Dimethylolpropionic acid

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  • Identifiers

    CAS number
    4767-03-7

    Molecular formula
    C5H10O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 45.2%
    Odorless 43.36%
    Cheesy 29.71%
    Sweet 25.61%
    Sour 25.55%
    Buttery 23.95%
    Milky 23.65%
    Sharp 23.06%
    Pungent 22.85%
    Tropical 21.7%

     

    Flavor
    Odorless 45.97%
    Bitter 31.51%
    Sweet 29.9%
    Fruity 24.82%
    Mild 23.91%
    Sweet-like 23.72%
    Sour 23.37%
    Yeast 22.09%
    Very mild 21.99%
    Very slight 21.4%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.3

    pKa est.
    5.61 (weak acid)

    Molecular weight
    134.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    311°C

    Flash point

    • 171.71 ˚C est.

  • Synonyms

    • 2,2-Bis(hydroxymethyl)propionic acid
    • 4767-03-7
    • 3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoic acid
    • Dimethylolpropionic acid
    • 2,2-Bis(hydroxymethyl)propanoic acid
    • DTXSID4027577
    • NSC-96616
    • UNII-4NHI8V17MN
    • DIHYDROXYPIVALIC ACID
    • .alpha.,.alpha.-Dimethylolpropionic acid
    • DTXCID607577
    • PTBDIHRZYDMNKB-UHFFFAOYSA-
    • 2,2-dihydroxymethylpropanoic acid
    • EINECS 225-306-3
    • DIMETHYLOLPROPIONIC ACID [MI]
    • EC 225-306-3
    • RefChem:134365
    • alpha,alpha-Dimethylolpropionic acid
    • 2,2-bis(hydroxymethyl)-propionic acid
    • DIMETHYLOLPROPIONIC ACID [INCI]
    • Propanoic acid, 3-hydroxy-2-(hydroxymethyl)-2-methyl
    • InChI=1/C5H10O4/c1-5(2-6,3-7)4(8)9/h6-7H,2-3H2,1H3,(H,8,9)
    • PTBDIHRZYDMNKB-UHFFFAOYSA-N
    • 2,2-Bis(Hydroxymethyl)Propanoicacid
    • 2,2-Dimethylolpropionic acid
    • Propanoic acid, 3-hydroxy-2-(hydroxymethyl)-2-methyl-
    • MFCD00004199
    • Dimethylol propionic acid
    • 4NHI8V17MN
    • Hydracrylic acid, 2-(hydroxymethyl)-2-methyl-
    • NSC 96616
    • propanoic acid, 2,2-bis(hydroxymethyl)-
    • Propionic acid, 2,2-bis(hydroxymethyl)-
    • .alpha.,.alpha.-Bis(hydroxymethyl)propionic acid
    • 2,2-Dimethylolpropionic acid 100 microg/mL in Acetonitrile
    • 2,2-bis(methylol)propionic acid
    • SCHEMBL26766
    • dihydroxymethyl propionic acid
    • 2,2-dimethylol propionic acid
    • 3-hydroxy-2-(hydroxymethyl)-2-methyl-propanoic acid
    • SCHEMBL7259462
    • Bis(hydroxymethyl)propionic acid
    • CHEMBL3183172
    • 2,2-bis(Me-OH)-propionic acid
    • CHEBI:177432
    • BB_SC-07140
    • NSC96616
    • Tox21_200460
    • BBL011502
    • SBB065922
    • STL146614
    • 2,2-bis-hydroxymethyl propionic acid
    • 2.2-bis(hydroxymethyl)propionic acid
    • Propionic acid,2-bis(hydroxymethyl)-
    • 2,2-bis (hydroxymethyl)propionic acid
    • 2,2-bis(hydroxymethyl) propionic acid
    • 2,2-bis(hydroxymethyl)-propanoic acid
    • 2,2-bis-(hydroxymethyl)propionic acid
    • AKOS005259500
    • FD02504
    • 2,2-bis-(hydroxymethyl)-propionic acid
    • NCGC00248633-01
    • NCGC00258014-01
    • 2,?2-?Bis(hydroxymethyl)?propionic Acid
    • AS-13552
    • SY004305
    • CAS-4767-03-7
    • alpha,alpha-Bis(hydroxymethyl)propionic acid
    • 2,2-Bis(hydroxymethyl)propionic acid, 98%
    • CS-0015105
    • NS00004312
    • ST51037881
    • D71069
    • EN300-117897
    • 3-hydroxy-2-hydroxymethyl-2-methylpropionic acid
    • 3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoicacid
    • 3-hydroxy-2-hydroxymethyl-2-methyl-propionic acid
    • 3-hydroxyl-2-hydroxymethyl-2-methylpropionic acid
    • F241292
    • 3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoic acid #
    • Q27260246
    • F2191-0186
    • 34590-77-7
    • 4767-03-7

