2,2-Dimethyl-3-butenoic acid

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  • Identifiers

    CAS number
    10276-09-2

    Molecular formula
    C6H10O2

    SMILES
    CC(C)(C=C)C(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Fruity 67.97%
    Cheesy 43.32%
    Pungent 40.33%
    Sour 36.52%
    Sharp 30.48%
    Green 27.93%
    Herbal 27.79%
    Sweaty 23.92%
    Ethereal 22.17%
    Dairy 20.69%

     

    Flavor
    Fruity 27.2%
    Pungent 26.98%
    Berry 25.17%
    Cheese 23.82%
    Tropical 23.31%
    Sweet 21.27%
    Green 21.01%
    Roquefort cheese 20.82%
    Stinky 20.0%
    Mouldy 19.98%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    6.86 (neutral)

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    184°C

    Flash point

    • 76.32 ˚C est.

  • Synonyms

    • 10276-09-2
    • 3-Butenoic acid, 2,2-dimethyl-
    • 2,2-Dimethyl-3-butenoic acid
    • CH2=CHC(CH3)2COOH
    • DTXSID70145492
    • RefChem:81053
    • DTXCID4067983
    • SCFWAOWWAANBPY-UHFFFAOYSA-N
    • 2,2-dimethylbut-3-enoic acid
    • 2,2-DIMETHYL-BUT-3-ENOIC ACID
    • MFCD00196967
    • LMFA01020099
    • SCHEMBL65091
    • 2,2-dimethylbut-3-enoicacid
    • SCHEMBL3614063
    • CHEBI:180383
    • KAA27609
    • AKOS006380127
    • 2 pound not2-Dimethylbut-3-enoic acid
    • CS-W006345
    • DS-2557
    • SY056888
    • EN300-107988
    • F12167
    • F790829
    • 10276-09-2

