3-phenyl-2H-azirine-2-carboxamide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    28883-94-5

    Molecular formula
    C9H8N2O

    SMILES
    C1=CC=C(C=C1)C2=NC2C(=O)N

  • Odor profile

    Fragrance
    Odorless 39.55%
    Fruity 31.3%
    Cooked 29.49%
    Roasted 27.86%
    Nutty 25.3%
    Meaty 24.86%
    Bitter 24.71%
    Savory 23.91%
    Burnt 23.04%
    Popcorn 22.94%

     

    Flavor
    Bitter 70.22%
    Odorless 33.66%
    Roasted 22.15%
    Nitrile 21.02%
    Taco 20.45%
    Bread crust 20.32%
    Roasted peanuts 19.9%
    Cooked 19.78%
    Very strong 19.51%
    Scallion 19.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    5.93 (weak acid)

    Molecular weight
    160.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    369°C

    Flash point

    • 172.98 ˚C est.

  • Synonyms

    • 3-phenyl-2H-azirine-2-carboxamide
    • 28883-94-5
    • 2H-Azirine-2-carboxamide, 3-phenyl-
    • YTIACUPRBWSAKY-UHFFFAOYSA-N
    • 3-Phenyl-2H-azirene-2-carboxamide #

  • Applications

    3-phenyl-2H-azirine-2-carboxamide (CAS number: 28883-94-5) is primarily used as a reactive intermediate in organic synthesis, especially in medicinal chemistry, as a building block to access azirine-derived heterocycles. It can participate in cycloaddition and ring-transformations to furnish diverse amide- and carbonyl-containing motifs. As a building block, it is commonly employed in research to generate compound libraries and to develop new methods. In materials science, it may be explored as a functional unit for specialized polymers or advanced materials. Its use is typically limited to research and development settings and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.78
    methanol 30.36
    isopropanol 4.97
    water 0.2
    ethyl acetate 7.16
    n-propanol 6.18
    acetone 20.37
    n-butanol 4.61
    acetonitrile 11.84
    DMF 113.16
    toluene 1.02
    isobutanol 3.73
    1,4-dioxane 13.42
    methyl acetate 11.13
    THF 25.86
    2-butanone 12.43
    n-pentanol 5.28
    sec-butanol 3.29
    n-hexane 0.03
    ethylene glycol 26.67
    NMP 57.33
    cyclohexane 0.04
    DMSO 189.51
    n-butyl acetate 6.94
    n-octanol 1.83
    chloroform 5.76
    n-propyl acetate 7.07
    acetic acid 22.72
    dichloromethane 8.5
    cyclohexanone 15.25
    propylene glycol 16.74
    isopropyl acetate 4.83
    DMAc 89.33
    2-ethoxyethanol 25.43
    isopentanol 5.55
    n-heptane 0.09
    ethyl formate 10.65
    1,2-dichloroethane 5.89
    n-hexanol 5.58
    2-methoxyethanol 51.39
    isobutyl acetate 4.52
    tetrachloromethane 0.66
    n-pentyl acetate 3.61
    transcutol 38.27
    n-heptanol 3.05
    ethylbenzene 1.28
    MIBK 6.25
    2-propoxyethanol 24.15
    tert-butanol 6.52
    MTBE 2.32
    2-butoxyethanol 13.99
    propionic acid 12.73
    o-xylene 1.33
    formic acid 35.13
    diethyl ether 1.33
    m-xylene 1.27
    p-xylene 1.93
    chlorobenzene 3.24
    dimethyl carbonate 11.81
    n-octane 0.04
    formamide 56.25
    cyclopentanone 32.95
    2-pentanone 7.93
    anisole 7.97
    cyclopentyl methyl ether 4.67
    gamma-butyrolactone 38.95
    1-methoxy-2-propanol 27.16
    pyridine 15.5
    3-pentanone 4.99
    furfural 46.73
    n-dodecane 0.07
    diethylene glycol 39.41
    diisopropyl ether 0.61
    tert-amyl alcohol 4.68
    acetylacetone 16.42
