2-[(3-Hydroxyphenyl)amino]acetamide

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  • Identifiers

    CAS number
    7228-00-4

    Molecular formula
    C8H10N2O2

    SMILES
    C1=CC(=CC(=C1)O)NCC(=O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 61.78%
    Savory 35.36%
    Meaty 32.95%
    Cooked 24.82%
    Bitter 22.09%
    Cheesy 20.86%
    Burnt 20.64%
    Sweet 20.41%
    Animal 19.76%
    Fishy 19.57%

     

    Flavor
    Odorless 52.89%
    Bitter 45.83%
    Mild 39.64%
    Bland 25.01%
    Roasted 21.8%
    Nitrile 21.15%
    Cooked 21.13%
    Yeast 20.84%
    Sweet-like 20.78%
    Scallion 20.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    7.55 (neutral)

    Molecular weight
    166.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    438°C

    Flash point

    • 198.89 ˚C est.

  • Synonyms

    • 2-((3-Hydroxyphenyl)amino)acetamide
    • 7228-00-4
    • hydroxyphenyl glycinamide
    • 2-[(3-HYDROXYPHENYL)AMINO]ACETAMIDE
    • EINECS 230-628-2
    • UNII-86SBW6P35G
    • 86SBW6P35G
    • Acetamide, 2-((3-hydroxyphenyl)amino)-
    • DTXSID40222603
    • 3-CARBAMYLMETHYLAMINOPHENOL
    • 2-(M-HYDROXYANILINO) ACETAMIDE
    • RefChem:83698
    • DTXCID30145094
    • HYDROXYPHENYL GLYCINAMIDE [INCI]
    • 230-628-2
    • 2-(3-hydroxyanilino)acetamide
    • SCHEMBL214885
    • JEGKOEYHLJTZGJ-UHFFFAOYSA-N
    • N~2~-(3-Hydroxyphenyl)glycinamide
    • NS00013763
    • Q27269760
    • 7228-00-4

