Diphosgene

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  • Identifiers

    CAS number
    503-38-8

    Molecular formula
    C2Cl4O2

    SMILES
    C(=O)(OC(Cl)(Cl)Cl)Cl

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 55.35%
    Fresh 23.41%
    Balsamic 23.33%
    Clean 21.54%
    Sweet 21.31%
    Floral 20.85%
    Green 17.71%
    Dry 16.3%
    Fruity 16.16%
    Animal 15.77%

     

    Flavor
    Odorless 56.96%
    Mild 25.87%
    Bland 22.2%
    Sulfury 20.01%
    Yeast 19.76%
    Sweet-like 19.5%
    Mousy 19.42%
    Stinky 18.87%
    Scallion 18.78%
    Rotten 18.74%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    4.92 (weak acid)

    Molecular weight
    197.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -57 °C

    Boiling point

    • 128 °C @ 760 MM HG
    • Suffocating liquid; Boiling point = 49 °C at 50 mm Hg; Stable at room temp, decomposes to phosgene at approximately 300 °C
    • at 101.3 kPa: 128 °C

    Flash point

    • 66.29 ˚C est.

    Solubility expt.

    • INSOL IN WATER; SOL IN ETHANOL, VERY SOL IN ETHER
    • SOL IN BENZENE, ALCOHOL, AND ETHER
    • Solubility in water: reaction

  • Synonyms

    • Trichloromethyl chloroformate
    • DIPHOSGENE
    • 503-38-8
    • Diphosgen
    • trichloromethyl carbonochloridate
    • Difosgen [Czech]
    • Difosgen
    • di-Phosgene
    • Perchloromethyl formate
    • Carbonochloridic acid, trichloromethyl ester
    • Methanol, trichloro-, chloroformate
    • HSDB 371
    • Carbonochloridic acid trichloromethyl ester
    • trichloromethylchloroformate
    • UNII-PO4Q4R80LV
    • EINECS 207-965-9
    • chloroformic acid trichloromethyl ester
    • BRN 0970225
    • Formic acid, chloro-, trichloromethyl ester
    • DIPHOSGENE [MI]
    • Trichlormethylester kyseliny chlormravenci [Czech]
    • PO4Q4R80LV
    • Trichlormethylester kyseliny chlormravenci
    • DTXSID60862065
    • 4-03-00-00033 (Beilstein Handbook Reference)
    • MFCD00015553
    • TRICHLOROMETHYLCARBONOCHLORIDATE
    • Trichloromethyl chloroformate (Diphosgene)
    • tricloromethyl chloroformate
    • SCHEMBL4986
    • trichioromethyl chloroformate
    • trichloromethyl-chloroformate
    • trichloromethyl chlorocarbonate
    • DTXCID80810886
    • Methanol, trichloro, chloroformate
    • Formic acid, trichloro-methyl ester
    • BBL027815
    • chloroformic acid trichloromethylester
    • STL146453
    • AKOS005720866
    • FD03652
    • chlorocarbonic acid trichloromethyl ester
    • Formic acid, chloro, trichloromethyl ester
    • NS00042659
    • Trichloromethyl chloroformate, >=97.0% (GC)
    • Trichloromethyl chloroformate Phosgene is UN1076
    • Q419283
    • Carbonochloridic Acid Trichloromethyl Ester; Chloroformic Acid Trichloromethyl Ester; Trichloromethanol Chloroformate; Diphosgen; Diphosgene; Trichloromethyl Chlorocarbonate