  • Applications

    Dimethylolpropionic acid (CAS 4767-03-7) is primarily used as a functional monomer and stabilizer in polyurethane chemistry. It provides two hydroxyl groups and one carboxyl group, enabling it to act as an internal emulsifier and ionic stabilizer for waterborne polyurethane dispersions; after neutralization with amines, the carboxylate groups improve dispersion stability. It is also used as a crosslinking/chain-extending agent in polyurethane and polyurea systems to tailor film hardness and hydrolytic stability. As a building block for waterborne resins used in coatings and adhesives, DMPA introduces carboxyl functionality for bonding, adhesion, and film formation. It can serve as an intermediate for specialty polymers and reactive polyurethane chemistries, with usage governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.4
    methanol 88.87
    isopropanol 20.93
    water 109.64
    ethyl acetate 1.92
    n-propanol 17.87
    acetone 7.86
    n-butanol 13.91
    acetonitrile 1.8
    DMF 339.12
    toluene 0.37
    isobutanol 13.41
    1,4-dioxane 15.59
    methyl acetate 1.66
    THF 35.56
    2-butanone 4.51
    n-pentanol 7.92
    sec-butanol 13.78
    n-hexane 0.66
    ethylene glycol 70.93
    NMP 112.41
    cyclohexane 0.82
    DMSO 147.57
    n-butyl acetate 1.11
    n-octanol 6.06
    chloroform 1.47
    n-propyl acetate 1.69
    acetic acid 35.74
    dichloromethane 1.39
    cyclohexanone 9.24
    propylene glycol 59.71
    isopropyl acetate 3.46
    DMAc 90.26
    2-ethoxyethanol 42.86
    isopentanol 14.18
    n-heptane 1.0
    ethyl formate 3.33
    1,2-dichloroethane 1.58
    n-hexanol 6.17
    2-methoxyethanol 98.82
    isobutyl acetate 1.33
    tetrachloromethane 1.26
    n-pentyl acetate 2.46
    transcutol 46.82
    n-heptanol 7.75
    ethylbenzene 0.43
    MIBK 15.28
    2-propoxyethanol 23.63
    tert-butanol 33.12
    MTBE 6.3
    2-butoxyethanol 18.84
    propionic acid 12.59
    o-xylene 1.04
    formic acid 142.96
    diethyl ether 4.14
    m-xylene 1.09
    p-xylene 0.65
    chlorobenzene 0.36
    dimethyl carbonate 4.84
    n-octane 0.53
    formamide 119.55
    cyclopentanone 16.7
    2-pentanone 8.03
    anisole 1.85
    cyclopentyl methyl ether 10.38
    gamma-butyrolactone 15.66
    1-methoxy-2-propanol 72.13
    pyridine 2.18
    3-pentanone 4.13
    furfural 15.26
    n-dodecane 0.33
    diethylene glycol 46.28
    diisopropyl ether 2.88
    tert-amyl alcohol 22.75
    acetylacetone 11.21
    n-hexadecane 0.34
    acetophenone 3.16
    methyl propionate 4.02
    isopentyl acetate 1.71
    trichloroethylene 2.28
    n-nonanol 5.61
    cyclohexanol 9.96
    benzyl alcohol 3.65
    2-ethylhexanol 3.4
    isooctanol 7.04
    dipropyl ether 3.04
    1,2-dichlorobenzene 0.73
    ethyl lactate 6.51
    propylene carbonate 7.17
    n-methylformamide 56.81
    2-pentanol 11.09
    n-pentane 0.96
