Phenylimidocarbonyl chloride

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  • Identifiers

    CAS number
    622-44-6

    Molecular formula
    C7H5Cl2N

    SMILES
    C1=CC=C(C=C1)N=C(Cl)Cl

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 50.87%
    Sweet 37.32%
    Fruity 35.17%
    Grape 30.49%
    Honey 28.72%
    Rose 26.99%
    Citrus 26.7%
    Bitter 24.14%
    Meaty 23.45%
    Animal 22.9%

     

    Flavor
    Mild 25.8%
    Bitter 25.15%
    Odorless 25.09%
    Nitrile 22.36%
    Turnup 20.11%
    Roasted 19.89%
    Penetrating 19.74%
    Scallion 19.65%
    Urine 19.49%
    Bread crust 19.38%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    5.37 (weak acid)

    Molecular weight
    174.02 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • 19.5 °C

    Boiling point

    • 210 °C @ 760 MM HG

    Flash point

    • 97.32 ˚C est.

    Solubility expt.

    • SOL IN BENZENE, ALC, ETHER; INSOL IN WATER

  • Synonyms

    • Phenylcarbylamine chloride
    • Phenyl isocyanide dichloride
    • 622-44-6
    • Phenyliminophosgene
    • Phenylcarbonimidic dichloride
    • N-Phenylimidophosgene
    • Phenylisocyanide dichloride
    • Carbonimidic dichloride, phenyl-
    • N-(Dichloromethylene)aniline
    • Phenyliminocarbonyl dichloride
    • Phenylisonitrile dichloride
    • Phenyl carbylamine chloride
    • 1,1-dichloro-N-phenylmethanimine
    • Phenyl isocyanide, dichloride
    • Imidocarbonyl chloride, phenyl-
    • N-Phenylcarbimide dichloride
    • PHENYLIMIDOCARBONYL CHLORIDE
    • Aniline, N-dichloromethylene-
    • Carbonic dichloride, (phenylimino)-
    • Benzenamine, N-(dichloromethylene)-
    • N-Phenylcarbonimidic dichloride
    • N-Phenyliminocarbonyl dichloride
    • N-Phenylimino carbonyl dichloride
    • Chlorure de phenylcarbyl-amine
    • HSDB 1255
    • NSC 2051
    • EINECS 210-735-0
    • UN1672
    • BRN 2041123
    • Chlorure de phenylcarbyl-amine [French]
    • 84XDL272K2
    • NSC-2051
    • DTXSID6074833
    • N-PHENYLIMIDOYL DICHLORIDE
    • 3-12-00-00905 (Beilstein Handbook Reference)
    • PHENYLIMIDOCARBONYL CHLORIDE [HSDB]
    • UNII-84XDL272K2
    • NPhenylimidophosgene
    • Phenylcarbylaminchlorid
    • NPhenylcarbimide dichloride
    • 1-chloro-N-phenylmethanecarbonimidoyl chloride
    • Aniline, Ndichloromethylene
    • N(Dichloromethylene)aniline
    • Phenylisocyanide, dichloride
    • WLN: MU1R &GH
    • Chlorure de phenylcarbylamine
    • NPhenylcarbonimidic dichloride
    • Imidocarbonyl chloride, phenyl
    • NPhenyliminocarbonyl dichloride
    • Carbonimidic dichloride, phenyl
    • N-(PHENYLIMINO)PHOSGENE
    • NPhenylimino carbonyl dichloride
    • SCHEMBL8587959
    • DTXCID0043266
    • Benzenamine, N(dichloromethylene)
    • NSC2051
    • Carbonic dichloride, (phenylimino)
    • carbonimidic dichloride, N-phenyl-
    • DICHLORO(PHENYLIMINO)METHANE
    • Phenyl isocyanide dichloride, 98%
    • AKOS028110534
    • (PHENYLIMINO)CARBONYL DICHLORIDE
    • Carbonimidic dichloride, phenyl-(9CI)
    • FP178937
    • NS00034973
    • P0933
    • G83728
    • EN300-7077843
    • Phenylcarbylamine chloride [UN1672] [Poison]
    • Q27269563

