Penmacric acid

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  • Identifiers

    CAS number
    55297-13-7

    Molecular formula
    C7H10N2O5

    SMILES
    C1C(C(=O)NC1C(=O)O)C(C(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 81.22%
    Sweet 29.96%
    Savory 23.94%
    Ethereal 18.02%
    Burnt 17.45%
    Bitter 17.35%
    Caramellic 16.67%
    Nutty 15.19%
    Cooked 15.08%
    Cooling 14.8%

     

    Flavor
    Odorless 58.43%
    Bitter 55.17%
    Very mild 29.06%
    Bland 25.78%
    Mild 24.57%
    Yeast 22.19%
    Sweet-like 21.85%
    Nitrile 19.99%
    Urine 19.1%
    Bread crust 19.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.8

    pKa est.
    4.86 (weak acid)

    Molecular weight
    202.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    513°C

    Flash point

    • 269.65 ˚C est.

  • Synonyms

    • Penmacric acid
    • 4-[amino(carboxy)methyl]-5-oxopyrrolidine-2-carboxylic acid
    • 4-(amino(carboxy)methyl)-5-oxopyrrolidine-2-carboxylic acid
    • RefChem:171241
    • 2-azaniumyl-2-(5-carboxy-2-oxopyrrolidin-3-yl)acetate
    • 55297-13-7
    • DTXSID80970616
    • CHEBI:167964
    • QEFCFJFZZLNSPP-UHFFFAOYSA-N
    • 3-Pyrrolidineacetic acid, .alpha.-amino-5-carboxy-2-oxo-, [3R-[3.alpha.(S*),5.alpha.]]-
    • 4-[Amino(carboxy)methyl]-5-oxoproline #
    • a-Amino-5-carboxy-2-oxo-3-pyrrolidineacetic acid, 9CI
    • 3-(1-Aminocarboxymethyl)-2-pyrrolidone-5-carboxylic acid
    • 4-[Amino(carboxy)methyl]-5-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid
    • 55297-13-7

