Methyl chloroacetate

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  • Identifiers

    CAS number
    96-34-4

    Molecular formula
    C3H5ClO2

    SMILES
    COC(=O)CCl

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Fruity 74.64%
    Ethereal 57.77%
    Caramellic 47.96%
    Winey 46.62%
    Sweet 40.62%
    Rummy 40.18%
    Green 36.46%
    Fermented 35.07%
    Buttery 33.48%
    Sharp 33.1%

     

    Flavor
    Fruity 67.69%
    Cheese 33.66%
    Sweet 32.37%
    Tropical 27.9%
    Pineapple 27.63%
    Fatty 26.01%
    Creamy 25.72%
    Strawberry 25.58%
    Butter 25.17%
    Berry 24.54%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    4.91 (weak acid)

    Molecular weight
    108.52 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -26 °F (USCG, 1999)
    • -32.3 °C
    • -32.1 °C

    Boiling point

    • 266 °F at 760 mmHg (USCG, 1999)
    • 130 °C
    • BP: 130-132 °C
    • 129.5 °C

    Flash point

    • 42.83 ˚C est.
    • 125 °F (USCG, 1999)
    • 57 °C
    • 135 °F (57 °C) (open cup)
    • 57 °C o.c.

    Solubility expt.

    • In water, 4.6X10+4 mg/L at 20 °C
    • In water, 5.2 g/100 mL at 19.8 °C (5.2X10+4 mg/L)
    • Miscible with alcohol, ether
    • Very soluble in acetone, benzene, ethyl ether, ethanol
    • Miscible with oxygenated solvents
    • Solubility in water, g/100ml at 19.8 °C: 5.2

  • Synonyms

    • METHYL CHLOROACETATE
    • 96-34-4
    • methyl 2-chloroacetate
    • Chloroacetic acid methyl ester
    • Methyl monochloroacetate
    • Methyl chloroethanoate
    • Acetic acid, chloro-, methyl ester
    • Methyl monochloracetate
    • Methyl alpha-chloroacetate
    • Monochloroacetic acid methyl ester
    • NSC 2635
    • UN2295
    • ClH2CCOOCH3
    • CCRIS 7749
    • Methylester kyseliny chloroctove
    • HSDB 5303
    • EINECS 202-501-1
    • Acetic acid, 2-chloro-, methyl ester
    • UNII-450VSB182I
    • Methylester kyseliny chloroctove [Czech]
    • 2-Chloroacetic acid methyl ester
    • AI3-39185
    • 450VSB182I
    • Monochloroacetic acid, methyl ester
    • NSC-2635
    • chloro-acetic acid methyl ester
    • chloroacetic acid, methyl ester
    • DTXSID9041576
    • METHYL CHLOROACETATE [MI]
    • Methyl ester of Chloroacetic acid
    • EC 202-501-1
    • METHYL .ALPHA.-CHLOROACETATE
    • MFCD00000931
    • UN 2295
    • UN-2295
    • methyl chloracetate
    • methyl chloroactate
    • methyl chioroacetate
    • methyl chloro-acetate
    • methyl-2-chloroacetate
    • methyl 2-chloro-acetate
    • Methyl alphachloroacetate
    • chloroacetic methyl ester
    • Methyl-alpha-chloroacetate
    • Methyl chloroacetate, 99%
    • chloroacetic acid methylester
    • Chloroacetic acid-methyl ester
    • SCHEMBL140582
    • DTXCID7021576
    • NSC2635
    • 2-chloro-acetic acid methyl ester
    • Acetic acid, chloro, methyl ester
    • BCP30634
    • STL197883
    • AKOS000119621
    • DB-080424
    • Methyl chloroacetate [UN2295] [Poison]
    • NS00003013
    • EN300-19700
    • Q188382
    • F8889-8024
    • Methyl chloroacetate, PESTANAL(R), analytical standard
    • Chloroacetic acid methyl ester 1000 microg/mL in Methyl-tert-butyl ether
    • Methyl chloroacetate, certified reference material, 1000 mug/mL in methyl tert-butyl ether
    • 2-Chloroacetic Acid Methyl Ester;Methyl Monochloroacetate; Methyl (c) paragraph sign-Chloroacetate; Methyl 2-Chloroacetate;Chloroacetic acid methyl ester
    • 202-501-1