  • Applications

    Phenylimidocarbonyl chloride (CAS 622-44-6) is a reactive imidoylating and carbamoylating reagent used to install N-phenylcarbamoyl functionality onto amines, enabling subsequent formation of ureas and urethanes. It is commonly evaluated as an intermediate in organic synthesis and for preparing aryl carbamates from amines in pharmaceutical and agrochemical development. In industry, it can functionalize amine-terminated polymers to enable crosslinking in coatings and adhesives; it is also used in specialty materials and electronics-related surface modifications where imidoyl groups are advantageous. Its use is conducted under controlled conditions and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 127.8
    methanol 91.87
    isopropanol 89.76
    water 0.07
    ethyl acetate 472.18
    n-propanol 109.11
    acetone 956.68
    n-butanol 120.86
    acetonitrile 397.07
    DMF 1470.81
    toluene 707.77
    isobutanol 93.11
    1,4-dioxane 688.01
    methyl acetate 502.9
    THF 1520.0
    2-butanone 629.12
    n-pentanol 109.99
    sec-butanol 111.58
    n-hexane 53.04
    ethylene glycol 24.65
    NMP 1077.25
    cyclohexane 124.75
    DMSO 1181.11
    n-butyl acetate 341.44
    n-octanol 116.58
    chloroform 1606.64
    n-propyl acetate 304.58
    acetic acid 284.21
    dichloromethane 1766.78
    cyclohexanone 873.89
    propylene glycol 39.3
    isopropyl acetate 277.21
    DMAc 899.37
    2-ethoxyethanol 171.14
    isopentanol 123.07
    n-heptane 62.07
    ethyl formate 287.46
    1,2-dichloroethane 1156.17
    n-hexanol 137.41
    2-methoxyethanol 281.06
    isobutyl acetate 195.62
    tetrachloromethane 192.09
    n-pentyl acetate 248.89
    transcutol 828.88
    n-heptanol 87.06
    ethylbenzene 243.23
    MIBK 278.69
    2-propoxyethanol 229.69
    tert-butanol 131.29
    MTBE 266.14
    2-butoxyethanol 173.61
    propionic acid 144.41
    o-xylene 255.88
    formic acid 52.42
    diethyl ether 334.85
    m-xylene 297.69
    p-xylene 318.73
    chlorobenzene 722.6
    dimethyl carbonate 286.09
    n-octane 30.85
    formamide 152.66
    cyclopentanone 1259.22
    2-pentanone 478.61
    anisole 494.27
    cyclopentyl methyl ether 568.46
    gamma-butyrolactone 1029.75
    1-methoxy-2-propanol 226.3
    pyridine 1416.87
    3-pentanone 398.77
    furfural 1140.31
    n-dodecane 25.31
    diethylene glycol 146.22
    diisopropyl ether 120.79
    tert-amyl alcohol 135.38
    acetylacetone 748.71
    n-hexadecane 30.03
    acetophenone 456.74
    methyl propionate 396.19
    isopentyl acetate 275.11
    trichloroethylene 2654.82
    n-nonanol 103.88
    cyclohexanol 193.02
    benzyl alcohol 258.52
    2-ethylhexanol 122.72
    isooctanol 79.99
    dipropyl ether 217.94
    1,2-dichlorobenzene 551.83
    ethyl lactate 109.95
    propylene carbonate 524.36
    n-methylformamide 347.97
    2-pentanol 107.66
    n-pentane 47.98
    1-propoxy-2-propanol 191.3
    1-methoxy-2-propyl acetate 320.02
    2-(2-methoxypropoxy) propanol 215.66
    mesitylene 161.43
    ε-caprolactone 589.01
    p-cymene 135.46
    epichlorohydrin 1413.3
    1,1,1-trichloroethane 945.55
    2-aminoethanol 53.45
    morpholine-4-carbaldehyde 818.25
    sulfolane 1088.2
    2,2,4-trimethylpentane 28.03
    2-methyltetrahydrofuran 855.19
    n-hexyl acetate 327.43
    isooctane 24.18
    2-(2-butoxyethoxy)ethanol 278.07
    sec-butyl acetate 201.76
    tert-butyl acetate 312.5
    decalin 61.67
    glycerin 57.53
    diglyme 656.63
    acrylic acid 168.65
    isopropyl myristate 136.22
    n-butyric acid 228.22
    acetyl acetate 377.82
    di(2-ethylhexyl) phthalate 133.15
    ethyl propionate 266.75
    nitromethane 818.32
    1,2-diethoxyethane 370.21
    benzonitrile 448.68
    trioctyl phosphate 84.83
    1-bromopropane 548.47
    gamma-valerolactone 1114.83
    n-decanol 80.59
    triethyl phosphate 129.55
    4-methyl-2-pentanol 76.14
    propionitrile 243.96
    vinylene carbonate 495.19
    1,1,2-trichlorotrifluoroethane 617.01
    DMS 334.12
    cumene 130.56
    2-octanol 80.43
    2-hexanone 341.79
    octyl acetate 169.47
    limonene 192.02
    1,2-dimethoxyethane 576.7
    ethyl orthosilicate 119.32
    tributyl phosphate 109.93
    diacetone alcohol 290.27
    N,N-dimethylaniline 310.8
    acrylonitrile 401.93
    aniline 416.98
    1,3-propanediol 82.0
    bromobenzene 945.99
    dibromomethane 1124.07
    1,1,2,2-tetrachloroethane 1520.14
    2-methyl-cyclohexyl acetate 215.2
    tetrabutyl urea 164.23
    diisobutyl methanol 84.36
    2-phenylethanol 240.9
    styrene 388.89
    dioctyl adipate 219.28
    dimethyl sulfate 452.44
    ethyl butyrate 270.92
    methyl lactate 147.78
    butyl lactate 150.32
    diethyl carbonate 196.31
    propanediol butyl ether 166.26
    triethyl orthoformate 180.38
    p-tert-butyltoluene 132.32
    methyl 4-tert-butylbenzoate 276.52
    morpholine 698.25
    tert-butylamine 97.56
    n-dodecanol 67.7
    dimethoxymethane 666.03
    ethylene carbonate 340.61
    cyrene 249.9
    2-ethoxyethyl acetate 345.53
    2-ethylhexyl acetate 243.22
    1,2,4-trichlorobenzene 650.96
    4-methylpyridine 1201.37
    dibutyl ether 227.84
    2,6-dimethyl-4-heptanol 84.36
    DEF 521.49
    dimethyl isosorbide 448.49
    tetrachloroethylene 861.53
    eugenol 270.56
    triacetin 314.56
    span 80 205.18
    1,4-butanediol 42.7
    1,1-dichloroethane 866.75
    2-methyl-1-pentanol 117.86
    methyl formate 385.43
    2-methyl-1-butanol 117.75
    n-decane 39.28
    butyronitrile 264.0
    3,7-dimethyl-1-octanol 117.74
    1-chlorooctane 146.85
    1-chlorotetradecane 65.69
    n-nonane 38.99
    undecane 30.33
    tert-butylcyclohexane 47.55
    cyclooctane 44.29
    cyclopentanol 234.45
    tetrahydropyran 727.91
    tert-amyl methyl ether 227.12
    2,5,8-trioxanonane 446.78
    1-hexene 171.75
    2-isopropoxyethanol 137.07
    2,2,2-trifluoroethanol 96.52
    methyl butyrate 358.73

    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