  • Applications

    2-[(3-Hydroxyphenyl)amino]acetamide is primarily used as a synthetic intermediate in organic chemistry. In pharmaceutical manufacturing, it is commonly evaluated as a building block for active pharmaceutical ingredients (APIs) and related amide-containing compounds. It also serves as a precursor for the production of organic dyes and pigment intermediates. In polymer and coatings development, it is explored as a functional building block for polyamide-type chemistries and specialty coatings. Additionally, it is considered a potential intermediate in agrochemical synthesis and is used in research settings as a versatile starting material to prepare related heterocyclic and amide derivatives, CAS 7228-00-4.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.71
    methanol 36.12
    isopropanol 2.85
    water 47.39
    ethyl acetate 1.2
    n-propanol 3.78
    acetone 6.0
    n-butanol 2.16
    acetonitrile 1.5
    DMF 48.55
    toluene 0.12
    isobutanol 2.31
    1,4-dioxane 0.91
    methyl acetate 1.98
    THF 8.06
    2-butanone 4.0
    n-pentanol 1.89
    sec-butanol 2.59
    n-hexane 0.09
    ethylene glycol 35.01
    NMP 84.34
    cyclohexane 0.03
    DMSO 124.0
    n-butyl acetate 2.39
    n-octanol 1.13
    chloroform 0.19
    n-propyl acetate 1.5
    acetic acid 31.38
    dichloromethane 0.15
    cyclohexanone 4.39
    propylene glycol 29.67
    isopropyl acetate 1.02
    DMAc 110.11
    2-ethoxyethanol 18.17
    isopentanol 2.53
    n-heptane 0.14
    ethyl formate 4.2
    1,2-dichloroethane 0.19
    n-hexanol 3.16
    2-methoxyethanol 35.36
    isobutyl acetate 0.86
    tetrachloromethane 0.4
    n-pentyl acetate 1.16
    transcutol 19.47
    n-heptanol 1.83
    ethylbenzene 0.19
    MIBK 2.02
    2-propoxyethanol 15.18
    tert-butanol 5.4
    MTBE 1.2
    2-butoxyethanol 7.48
    propionic acid 12.16
    o-xylene 0.33
    formic acid 123.88
    diethyl ether 0.35
    m-xylene 0.23
    p-xylene 0.31
    chlorobenzene 0.15
    dimethyl carbonate 3.49
    n-octane 0.04
    formamide 90.14
    cyclopentanone 11.59
    2-pentanone 2.19
    anisole 1.25
    cyclopentyl methyl ether 1.94
    gamma-butyrolactone 17.17
    1-methoxy-2-propanol 15.35
    pyridine 1.04
    3-pentanone 1.63
    furfural 21.85
    n-dodecane 0.03
    diethylene glycol 32.23
    diisopropyl ether 0.24
    tert-amyl alcohol 5.45
    acetylacetone 4.81
    n-hexadecane 0.03
    acetophenone 3.06
    methyl propionate 2.58
    isopentyl acetate 2.56
    trichloroethylene 0.53
    n-nonanol 1.1
    cyclohexanol 1.46
    benzyl alcohol 2.42
    2-ethylhexanol 1.84
    isooctanol 1.48
    dipropyl ether 1.08
    1,2-dichlorobenzene 0.34
    ethyl lactate 6.31
    propylene carbonate 7.71
    n-methylformamide 33.99
    2-pentanol 1.01
    n-pentane 0.04
    1-propoxy-2-propanol 8.74
    1-methoxy-2-propyl acetate 5.36
    2-(2-methoxypropoxy) propanol 12.59
    mesitylene 0.24
    ε-caprolactone 5.49
    p-cymene 0.57
    epichlorohydrin 4.13
    1,1,1-trichloroethane 0.35
    2-aminoethanol 33.41
    morpholine-4-carbaldehyde 33.54
    sulfolane 51.98
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 2.93
    n-hexyl acetate 1.71
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 11.52
    sec-butyl acetate 0.91
    tert-butyl acetate 2.16
    decalin 0.06
    glycerin 74.89
    diglyme 18.26
    acrylic acid 18.33
    isopropyl myristate 0.74
    n-butyric acid 7.86
    acetyl acetate 1.58
    di(2-ethylhexyl) phthalate 2.57
    ethyl propionate 1.54
    nitromethane 32.78
    1,2-diethoxyethane 1.31
    benzonitrile 1.13
    trioctyl phosphate 1.62
    1-bromopropane 0.11
    gamma-valerolactone 21.33
    n-decanol 0.79
    triethyl phosphate 2.56
    4-methyl-2-pentanol 1.12
    propionitrile 1.14
    vinylene carbonate 5.92
    1,1,2-trichlorotrifluoroethane 25.33
    DMS 2.3
    cumene 0.29
    2-octanol 0.8
    2-hexanone 2.13
    octyl acetate 1.16
    limonene 0.77
    1,2-dimethoxyethane 13.51
    ethyl orthosilicate 2.11
    tributyl phosphate 1.88
    diacetone alcohol 9.29
    N,N-dimethylaniline 1.78
    acrylonitrile 2.45
    aniline 0.84
    1,3-propanediol 20.24
    bromobenzene 0.09
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.64
    2-methyl-cyclohexyl acetate 2.96
    tetrabutyl urea 3.36
    diisobutyl methanol 1.13
    2-phenylethanol 2.85
    styrene 0.16
    dioctyl adipate 1.8
    dimethyl sulfate 15.88
    ethyl butyrate 2.37
    methyl lactate 13.53
    butyl lactate 4.58
    diethyl carbonate 1.93
    propanediol butyl ether 10.37
    triethyl orthoformate 2.31
    p-tert-butyltoluene 0.56
    methyl 4-tert-butylbenzoate 5.85
    morpholine 2.52
    tert-butylamine 1.48
    n-dodecanol 0.55
    dimethoxymethane 7.28
    ethylene carbonate 3.64
    cyrene 19.17
    2-ethoxyethyl acetate 2.27
    2-ethylhexyl acetate 1.78
    1,2,4-trichlorobenzene 0.56
    4-methylpyridine 1.19
    dibutyl ether 0.45
    2,6-dimethyl-4-heptanol 1.13
    DEF 6.58
    dimethyl isosorbide 17.23
    tetrachloroethylene 0.88
    eugenol 7.59
    triacetin 3.87
    span 80 7.49
    1,4-butanediol 10.62
    1,1-dichloroethane 0.13
    2-methyl-1-pentanol 2.19
    methyl formate 19.55
    2-methyl-1-butanol 2.69
    n-decane 0.05
    butyronitrile 0.94
    3,7-dimethyl-1-octanol 1.28
    1-chlorooctane 0.17
    1-chlorotetradecane 0.08
    n-nonane 0.04
    undecane 0.04
    tert-butylcyclohexane 0.08
    cyclooctane 0.02
    cyclopentanol 3.44
    tetrahydropyran 0.56
    tert-amyl methyl ether 1.55
    2,5,8-trioxanonane 16.05
    1-hexene 0.22
    2-isopropoxyethanol 7.97
    2,2,2-trifluoroethanol 21.07
    methyl butyrate 2.81

    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