  • Applications

    Penmacric acid (CAS 55297-13-7) may act as an intermediate in organic synthesis and can serve as a precursor for specialty polymers and plastics; it may be used as an additive in coatings and ink formulations; and it can function as an acid component in cleaning formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.63
    methanol 2.75
    isopropanol 0.28
    water 64.71
    ethyl acetate 0.08
    n-propanol 0.23
    acetone 0.43
    n-butanol 0.15
    acetonitrile 0.1
    DMF 5.12
    toluene 0.05
    isobutanol 0.13
    1,4-dioxane 0.76
    methyl acetate 0.09
    THF 0.53
    2-butanone 0.15
    n-pentanol 0.08
    sec-butanol 0.16
    n-hexane 0.03
    ethylene glycol 8.73
    NMP 10.82
    cyclohexane 0.06
    DMSO 51.78
    n-butyl acetate 0.1
    n-octanol 0.09
    chloroform 0.04
    n-propyl acetate 0.03
    acetic acid 3.38
    dichloromethane 0.07
    cyclohexanone 0.33
    propylene glycol 2.36
    isopropyl acetate 0.06
    DMAc 6.3
    2-ethoxyethanol 1.76
    isopentanol 0.16
    n-heptane 0.05
    ethyl formate 0.31
    1,2-dichloroethane 0.07
    n-hexanol 0.17
    2-methoxyethanol 6.15
    isobutyl acetate 0.01
    tetrachloromethane 0.1
    n-pentyl acetate 0.07
    transcutol 2.05
    n-heptanol 0.16
    ethylbenzene 0.04
    MIBK 0.1
    2-propoxyethanol 1.29
    tert-butanol 0.64
    MTBE 0.11
    2-butoxyethanol 0.77
    propionic acid 0.41
    o-xylene 0.12
    formic acid 53.82
    diethyl ether 0.12
    m-xylene 0.06
    p-xylene 0.05
    chlorobenzene 0.02
    dimethyl carbonate 0.33
    n-octane 0.02
    formamide 31.09
    cyclopentanone 0.45
    2-pentanone 0.13
    anisole 0.09
    cyclopentyl methyl ether 0.22
    gamma-butyrolactone 0.72
    1-methoxy-2-propanol 1.99
    pyridine 0.23
    3-pentanone 0.13
    furfural 1.99
    n-dodecane 0.01
    diethylene glycol 6.02
    diisopropyl ether 0.05
    tert-amyl alcohol 0.41
    acetylacetone 0.37
    n-hexadecane 0.01
    acetophenone 0.15
    methyl propionate 0.15
    isopentyl acetate 0.09
    trichloroethylene 0.09
    n-nonanol 0.09
    cyclohexanol 0.23
    benzyl alcohol 0.15
    2-ethylhexanol 0.11
    isooctanol 0.11
    dipropyl ether 0.14
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.25
    propylene carbonate 0.34
    n-methylformamide 2.67
    2-pentanol 0.1
    n-pentane 0.03
    1-propoxy-2-propanol 0.74
    1-methoxy-2-propyl acetate 0.33
    2-(2-methoxypropoxy) propanol 1.13
    mesitylene 0.07
    ε-caprolactone 0.31
    p-cymene 0.08
    epichlorohydrin 0.31
    1,1,1-trichloroethane 0.03
    2-aminoethanol 3.73
    morpholine-4-carbaldehyde 6.49
    sulfolane 6.33
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.22
    n-hexyl acetate 0.08
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 1.29
    sec-butyl acetate 0.03
    tert-butyl acetate 0.14
    decalin 0.02
    glycerin 14.79
    diglyme 2.62
    acrylic acid 1.03
    isopropyl myristate 0.04
    n-butyric acid 0.3
    acetyl acetate 0.11
    di(2-ethylhexyl) phthalate 0.12
    ethyl propionate 0.06
    nitromethane 2.47
    1,2-diethoxyethane 0.17
    benzonitrile 0.05
    trioctyl phosphate 0.1
    1-bromopropane 0.03
    gamma-valerolactone 1.88
    n-decanol 0.07
    triethyl phosphate 0.2
    4-methyl-2-pentanol 0.09
    propionitrile 0.05
    vinylene carbonate 0.28
    1,1,2-trichlorotrifluoroethane 2.91
    DMS 0.14
    cumene 0.04
    2-octanol 0.09
    2-hexanone 0.06
    octyl acetate 0.06
    limonene 0.1
    1,2-dimethoxyethane 1.72
    ethyl orthosilicate 0.17
    tributyl phosphate 0.11
    diacetone alcohol 0.91
    N,N-dimethylaniline 0.16
    acrylonitrile 0.1
    aniline 0.14
    1,3-propanediol 2.38
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.11
    2-methyl-cyclohexyl acetate 0.09
    tetrabutyl urea 0.24
    diisobutyl methanol 0.12
    2-phenylethanol 0.19
    styrene 0.03
    dioctyl adipate 0.07
    dimethyl sulfate 1.96
    ethyl butyrate 0.1
    methyl lactate 1.12
    butyl lactate 0.27
    diethyl carbonate 0.09
    propanediol butyl ether 0.93
    triethyl orthoformate 0.16
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 0.42
    morpholine 0.77
    tert-butylamine 0.22
    n-dodecanol 0.06
    dimethoxymethane 1.62
    ethylene carbonate 0.18
    cyrene 1.75
    2-ethoxyethyl acetate 0.16
    2-ethylhexyl acetate 0.07
    1,2,4-trichlorobenzene 0.05
    4-methylpyridine 0.14
    dibutyl ether 0.05
    2,6-dimethyl-4-heptanol 0.12
    DEF 0.62
    dimethyl isosorbide 1.6
    tetrachloroethylene 0.21
    eugenol 0.61
    triacetin 0.18
    span 80 0.68
    1,4-butanediol 0.81
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.08
    methyl formate 2.16
    2-methyl-1-butanol 0.14
    n-decane 0.02
    butyronitrile 0.04
    3,7-dimethyl-1-octanol 0.07
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.04
    cyclopentanol 0.28
    tetrahydropyran 0.15
    tert-amyl methyl ether 0.16
    2,5,8-trioxanonane 2.45
    1-hexene 0.04
    2-isopropoxyethanol 0.51
    2,2,2-trifluoroethanol 3.36
    methyl butyrate 0.09

    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