 3.15
    DMSO 312.4
    n-butyl acetate 30.18
    n-octanol 48.84
    chloroform 26.87
    n-propyl acetate 22.96
    acetic acid 139.91
    dichloromethane 24.09
    cyclohexanone 86.32
    propylene glycol 176.58
    isopropyl acetate 28.95
    DMAc 148.78
    2-ethoxyethanol 164.18
    isopentanol 99.08
    n-heptane 3.97
    ethyl formate 38.5
    1,2-dichloroethane 23.04
    n-hexanol 112.59
    2-methoxyethanol 238.33
    isobutyl acetate 19.33
    tetrachloromethane 12.17
    n-pentyl acetate 28.45
    transcutol 170.21
    n-heptanol 64.85
    ethylbenzene 8.96
    MIBK 52.11
    2-propoxyethanol 186.69
    tert-butanol 255.24
    MTBE 69.94
    2-butoxyethanol 103.89
    propionic acid 106.82
    o-xylene 13.98
    formic acid 189.57
    diethyl ether 24.76
    m-xylene 14.66
    p-xylene 12.81
    chlorobenzene 12.51
    dimethyl carbonate 14.87
    n-octane 2.46
    formamide 121.85
    cyclopentanone 141.72
    2-pentanone 41.9
    anisole 28.65
    cyclopentyl methyl ether 75.72
    gamma-butyrolactone 174.34
    1-methoxy-2-propanol 181.66
    pyridine 26.49
    3-pentanone 24.49
    furfural 119.07
    n-dodecane 2.39
    diethylene glycol 202.92
    diisopropyl ether 16.8
    tert-amyl alcohol 180.53
    acetylacetone 60.01
    n-hexadecane 2.57
    acetophenone 34.01
    methyl propionate 32.32
    isopentyl acetate 36.31
    trichloroethylene 39.34
    n-nonanol 41.09
    cyclohexanol 81.61
    benzyl alcohol 44.28
    2-ethylhexanol 51.67
    isooctanol 55.69
    dipropyl ether 20.83
    1,2-dichlorobenzene 17.38
    ethyl lactate 33.8
    propylene carbonate 72.53
    n-methylformamide 106.14
    2-pentanol 69.82
    n-pentane 3.38
    1-propoxy-2-propanol 104.73
    1-methoxy-2-propyl acetate 49.4
    2-(2-methoxypropoxy) propanol 80.47
    mesitylene 14.5
    ε-caprolactone 87.44
    p-cymene 12.57
    epichlorohydrin 121.89
    1,1,1-trichloroethane 23.07
    2-aminoethanol 219.83
    morpholine-4-carbaldehyde 185.16
    sulfolane 270.65
    2,2,4-trimethylpentane 5.34
    2-methyltetrahydrofuran 146.97
    n-hexyl acetate 44.37
    isooctane 5.46
    2-(2-butoxyethoxy)ethanol 108.79
    sec-butyl acetate 19.7
    tert-butyl acetate 50.48
    decalin 4.71
    glycerin 257.68
    diglyme 142.43
    acrylic acid 98.3
    isopropyl myristate 19.59
    n-butyric acid 94.78
    acetyl acetate 21.71
    di(2-ethylhexyl) phthalate 29.3
    ethyl propionate 21.34
    nitromethane 113.86
    1,2-diethoxyethane 32.9
    benzonitrile 27.35
    trioctyl phosphate 27.1
    1-bromopropane 11.47
    gamma-valerolactone 179.97
    n-decanol 31.33
    triethyl phosphate 18.02
    4-methyl-2-pentanol 63.56
    propionitrile 25.83
    vinylene carbonate 52.25
    1,1,2-trichlorotrifluoroethane 121.34
    DMS 26.28
    cumene 12.51
    2-octanol 40.4
    2-hexanone 34.89
    octyl acetate 27.72
    limonene 18.37
    1,2-dimethoxyethane 146.14
    ethyl orthosilicate 17.95
    tributyl phosphate 24.06
    diacetone alcohol 122.73
    N,N-dimethylaniline 31.35
    acrylonitrile 37.72
    aniline 23.33
    1,3-propanediol 198.01
    bromobenzene 9.46
    dibromomethane 15.79
    1,1,2,2-tetrachloroethane 45.88
    2-methyl-cyclohexyl acetate 33.77
    tetrabutyl urea 34.11
    diisobutyl methanol 31.33
    2-phenylethanol 53.49
    styrene 7.62
    dioctyl adipate 28.5
    dimethyl sulfate 48.01
    ethyl butyrate 22.98
    methyl lactate 58.87
    butyl lactate 39.69
    diethyl carbonate 13.58
    propanediol butyl ether 100.63
    triethyl orthoformate 19.01
    p-tert-butyltoluene 13.42
    methyl 4-tert-butylbenzoate 58.14
    morpholine 190.13
    tert-butylamine 107.07
    n-dodecanol 23.39
    dimethoxymethane 76.59
    ethylene carbonate 42.36
    cyrene 96.73
    2-ethoxyethyl acetate 34.91
    2-ethylhexyl acetate 25.22
    1,2,4-trichlorobenzene 23.16
    4-methylpyridine 31.77
    dibutyl ether 17.21
    2,6-dimethyl-4-heptanol 31.33
    DEF 60.36
    dimethyl isosorbide 115.67
    tetrachloroethylene 35.72
    eugenol 66.22
    triacetin 37.46
    span 80 76.92
    1,4-butanediol 132.3
    1,1-dichloroethane 20.5
    2-methyl-1-pentanol 92.24
    methyl formate 77.41
    2-methyl-1-butanol 86.18
    n-decane 3.58
    butyronitrile 30.8
    3,7-dimethyl-1-octanol 44.58
    1-chlorooctane 14.59
    1-chlorotetradecane 6.32
    n-nonane 3.37
    undecane 2.83
    tert-butylcyclohexane 6.34
    cyclooctane 2.31
    cyclopentanol 158.92
    tetrahydropyran 72.5
    tert-amyl methyl ether 52.87
    2,5,8-trioxanonane 116.63
    1-hexene 14.3
    2-isopropoxyethanol 113.51
    2,2,2-trifluoroethanol 73.09
    methyl butyrate 33.59

    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