Chloromethyl chloroformate

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  • Identifiers

    CAS number
    22128-62-7

    Molecular formula
    C2H2Cl2O2

    SMILES
    C(OC(=O)Cl)Cl

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 56.55%
    Fruity 34.96%
    Ethereal 28.42%
    Winey 27.6%
    Sour 26.81%
    Fresh 23.32%
    Sharp 23.29%
    Grape 22.62%
    Pungent 20.02%
    Alcoholic 17.58%

     

    Flavor
    Odorless 60.26%
    Sour 31.81%
    Very mild 24.85%
    Mild 24.72%
    Acidic 22.96%
    Yeast 22.07%
    Soy 20.6%
    Acetoin 20.33%
    Formyl 20.29%
    Mousy 20.28%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    5.35 (weak acid)

    Molecular weight
    128.94 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    116°C

    Flash point

    • 49.98 ˚C est.

  • Synonyms

    • Chloromethyl chloroformate
    • 22128-62-7
    • chloromethyl carbonochloridate
    • Chloroformic Acid Chloromethyl Ester
    • chloromethylchloroformate
    • Palite
    • Carbonochloridic acid, chloromethyl ester
    • EINECS 244-793-3
    • DTXSID9074567
    • Chlorocarbonic acid chloromethyl ester
    • UN 2745
    • Formic acid, chloro-, chloromethyl ester
    • Chloro-formic acid Chloromethyl Ester; Chloromethoxycarbonyl Chloride; Chloromethyl Carbonochloridate; Chloromethyl Chlorocarbonate; Chloromethyl Chloroformate
    • UN2745
    • Chlormethylchlorformiat
    • ClCO2CH2Cl
    • chloromethyl choroformate
    • choromethyl chloroformate
    • chloromethyl chlorocarbonate
    • 1-chloromethyl chloroformate
    • SCHEMBL27366
    • DTXCID2036613
    • CHLOROMETHOXYCARBONYL CHLORIDE
    • MFCD00077688
    • AKOS005259776
    • chloroformic acid 1-chloromethyl ester
    • AS-86328
    • DB-045811
    • Chloromethyl chloroformate, >=98.0% (GC)
    • NS00027065
    • EN300-86313
    • H11933
    • Chloromethyl chloroformate [UN2745] [Poison]
    • Q5103099
    • 244-793-3