  • Applications

    2,2-Dimethyl-3-butenoic acid (CAS 10276-09-2) is an α,β-unsaturated carboxylic acid bearing a two-methyl substitution at the alpha carbon, commonly used as an intermediate in the synthesis of acrylate esters and other derivatives for industrial chemicals. In polymers/plastics, it may function as a monomer or comonomer for acrylic polymers and specialty resins, influencing properties in coatings and adhesives. In coatings, inks, and adhesives, it can be esterified or polymerized to form resinous components for paints, printing inks, and bonding formulations. In fragrance and cosmetics, it can serve as a precursor to fragrance esters and other cosmetic intermediates, supporting perfumery and personal care product development. In industrial manufacturing, it is used as a building block for various intermediate chemicals in process chemistry, with specific uses governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 90.19
    methanol 114.39
    isopropanol 57.03
    water 11.33
    ethyl acetate 31.94
    n-propanol 57.49
    acetone 29.73
    n-butanol 53.9
    acetonitrile 20.97
    DMF 59.9
    toluene 6.02
    isobutanol 43.99
    1,4-dioxane 82.58
    methyl acetate 30.05
    THF 117.14
    2-butanone 33.13
    n-pentanol 49.9
    sec-butanol 60.42
    n-hexane 6.82
    ethylene glycol 28.38
    NMP 88.35
    cyclohexane 2.7
    DMSO 60.67
    n-butyl acetate 24.73
    n-octanol 39.13
    chloroform 32.41
    n-propyl acetate 22.32
    acetic acid 67.47
    dichloromethane 26.45
    cyclohexanone 43.13
    propylene glycol 33.71
    isopropyl acetate 27.71
    DMAc 74.0
    2-ethoxyethanol 86.94
    isopentanol 56.57
    n-heptane 4.77
    ethyl formate 24.85
    1,2-dichloroethane 19.29
    n-hexanol 59.12
    2-methoxyethanol 111.91
    isobutyl acetate 18.48
    tetrachloromethane 13.37
    n-pentyl acetate 29.33
    transcutol 170.3
    n-heptanol 47.63
    ethylbenzene 8.93
    MIBK 42.17
    2-propoxyethanol 86.82
    tert-butanol 97.59
    MTBE 57.77
    2-butoxyethanol 74.7
    propionic acid 46.32
    o-xylene 11.64
    formic acid 72.27
    diethyl ether 35.69
    m-xylene 11.63
    p-xylene 14.06
    chlorobenzene 10.64
    dimethyl carbonate 12.95
    n-octane 3.36
    formamide 83.16
    cyclopentanone 59.86
    2-pentanone 35.17
    anisole 26.13
    cyclopentyl methyl ether 46.09
    gamma-butyrolactone 68.55
    1-methoxy-2-propanol 89.47
    pyridine 22.87
    3-pentanone 23.12
    furfural 58.74
    n-dodecane 2.63
    diethylene glycol 74.61
    diisopropyl ether 20.46
    tert-amyl alcohol 101.87
    acetylacetone 38.96
    n-hexadecane 2.79
    acetophenone 29.62
    methyl propionate 27.02
    isopentyl acetate 32.48
    trichloroethylene 36.81
    n-nonanol 35.21
    cyclohexanol 35.98
    benzyl alcohol 26.32
    2-ethylhexanol 37.05
    isooctanol 41.36
    dipropyl ether 21.29
    1,2-dichlorobenzene 14.75
    ethyl lactate 21.71
    propylene carbonate 41.16
    n-methylformamide 44.83
    2-pentanol 49.34
    n-pentane 5.06
    1-propoxy-2-propanol 56.36
    1-methoxy-2-propyl acetate 39.5
    2-(2-methoxypropoxy) propanol 67.42
    mesitylene 11.9
    ε-caprolactone 51.14
    p-cymene 12.03
    epichlorohydrin 64.47
    1,1,1-trichloroethane 23.43
    2-aminoethanol 57.17
    morpholine-4-carbaldehyde 96.38
    sulfolane 90.42
    2,2,4-trimethylpentane 7.75
    2-methyltetrahydrofuran 78.03
    n-hexyl acetate 44.97
    isooctane 6.64
    2-(2-butoxyethoxy)ethanol 87.65
    sec-butyl acetate 22.02
    tert-butyl acetate 51.2
    decalin 5.16
    glycerin 53.32
    diglyme 119.74
    acrylic acid 38.5
    isopropyl myristate 20.01
    n-butyric acid 53.14
    acetyl acetate 20.45
    di(2-ethylhexyl) phthalate 22.9
    ethyl propionate 19.79
    nitromethane 59.7
    1,2-diethoxyethane 42.23
    benzonitrile 16.14
    trioctyl phosphate 18.68
    1-bromopropane 12.76
    gamma-valerolactone 87.88
    n-decanol 26.18
    triethyl phosphate 16.61
    4-methyl-2-pentanol 44.79
    propionitrile 16.91
    vinylene carbonate 30.03
    1,1,2-trichlorotrifluoroethane 61.2
    DMS 24.91
    cumene 12.59
    2-octanol 32.75
    2-hexanone 31.52
    octyl acetate 25.13
    limonene 16.79
    1,2-dimethoxyethane 86.5
    ethyl orthosilicate 18.04
    tributyl phosphate 18.79
    diacetone alcohol 84.15
    N,N-dimethylaniline 28.89
    acrylonitrile 19.11
    aniline 17.32
    1,3-propanediol 72.41
    bromobenzene 8.13
    dibromomethane 17.83
    1,1,2,2-tetrachloroethane 37.94
    2-methyl-cyclohexyl acetate 33.35
    tetrabutyl urea 25.13
    diisobutyl methanol 26.4
    2-phenylethanol 35.42
    styrene 7.3
    dioctyl adipate 25.9
    dimethyl sulfate 28.42
    ethyl butyrate 22.05
    methyl lactate 26.57
    butyl lactate 30.97
    diethyl carbonate 13.87
    propanediol butyl ether 62.14
    triethyl orthoformate 19.63
    p-tert-butyltoluene 12.99
    methyl 4-tert-butylbenzoate 51.12
    morpholine 96.13
    tert-butylamine 59.69
    n-dodecanol 19.01
    dimethoxymethane 50.48
    ethylene carbonate 23.69
    cyrene 63.72
    2-ethoxyethyl acetate 39.96
    2-ethylhexyl acetate 23.96
    1,2,4-trichlorobenzene 19.87
    4-methylpyridine 24.26
    dibutyl ether 22.0
    2,6-dimethyl-4-heptanol 26.4
    DEF 41.35
    dimethyl isosorbide 96.05
    tetrachloroethylene 33.77
    eugenol 50.44
    triacetin 38.91
    span 80 60.51
    1,4-butanediol 35.58
    1,1-dichloroethane 19.19
    2-methyl-1-pentanol 55.72
    methyl formate 29.7
    2-methyl-1-butanol 52.32
    n-decane 4.46
    butyronitrile 20.24
    3,7-dimethyl-1-octanol 37.34
    1-chlorooctane 15.02
    1-chlorotetradecane 6.44
    n-nonane 4.09
    undecane 3.33
    tert-butylcyclohexane 7.7
    cyclooctane 2.15
    cyclopentanol 46.6
    tetrahydropyran 46.04
    tert-amyl methyl ether 52.66
    2,5,8-trioxanonane 89.99
    1-hexene 14.95
    2-isopropoxyethanol 65.97
    2,2,2-trifluoroethanol 37.24
    methyl butyrate 26.83

    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