    1-propoxy-2-propanol 13.83
    1-methoxy-2-propyl acetate 5.19
    2-(2-methoxypropoxy) propanol 18.18
    mesitylene 1.56
    ε-caprolactone 7.91
    p-cymene 1.08
    epichlorohydrin 11.95
    1,1,1-trichloroethane 1.19
    2-aminoethanol 78.82
    morpholine-4-carbaldehyde 63.58
    sulfolane 63.4
    2,2,4-trimethylpentane 0.93
    2-methyltetrahydrofuran 10.91
    n-hexyl acetate 4.06
    isooctane 0.99
    2-(2-butoxyethoxy)ethanol 23.86
    sec-butyl acetate 1.74
    tert-butyl acetate 8.84
    decalin 0.49
    glycerin 134.98
    diglyme 36.33
    acrylic acid 16.93
    isopropyl myristate 2.04
    n-butyric acid 11.73
    acetyl acetate 2.07
    di(2-ethylhexyl) phthalate 3.49
    ethyl propionate 2.18
    nitromethane 22.29
    1,2-diethoxyethane 3.94
    benzonitrile 1.12
    trioctyl phosphate 3.38
    1-bromopropane 0.92
    gamma-valerolactone 30.84
    n-decanol 3.87
    triethyl phosphate 2.47
    4-methyl-2-pentanol 11.36
    propionitrile 1.64
    vinylene carbonate 4.85
    1,1,2-trichlorotrifluoroethane 29.97
    DMS 2.72
    cumene 0.77
    2-octanol 4.62
    2-hexanone 3.3
    octyl acetate 2.62
    limonene 1.98
    1,2-dimethoxyethane 28.72
    ethyl orthosilicate 2.45
    tributyl phosphate 2.61
    diacetone alcohol 33.7
    N,N-dimethylaniline 3.38
    acrylonitrile 2.36
    aniline 1.75
    1,3-propanediol 65.29
    bromobenzene 0.25
    dibromomethane 0.96
    1,1,2,2-tetrachloroethane 3.41
    2-methyl-cyclohexyl acetate 2.61
    tetrabutyl urea 4.98
    diisobutyl methanol 4.44
    2-phenylethanol 3.3
    styrene 0.34
    dioctyl adipate 3.27
    dimethyl sulfate 17.83
    ethyl butyrate 1.87
    methyl lactate 19.12
    butyl lactate 6.0
    diethyl carbonate 1.18
    propanediol butyl ether 22.85
    triethyl orthoformate 2.24
    p-tert-butyltoluene 1.36
    methyl 4-tert-butylbenzoate 11.22
    morpholine 27.34
    tert-butylamine 13.32
    n-dodecanol 2.75
    dimethoxymethane 42.57
    ethylene carbonate 3.65
    cyrene 30.62
    2-ethoxyethyl acetate 3.76
    2-ethylhexyl acetate 1.24
    1,2,4-trichlorobenzene 1.09
    4-methylpyridine 1.82
    dibutyl ether 2.09
    2,6-dimethyl-4-heptanol 4.44
    DEF 17.76
    dimethyl isosorbide 23.49
    tetrachloroethylene 3.25
    eugenol 11.73
    triacetin 6.3
    span 80 16.89
    1,4-butanediol 27.25
    1,1-dichloroethane 0.87
    2-methyl-1-pentanol 7.73
    methyl formate 21.72
    2-methyl-1-butanol 11.58
    n-decane 0.55
    butyronitrile 2.14
    3,7-dimethyl-1-octanol 5.35
    1-chlorooctane 1.39
    1-chlorotetradecane 0.62
    n-nonane 0.54
    undecane 0.41
    tert-butylcyclohexane 0.61
    cyclooctane 0.62
    cyclopentanol 16.23
    tetrahydropyran 6.13
    tert-amyl methyl ether 7.31
    2,5,8-trioxanonane 29.31
    1-hexene 0.97
    2-isopropoxyethanol 20.92
    2,2,2-trifluoroethanol 29.01
    methyl butyrate 3.25

    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