    n-hexadecane 0.08
    acetophenone 12.07
    methyl propionate 11.28
    isopentyl acetate 6.99
    trichloroethylene 15.98
    n-nonanol 2.11
    cyclohexanol 2.8
    benzyl alcohol 11.55
    2-ethylhexanol 3.49
    isooctanol 2.75
    dipropyl ether 2.38
    1,2-dichlorobenzene 4.58
    ethyl lactate 11.38
    propylene carbonate 17.62
    n-methylformamide 49.9
    2-pentanol 2.04
    n-pentane 0.02
    1-propoxy-2-propanol 13.86
    1-methoxy-2-propyl acetate 13.27
    2-(2-methoxypropoxy) propanol 14.76
    mesitylene 0.94
    ε-caprolactone 14.88
    p-cymene 1.81
    epichlorohydrin 38.91
    1,1,1-trichloroethane 2.9
    2-aminoethanol 23.57
    morpholine-4-carbaldehyde 44.98
    sulfolane 60.78
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 9.31
    n-hexyl acetate 4.75
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 16.98
    sec-butyl acetate 4.41
    tert-butyl acetate 5.77
    decalin 0.14
    glycerin 41.22
    diglyme 30.26
    acrylic acid 19.49
    isopropyl myristate 2.53
    n-butyric acid 11.82
    acetyl acetate 6.92
    di(2-ethylhexyl) phthalate 5.41
    ethyl propionate 6.53
    nitromethane 53.91
    1,2-diethoxyethane 6.36
    benzonitrile 10.18
    trioctyl phosphate 3.43
    1-bromopropane 1.08
    gamma-valerolactone 45.1
    n-decanol 1.81
    triethyl phosphate 5.9
    4-methyl-2-pentanol 2.39
    propionitrile 7.57
    vinylene carbonate 17.02
    1,1,2-trichlorotrifluoroethane 42.75
    DMS 9.06
    cumene 1.34
    2-octanol 1.35
    2-hexanone 6.99
    octyl acetate 3.6
    limonene 1.96
    1,2-dimethoxyethane 29.94
    ethyl orthosilicate 4.91
    tributyl phosphate 3.71
    diacetone alcohol 14.66
    N,N-dimethylaniline 6.53
    acrylonitrile 17.52
    aniline 5.25
    1,3-propanediol 20.5
    bromobenzene 2.51
    dibromomethane 2.81
    1,1,2,2-tetrachloroethane 11.76
    2-methyl-cyclohexyl acetate 7.69
    tetrabutyl urea 5.78
    diisobutyl methanol 2.13
    2-phenylethanol 10.9
    styrene 1.53
    dioctyl adipate 5.32
    dimethyl sulfate 28.89
    ethyl butyrate 6.69
    methyl lactate 20.81
    butyl lactate 7.47
    diethyl carbonate 6.53
    propanediol butyl ether 12.56
    triethyl orthoformate 5.71
    p-tert-butyltoluene 1.62
    methyl 4-tert-butylbenzoate 10.23
    morpholine 18.62
    tert-butylamine 1.97
    n-dodecanol 1.43
    dimethoxymethane 28.52
    ethylene carbonate 11.64
    cyrene 21.43
    2-ethoxyethyl acetate 8.1
    2-ethylhexyl acetate 5.1
    1,2,4-trichlorobenzene 6.9
    4-methylpyridine 10.83
    dibutyl ether 1.42
    2,6-dimethyl-4-heptanol 2.13
    DEF 12.77
    dimethyl isosorbide 23.93
    tetrachloroethylene 7.06
    eugenol 13.13
    triacetin 9.43
    span 80 10.42
    1,4-butanediol 11.89
    1,1-dichloroethane 2.93
    2-methyl-1-pentanol 5.3
    methyl formate 32.74
    2-methyl-1-butanol 4.03
    n-decane 0.08
    butyronitrile 6.34
    3,7-dimethyl-1-octanol 2.55
    1-chlorooctane 0.57
    1-chlorotetradecane 0.36
    n-nonane 0.05
    undecane 0.08
    tert-butylcyclohexane 0.14
    cyclooctane 0.02
    cyclopentanol 5.63
    tetrahydropyran 4.1
    tert-amyl methyl ether 2.27
    2,5,8-trioxanonane 23.77
    1-hexene 0.28
    2-isopropoxyethanol 15.26
    2,2,2-trifluoroethanol 13.3
    methyl butyrate 9.63

    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