ethyl N-phenylcarbamate

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  • Identifiers

    CAS number
    101-99-5

    Molecular formula
    C9H11NO2

    SMILES
    CCOC(=O)NC1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 64.94%
    Floral 63.28%
    Grape 53.8%
    Honey 49.66%
    Sweet 45.88%
    Rose 32.83%
    Citrus 28.53%
    Animal 28.27%
    Balsamic 26.34%
    Winey 24.92%

     

    Flavor
    Sweet 74.21%
    Floral 66.89%
    Fruity 58.59%
    Honey 50.48%
    Balsam 41.58%
    Rose 41.19%
    Grape 32.87%
    Chocolate 32.48%
    Strawberry 30.72%
    Mild 30.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    7.53 (neutral)

    Molecular weight
    165.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 52-53 °C

    Boiling point

    • 238 °C

    Flash point

    • 115.46 ˚C est.

    Solubility expt.

    • Slightly soluble in water; freely sol in alcohol, ether
    • Insoluble in cold water; soluble in alcohol, ether, and boiling water.
    • Soluble in benzene
    • In water, 845 mg/L at 25 °C /Estimated/

  • Synonyms

    • 101-99-5
    • Phenylurethane
    • N-Phenylurethane
    • ETHYL N-PHENYLCARBAMATE
    • Ethyl phenylcarbamate
    • Phenylurethan
    • Ethyl carbanilate
    • Euphorin
    • Keimstop
    • Carbamic acid, N-phenyl-, ethyl ester
    • Urethane, phenyl-
    • Carbanilic acid, ethyl ester
    • Phenylethyl carbamate
    • Ethyl N-phenylurethan
    • Carbamic acid, phenyl-, ethyl ester
    • Ethyl N-phenylurethane
    • Phenylurethan(e)
    • Urethan, phenyl-
    • N-(Ethoxycarbonyl)aniline
    • EPC (the plant regulator)
    • Ethyl-N-phenylcarbamate
    • Ethanol, carbanilate
    • N-PHENYLETHYL CARBAMATE
    • N-Phenyl ethylcarbamate
    • HSDB 5344
    • UNII-TWP7W286IF
    • NSC 3245
    • EINECS 202-995-9
    • ethylphenylcarbamate
    • Ethylester kyseliny karbanilove
    • BRN 1942785
    • AI3-15353
    • NSC-3245
    • Ethyl N-phenylcarbanilate
    • PHENYLURETHANE [MI]
    • TWP7W286IF
    • DTXSID0059243
    • LBKPGNUOUPTQKA-UHFFFAOYSA-
    • Ethyl ester of phenylcarbamic acid
    • N-Phenylcarbamic Acid Ethyl Ester
    • 4-12-00-00619 (Beilstein Handbook Reference)
    • ETHYL N-PHENYLCARBAMATE [HSDB]
    • Epc(the plant regulator)
    • Ethylester kyseliny karbanilove [Czech]
    • NPhenylurethane
    • ethylcarbanilate
    • phenyl urethane
    • EUPHORIN(Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 652)
    • EUPHORIN[Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 652]
    • KEIMSTOP(Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 652)
    • KEIMSTOP[Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 652]
    • Ethyl Nphenylurethan
    • Ethyl Nphenylurethane
    • MFCD00026806
    • URETHAN, PHENYL
    • URETHANE, PHENYL
    • N(Ethoxycarbonyl)aniline
    • WLN: 2OVMR
    • SCHEMBL264865
    • Phenylcarbamic acid ethyl ester
    • CHEMBL2235373
    • DTXCID3032593
    • NSC3245
    • N-phenyl carbamic acid ethyl ester
    • N-phenyl-carbamic acid ethyl ester
    • N-phenyl-carbamic acid-ethyl ester
    • Carbamic acid, phenyl, ethyl ester
    • STK369865
    • AKOS002937614
    • NCGC00342033-01
    • AS-63172
    • CS-0312803
    • NS00023097
    • P0165
    • E78800
    • AB00375764-03
    • Q3742461