  • Applications

    Methyl chloroacetate is a versatile reactive building block used primarily as an intermediate in organic synthesis. It enables introduction of a chloroacetyl moiety into molecules, enabling subsequent transformations such as ester and amide formation and cyclization to heterocyclic precursors. In industry, it is commonly used to prepare pharmaceutical and agrochemical intermediates, to furnish functionalized esters and amide derivatives, and to support processes in coatings, inks and specialty polymers where a chloroacetyl handle is desirable for further derivatization. It also serves in fragrance and flavor chemistry as a precursor to certain fragrance ingredients. Its use is subject to appropriate safety handling and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 177.75
    methanol 278.34
    isopropanol 125.92
    water 93.67
    ethyl acetate 99.2
    n-propanol 109.98
    acetone 278.79
    n-butanol 91.32
    acetonitrile 332.71
    DMF 541.78
    toluene 31.31
    isobutanol 83.06
    1,4-dioxane 227.79
    methyl acetate 164.24
    THF 210.89
    2-butanone 142.66
    n-pentanol 62.3
    sec-butanol 98.9
    n-hexane 12.23
    ethylene glycol 97.81
    NMP 496.01
    cyclohexane 20.68
    DMSO 583.54
    n-butyl acetate 36.59
    n-octanol 30.53
    chloroform 214.92
    n-propyl acetate 52.09
    acetic acid 400.24
    dichloromethane 293.59
    cyclohexanone 150.2
    propylene glycol 58.91
    isopropyl acetate 45.89
    DMAc 544.78
    2-ethoxyethanol 167.39
    isopentanol 73.95
    n-heptane 9.77
    ethyl formate 108.69
    1,2-dichloroethane 163.95
    n-hexanol 33.58
    2-methoxyethanol 305.61
    isobutyl acetate 27.13
    tetrachloromethane 49.91
    n-pentyl acetate 31.89
    transcutol 267.28
    n-heptanol 23.13
    ethylbenzene 21.99
    MIBK 42.82
    2-propoxyethanol 80.54
    tert-butanol 172.14
    MTBE 98.6
    2-butoxyethanol 56.16
    propionic acid 129.53
    o-xylene 40.91
    formic acid 329.06
    diethyl ether 100.86
    m-xylene 25.8
    p-xylene 36.81
    chlorobenzene 57.52
    dimethyl carbonate 49.03
    n-octane 4.75
    formamide 487.87
    cyclopentanone 199.39
    2-pentanone 84.66
    anisole 79.01
    cyclopentyl methyl ether 92.49
    gamma-butyrolactone 236.39
    1-methoxy-2-propanol 162.8
    pyridine 170.32
    3-pentanone 82.02
    furfural 297.18
    n-dodecane 3.99
    diethylene glycol 104.36
    diisopropyl ether 22.68
    tert-amyl alcohol 133.77
    acetylacetone 108.69
    n-hexadecane 4.38
    acetophenone 85.79
    methyl propionate 91.62
    isopentyl acetate 32.4
    trichloroethylene 276.78
    n-nonanol 27.79
    cyclohexanol 87.29
    benzyl alcohol 71.89
    2-ethylhexanol 25.73
    isooctanol 21.61
    dipropyl ether 37.29
    1,2-dichlorobenzene 68.22
    ethyl lactate 36.5
    propylene carbonate 96.05
    n-methylformamide 273.32
    2-pentanol 56.43
    n-pentane 15.28
    1-propoxy-2-propanol 50.71