  • Applications

    Diphosgene (CAS 503-38-8) is used primarily as a safer phosgene substitute in organic synthesis, enabling the conversion of amines to isocyanates for polyurethane and other urethane-based materials; it is also employed to generate acid chlorides and carbamoyl chlorides as intermediates for pharmaceutical and agrochemical manufacturing; in the coatings, polymers, and specialty chemicals industries it supports urethane formation and related carbonyl incorporations; and in industrial manufacturing and process development it serves as a controlled source of phosgene for phosgenation reactions and related transformations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 336.16
    methanol 520.17
    isopropanol 288.94
    water 72.98
    ethyl acetate 246.86
    n-propanol 249.64
    acetone 494.85
    n-butanol 221.84
    acetonitrile 161.52
    DMF 1627.13
    toluene 150.21
    isobutanol 197.2
    1,4-dioxane 559.05
    methyl acetate 229.46
    THF 1016.98
    2-butanone 319.92
    n-pentanol 174.3
    sec-butanol 259.55
    n-hexane 64.06
    ethylene glycol 208.09
    NMP 1010.54
    cyclohexane 70.26
    DMSO 1172.5
    n-butyl acetate 129.83
    n-octanol 136.12
    chloroform 253.79
    n-propyl acetate 169.08
    acetic acid 199.33
    dichloromethane 291.06
    cyclohexanone 308.44
    propylene glycol 173.47
    isopropyl acetate 218.89
    DMAc 1276.44
    2-ethoxyethanol 432.03
    isopentanol 189.88
    n-heptane 52.05
    ethyl formate 202.46
    1,2-dichloroethane 250.17
    n-hexanol 145.4
    2-methoxyethanol 753.32
    isobutyl acetate 110.36
    tetrachloromethane 86.13
    n-pentyl acetate 128.35
    transcutol 403.09
    n-heptanol 115.98
    ethylbenzene 96.09
    MIBK 252.33
    2-propoxyethanol 382.51
    tert-butanol 359.87
    MTBE 361.77
    2-butoxyethanol 218.64
    propionic acid 138.94
    o-xylene 151.6
    formic acid 228.3
    diethyl ether 412.96
    m-xylene 138.87
    p-xylene 110.6
    chlorobenzene 94.0
    dimethyl carbonate 303.58
    n-octane 31.32
    formamide 358.77
    cyclopentanone 464.88
    2-pentanone 354.5
    anisole 251.2
    cyclopentyl methyl ether 523.8
    gamma-butyrolactone 435.25
    1-methoxy-2-propanol 634.05
    pyridine 259.68
    3-pentanone 298.81
    furfural 381.23
    n-dodecane 27.93
    diethylene glycol 360.73
    diisopropyl ether 183.16
    tert-amyl alcohol 315.23
    acetylacetone 387.44
    n-hexadecane 30.41
    acetophenone 215.45
    methyl propionate 304.57
    isopentyl acetate 110.78
    trichloroethylene 253.74
    n-nonanol 127.24
    cyclohexanol 234.88
    benzyl alcohol 178.03
    2-ethylhexanol 104.39
    isooctanol 98.29
    dipropyl ether 210.3
    1,2-dichlorobenzene 95.0
    ethyl lactate 154.04
    propylene carbonate 235.46
    n-methylformamide 485.85
    2-pentanol 223.43
    n-pentane 90.11
    1-propoxy-2-propanol 269.12
    1-methoxy-2-propyl acetate 231.25
    2-(2-methoxypropoxy) propanol 220.21
    mesitylene 115.81
    ε-caprolactone 248.1
    p-cymene 73.7
    epichlorohydrin 457.6
    1,1,1-trichloroethane 166.79
    2-aminoethanol 249.27
    morpholine-4-carbaldehyde 827.5
    sulfolane 650.85
    2,2,4-trimethylpentane 50.33
    2-methyltetrahydrofuran 506.59
    n-hexyl acetate 151.07
    isooctane 36.6
    2-(2-butoxyethoxy)ethanol 247.86
    sec-butyl acetate 136.99
    tert-butyl acetate 263.58
    decalin 41.29
    glycerin 295.51
    diglyme 450.76
    acrylic acid 141.21
    isopropyl myristate 105.02
    n-butyric acid 168.23
    acetyl acetate 158.15
    di(2-ethylhexyl) phthalate 83.07
    ethyl propionate 197.54
    nitromethane 357.34
    1,2-diethoxyethane 226.46
    benzonitrile 112.89
    trioctyl phosphate 81.07
    1-bromopropane 184.22
    gamma-valerolactone 549.99
    n-decanol 108.23
    triethyl phosphate 105.53
    4-methyl-2-pentanol 147.31
    propionitrile 144.99
    vinylene carbonate 187.43
    1,1,2-trichlorotrifluoroethane 342.3
    DMS 141.65
    cumene 82.59
    2-octanol 107.77
    2-hexanone 215.45
    octyl acetate 118.24
    limonene 108.77
    1,2-dimethoxyethane 764.19
    ethyl orthosilicate 104.55
    tributyl phosphate 82.44
    diacetone alcohol 320.06
    N,N-dimethylaniline 287.99
    acrylonitrile 166.88
    aniline 198.22
    1,3-propanediol 282.69
    bromobenzene 81.36
    dibromomethane 209.45
    1,1,2,2-tetrachloroethane 272.78
    2-methyl-cyclohexyl acetate 115.04
    tetrabutyl urea 150.22
    diisobutyl methanol 91.32
    2-phenylethanol 146.89
    styrene 104.71
    dioctyl adipate 116.84
    dimethyl sulfate 495.74
    ethyl butyrate 146.21
    methyl lactate 284.14
    butyl lactate 120.56
    diethyl carbonate 101.26
    propanediol butyl ether 192.32
    triethyl orthoformate 130.7
    p-tert-butyltoluene 85.76
    methyl 4-tert-butylbenzoate 207.01
    morpholine 629.15
    tert-butylamine 249.37
    n-dodecanol 93.37
    dimethoxymethane 1171.68
    ethylene carbonate 174.08
    cyrene 273.24
    2-ethoxyethyl acetate 159.41
    2-ethylhexyl acetate 98.98
    1,2,4-trichlorobenzene 115.18
    4-methylpyridine 278.25
    dibutyl ether 134.58
    2,6-dimethyl-4-heptanol 91.32
    DEF 575.78
    dimethyl isosorbide 356.32
    tetrachloroethylene 211.97
    eugenol 218.79
    triacetin 156.11
    span 80 172.12
    1,4-butanediol 148.13
    1,1-dichloroethane 203.23
    2-methyl-1-pentanol 143.22
    methyl formate 409.13
    2-methyl-1-butanol 196.75
    n-decane 39.23
    butyronitrile 155.11
    3,7-dimethyl-1-octanol 116.94
    1-chlorooctane 87.42
    1-chlorotetradecane 53.07
    n-nonane 37.48
    undecane 32.54
    tert-butylcyclohexane 43.36
    cyclooctane 42.3
    cyclopentanol 302.49
    tetrahydropyran 409.11
    tert-amyl methyl ether 361.34
    2,5,8-trioxanonane 363.16
    1-hexene 128.54
    2-isopropoxyethanol 297.79
    2,2,2-trifluoroethanol 164.87
    methyl butyrate 226.49

    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