  • Applications

    Ethyl N-phenylcarbamate (CAS 101-99-5) is primarily used as an intermediate in organic synthesis, typically employed to install a phenylcarbamate (N-phenylcarbamate) protecting group on amines during multi-step sequences and to enable subsequent deprotection. It also serves as a building block for synthesizing carbamate derivatives that are studied for pharmaceutical and agrochemical research. In materials-related contexts, it may act as a precursor for polyurethane or other carbamate-containing materials and for related coatings and adhesives. Additionally, it can be used to prepare specialized carbamate derivatives in fragrance chemistry or cosmetics applications. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 347.4
    methanol 450.58
    isopropanol 215.47
    water 0.63
    ethyl acetate 107.47
    n-propanol 244.64
    acetone 262.17
    n-butanol 187.77
    acetonitrile 130.1
    DMF 1414.92
    toluene 30.09
    isobutanol 148.83
    1,4-dioxane 339.11
    methyl acetate 121.79
    THF 418.23
    2-butanone 143.22
    n-pentanol 132.83
    sec-butanol 167.25
    n-hexane 4.54
    ethylene glycol 86.15
    NMP 489.58
    cyclohexane 7.17
    DMSO 1004.97
    n-butyl acetate 94.11
    n-octanol 53.02
    chloroform 336.81
    n-propyl acetate 73.07
    acetic acid 390.29
    dichloromethane 250.39
    cyclohexanone 224.05
    propylene glycol 130.63
    isopropyl acetate 64.54
    DMAc 711.14
    2-ethoxyethanol 178.1
    isopentanol 123.57
    n-heptane 2.75
    ethyl formate 103.45
    1,2-dichloroethane 174.66
    n-hexanol 97.6
    2-methoxyethanol 411.92
    isobutyl acetate 50.42
    tetrachloromethane 13.16
    n-pentyl acetate 51.31
    transcutol 445.74
    n-heptanol 43.42
    ethylbenzene 24.85
    MIBK 69.08
    2-propoxyethanol 175.79
    tert-butanol 206.83
    MTBE 91.85
    2-butoxyethanol 97.26
    propionic acid 195.72
    o-xylene 25.19
    formic acid 131.63
    diethyl ether 87.65
    m-xylene 23.32
    p-xylene 36.88
    chlorobenzene 87.18
    dimethyl carbonate 80.22
    n-octane 1.84
    formamide 204.89
    cyclopentanone 310.08
    2-pentanone 112.74
    anisole 93.31
    cyclopentyl methyl ether 105.86
    gamma-butyrolactone 357.49
    1-methoxy-2-propanol 261.24
    pyridine 256.52
    3-pentanone 78.68
    furfural 293.4
    n-dodecane 3.46
    diethylene glycol 169.75
    diisopropyl ether 18.71
    tert-amyl alcohol 145.89
    acetylacetone 150.25
    n-hexadecane 3.86
    acetophenone 92.54
    methyl propionate 116.18
    isopentyl acetate 80.54
    trichloroethylene 341.85
    n-nonanol 47.39
    cyclohexanol 123.62
    benzyl alcohol 93.34
    2-ethylhexanol 49.7
    isooctanol 35.17
    dipropyl ether 40.21
    1,2-dichlorobenzene 79.79
    ethyl lactate 61.68
    propylene carbonate 175.98
    n-methylformamide 326.59
    2-pentanol 87.01
    n-pentane 3.21
    1-propoxy-2-propanol 111.57
    1-methoxy-2-propyl acetate 98.06
    2-(2-methoxypropoxy) propanol 117.54
    mesitylene 16.36
    ε-caprolactone 172.83
    p-cymene 18.44
    epichlorohydrin 325.92
    1,1,1-trichloroethane 91.44
    2-aminoethanol 187.4
    morpholine-4-carbaldehyde 348.43
    sulfolane 440.42
    2,2,4-trimethylpentane 3.98
    2-methyltetrahydrofuran 200.97
    n-hexyl acetate 89.6
    isooctane 2.74
    2-(2-butoxyethoxy)ethanol 161.33
    sec-butyl acetate 47.39
    tert-butyl acetate 75.87
    decalin 6.41
    glycerin 175.23
    diglyme 257.88
    acrylic acid 199.23
    isopropyl myristate 36.91
    n-butyric acid 214.54
    acetyl acetate 88.38
    di(2-ethylhexyl) phthalate 47.72
    ethyl propionate 67.1
    nitromethane 455.07
    1,2-diethoxyethane 96.17
    benzonitrile 101.29
    trioctyl phosphate 32.69
    1-bromopropane 75.86
    gamma-valerolactone 345.31
    n-decanol 36.74
    triethyl phosphate 42.07
    4-methyl-2-pentanol 45.59
    propionitrile 122.5
    vinylene carbonate 176.43
    1,1,2-trichlorotrifluoroethane 262.14
    DMS 87.65
    cumene 20.42
    2-octanol 30.92
    2-hexanone 84.68
    octyl acetate 50.12
    limonene 26.84
    1,2-dimethoxyethane 286.73
    ethyl orthosilicate 38.08
    tributyl phosphate 41.97
    diacetone alcohol 130.19
    N,N-dimethylaniline 65.1
    acrylonitrile 174.21
    aniline 96.46
    1,3-propanediol 229.07
    bromobenzene 76.38
    dibromomethane 148.09
    1,1,2,2-tetrachloroethane 296.88
    2-methyl-cyclohexyl acetate 59.45
    tetrabutyl urea 57.33
    diisobutyl methanol 28.22
    2-phenylethanol 77.58
    styrene 38.23
    dioctyl adipate 61.48
    dimethyl sulfate 154.02
    ethyl butyrate 61.97
    methyl lactate 104.4
    butyl lactate 61.87
    diethyl carbonate 54.71
    propanediol butyl ether 118.72
    triethyl orthoformate 50.96
    p-tert-butyltoluene 18.49
    methyl 4-tert-butylbenzoate 82.85
    morpholine 406.34
    tert-butylamine 94.18
    n-dodecanol 29.26
    dimethoxymethane 282.05
    ethylene carbonate 134.3
    cyrene 112.39
    2-ethoxyethyl acetate 76.41
    2-ethylhexyl acetate 59.81
    1,2,4-trichlorobenzene 100.31
    4-methylpyridine 195.55
    dibutyl ether 49.76
    2,6-dimethyl-4-heptanol 28.22
    DEF 199.47
    dimethyl isosorbide 152.04
    tetrachloroethylene 141.07
    eugenol 100.17
    triacetin 90.31
    span 80 102.53
    1,4-butanediol 82.05
    1,1-dichloroethane 132.74
    2-methyl-1-pentanol 97.53
    methyl formate 188.2
    2-methyl-1-butanol 123.97
    n-decane 4.49
    butyronitrile 123.63
    3,7-dimethyl-1-octanol 47.89
    1-chlorooctane 24.43
    1-chlorotetradecane 12.23
    n-nonane 3.6
    undecane 3.86
    tert-butylcyclohexane 6.24
    cyclooctane 1.8
    cyclopentanol 158.98
    tetrahydropyran 228.45
    tert-amyl methyl ether 68.65
    2,5,8-trioxanonane 204.86
    1-hexene 31.03
    2-isopropoxyethanol 106.67
    2,2,2-trifluoroethanol 96.21
    methyl butyrate 99.04

    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