    1-methoxy-2-propyl acetate 43.42
    2-(2-methoxypropoxy) propanol 83.59
    mesitylene 18.4
    ε-caprolactone 123.81
    p-cymene 18.62
    epichlorohydrin 234.7
    1,1,1-trichloroethane 119.05
    2-aminoethanol 132.56
    morpholine-4-carbaldehyde 361.78
    sulfolane 306.32
    2,2,4-trimethylpentane 8.88
    2-methyltetrahydrofuran 169.32
    n-hexyl acetate 44.03
    isooctane 4.13
    2-(2-butoxyethoxy)ethanol 94.5
    sec-butyl acetate 31.41
    tert-butyl acetate 48.63
    decalin 9.5
    glycerin 114.89
    diglyme 207.84
    acrylic acid 156.43
    isopropyl myristate 21.57
    n-butyric acid 111.07
    acetyl acetate 65.47
    di(2-ethylhexyl) phthalate 28.43
    ethyl propionate 51.08
    nitromethane 614.55
    1,2-diethoxyethane 75.94
    benzonitrile 90.02
    trioctyl phosphate 18.2
    1-bromopropane 78.9
    gamma-valerolactone 261.58
    n-decanol 21.22
    triethyl phosphate 31.14
    4-methyl-2-pentanol 29.07
    propionitrile 129.52
    vinylene carbonate 101.46
    1,1,2-trichlorotrifluoroethane 226.76
    DMS 45.5
    cumene 20.82
    2-octanol 19.01
    2-hexanone 55.47
    octyl acetate 27.02
    limonene 29.54
    1,2-dimethoxyethane 251.37
    ethyl orthosilicate 29.36
    tributyl phosphate 22.64
    diacetone alcohol 82.8
    N,N-dimethylaniline 78.73
    acrylonitrile 178.46
    aniline 83.47
    1,3-propanediol 144.23
    bromobenzene 46.73
    dibromomethane 166.43
    1,1,2,2-tetrachloroethane 204.94
    2-methyl-cyclohexyl acetate 37.93
    tetrabutyl urea 38.07
    diisobutyl methanol 18.88
    2-phenylethanol 42.18
    styrene 29.9
    dioctyl adipate 40.62
    dimethyl sulfate 111.5
    ethyl butyrate 42.67
    methyl lactate 63.22
    butyl lactate 32.98
    diethyl carbonate 35.25
    propanediol butyl ether 58.03
    triethyl orthoformate 35.73
    p-tert-butyltoluene 17.24
    methyl 4-tert-butylbenzoate 66.41
    morpholine 248.11
    tert-butylamine 103.37
    n-dodecanol 17.1
    dimethoxymethane 179.96
    ethylene carbonate 74.12
    cyrene 95.72
    2-ethoxyethyl acetate 51.8
    2-ethylhexyl acetate 27.3
    1,2,4-trichlorobenzene 86.4
    4-methylpyridine 158.19
    dibutyl ether 35.03
    2,6-dimethyl-4-heptanol 18.88
    DEF 172.5
    dimethyl isosorbide 116.58
    tetrachloroethylene 169.55
    eugenol 68.09
    triacetin 68.74
    span 80 60.27
    1,4-butanediol 64.03
    1,1-dichloroethane 133.99
    2-methyl-1-pentanol 60.56
    methyl formate 194.77
    2-methyl-1-butanol 76.17
    n-decane 6.42
    butyronitrile 110.6
    3,7-dimethyl-1-octanol 30.94
    1-chlorooctane 20.44
    1-chlorotetradecane 9.15
    n-nonane 6.37
    undecane 4.87
    tert-butylcyclohexane 8.49
    cyclooctane 6.73
    cyclopentanol 110.2
    tetrahydropyran 131.48
    tert-amyl methyl ether 81.88
    2,5,8-trioxanonane 160.64
    1-hexene 29.54
    2-isopropoxyethanol 91.57
    2,2,2-trifluoroethanol 192.53
    methyl butyrate 72.72

    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