  • Applications

    Chloromethyl chloroformate is a reactive intermediate used in organic synthesis. It is commonly employed to introduce chloromethyl functionality and to form carbamate (urethane) protecting groups on amines, enabling subsequent transformations in pharmaceutical and fine chemical manufacturing. It also serves as an acylating agent to activate alcohols and phenols for carbonate or urethane formation, supporting specialty polymer, coating, and adhesive formulations. Additionally, it is used to prepare chloromethyl carbonate derivatives that serve as building blocks for more complex intermediates in electronics-related coatings and surface-functionalization chemistries. Overall, use is process-specific and subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 282.14
    methanol 434.37
    isopropanol 216.66
    water 77.45
    ethyl acetate 135.77
    n-propanol 189.98
    acetone 536.43
    n-butanol 160.65
    acetonitrile 271.61
    DMF 1389.9
    toluene 61.7
    isobutanol 141.87
    1,4-dioxane 310.95
    methyl acetate 220.05
    THF 434.91
    2-butanone 293.85
    n-pentanol 144.15
    sec-butanol 188.07
    n-hexane 18.81
    ethylene glycol 150.17
    NMP 997.76
    cyclohexane 32.62
    DMSO 1240.68
    n-butyl acetate 85.29
    n-octanol 76.76
    chloroform 176.63
    n-propyl acetate 130.01
    acetic acid 414.52
    dichloromethane 259.49
    cyclohexanone 300.09
    propylene glycol 89.91
    isopropyl acetate 105.39
    DMAc 1178.75
    2-ethoxyethanol 346.53
    isopentanol 146.92
    n-heptane 23.91
    ethyl formate 150.49
    1,2-dichloroethane 202.99
    n-hexanol 84.5
    2-methoxyethanol 456.92
    isobutyl acetate 64.76
    tetrachloromethane 45.56
    n-pentyl acetate 80.54
    transcutol 418.75
    n-heptanol 68.8
    ethylbenzene 46.47
    MIBK 140.81
    2-propoxyethanol 172.42
    tert-butanol 297.46
    MTBE 210.3
    2-butoxyethanol 144.77
    propionic acid 148.65
    o-xylene 81.15
    formic acid 369.24
    diethyl ether 199.77
    m-xylene 60.57
    p-xylene 70.98
    chlorobenzene 63.68
    dimethyl carbonate 125.92
    n-octane 11.23
    formamide 658.31
    cyclopentanone 370.77
    2-pentanone 218.43
    anisole 152.98
    cyclopentyl methyl ether 214.81
    gamma-butyrolactone 314.68
    1-methoxy-2-propanol 307.97
    pyridine 260.32
    3-pentanone 190.89
    furfural 374.49
    n-dodecane 9.21
    diethylene glycol 178.54
    diisopropyl ether 65.61
    tert-amyl alcohol 248.54
    acetylacetone 254.66
    n-hexadecane 10.15
    acetophenone 183.35
    methyl propionate 157.32
    isopentyl acetate 76.19
    trichloroethylene 316.83
    n-nonanol 69.31
    cyclohexanol 158.82
    benzyl alcohol 140.63
    2-ethylhexanol 63.11
    isooctanol 61.89
    dipropyl ether 92.89
    1,2-dichlorobenzene 69.26
    ethyl lactate 83.38
    propylene carbonate 134.76
    n-methylformamide 519.71
    2-pentanol 133.5
    n-pentane 29.0
    1-propoxy-2-propanol 128.87
    1-methoxy-2-propyl acetate 104.04
    2-(2-methoxypropoxy) propanol 155.67
    mesitylene 50.71
    ε-caprolactone 199.81
    p-cymene 42.14
    epichlorohydrin 327.68
    1,1,1-trichloroethane 127.3
    2-aminoethanol 193.5
    morpholine-4-carbaldehyde 656.28
    sulfolane 515.36
    2,2,4-trimethylpentane 18.83
    2-methyltetrahydrofuran 292.13
    n-hexyl acetate 93.58
    isooctane 11.89
    2-(2-butoxyethoxy)ethanol 178.25
    sec-butyl acetate 81.75
    tert-butyl acetate 130.88
    decalin 16.13
    glycerin 152.18
    diglyme 401.14
    acrylic acid 185.36
    isopropyl myristate 50.31
    n-butyric acid 146.63
    acetyl acetate 94.58
    di(2-ethylhexyl) phthalate 54.41
    ethyl propionate 108.22
    nitromethane 672.19
    1,2-diethoxyethane 152.51
    benzonitrile 119.18
    trioctyl phosphate 40.88
    1-bromopropane 103.06
    gamma-valerolactone 434.87
    n-decanol 54.93
    triethyl phosphate 55.0
    4-methyl-2-pentanol 78.85
    propionitrile 150.98
    vinylene carbonate 129.25
    1,1,2-trichlorotrifluoroethane 307.12
    DMS 81.08
    cumene 41.74
    2-octanol 57.77
    2-hexanone 168.97
    octyl acetate 63.12
    limonene 69.62
    1,2-dimethoxyethane 517.6
    ethyl orthosilicate 53.17
    tributyl phosphate 43.85
    diacetone alcohol 202.66
    N,N-dimethylaniline 186.09
    acrylonitrile 211.97
    aniline 132.71
    1,3-propanediol 210.2
    bromobenzene 51.27
    dibromomethane 155.9
    1,1,2,2-tetrachloroethane 245.68
    2-methyl-cyclohexyl acetate 78.04
    tetrabutyl urea 92.14
    diisobutyl methanol 49.1
    2-phenylethanol 94.27
    styrene 59.16
    dioctyl adipate 77.43
    dimethyl sulfate 258.72
    ethyl butyrate 92.38
    methyl lactate 125.32
    butyl lactate 77.38
    diethyl carbonate 60.23
    propanediol butyl ether 132.86
    triethyl orthoformate 70.37
    p-tert-butyltoluene 42.1
    methyl 4-tert-butylbenzoate 146.85
    morpholine 409.46
    tert-butylamine 182.17
    n-dodecanol 44.76
    dimethoxymethane 464.55
    ethylene carbonate 103.5
    cyrene 189.53
    2-ethoxyethyl acetate 105.44
    2-ethylhexyl acetate 61.8
    1,2,4-trichlorobenzene 92.58
    4-methylpyridine 254.83
    dibutyl ether 74.62
    2,6-dimethyl-4-heptanol 49.1
    DEF 429.44
    dimethyl isosorbide 216.6
    tetrachloroethylene 199.27
    eugenol 149.64
    triacetin 110.33
    span 80 120.54
    1,4-butanediol 123.74
    1,1-dichloroethane 144.79
    2-methyl-1-pentanol 131.05
    methyl formate 360.59
    2-methyl-1-butanol 146.22
    n-decane 13.89
    butyronitrile 141.65
    3,7-dimethyl-1-octanol 70.4
    1-chlorooctane 41.4
    1-chlorotetradecane 19.94
    n-nonane 13.86
    undecane 10.99
    tert-butylcyclohexane 14.47
    cyclooctane 14.43
    cyclopentanol 183.84
    tetrahydropyran 221.53
    tert-amyl methyl ether 186.65
    2,5,8-trioxanonane 287.53
    1-hexene 53.94
    2-isopropoxyethanol 219.27
    2,2,2-trifluoroethanol 224.67
    methyl butyrate 163.17

    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