Methanesulfonyl chloride

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  • Identifiers

    CAS number
    124-63-0

    Molecular formula
    CH3ClO2S

    SMILES
    CS(=O)(=O)Cl

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 69.93%
    Sulfurous 42.82%
    Pungent 29.93%
    Roasted 27.62%
    Onion 25.27%
    Burnt 25.02%
    Cooked 24.99%
    Garlic 24.42%
    Savory 23.3%
    Alliaceous 23.1%

     

    Flavor
    Bitter 48.15%
    Sulfur 33.49%
    Odorless 31.7%
    Mustard 26.52%
    Sulfurous 24.76%
    Bland 22.44%
    Formyl 21.26%
    Mousy 21.1%
    Nitrile 20.61%
    Pungent 20.45%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    8.08 (weak base)

    Molecular weight
    114.55 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • Freezing point: -32 °C
    • -32 °C

    Boiling point

    • 62 °C at 18 mm Hg; 161 °C at 730 mm Hg
    • at 97.3kPa: 161 °C

    Flash point

    • 78.23 ˚C est.
    • >110 °C

    Solubility expt.

    • Soluble in most organic solvents
    • Practically insoluble in water; soluble in alcohol, ether
    • Solubility in water: reaction

  • Synonyms

    • Methanesulfonyl chloride
    • 124-63-0
    • Mesyl chloride
    • Methanesulphonyl chloride
    • Methyl sulfochloride
    • Chloro methyl sulfone
    • METHYLSULFONYL CHLORIDE
    • Methanesulfuryl chloride
    • Methanesulfonic acid chloride
    • Methyl sulfonyl chloride
    • Chloromethyl sulfone
    • NSC 15039
    • Mesylchloride
    • CH3SO2Cl
    • METHANE SULFONYL CHLORIDE
    • HSDB 5605
    • UNII-B17EWY1R7Q
    • EINECS 204-706-1
    • B17EWY1R7Q
    • UN3246
    • DTXSID1021615
    • AI3-52234
    • methane sulfonylchloride
    • MFCD00007454
    • NSC-15039
    • DTXCID601615
    • METHANE SULPHONYL CHLORIDE
    • EC 204-706-1
    • METHANESULFONYL CHLORIDE [MI]
    • METHANESULFONYL CHLORIDE [HSDB]
    • MethanesulfonylChloride-d3
    • Methanesulfonyl Chloride-d3,13C
    • Mesylchoride
    • mesyl chlorid
    • MsCl
    • Methansulfonylchlorid
    • Ms-Cl
    • ClSO2Me
    • MeSO2Cl
    • methanesufonylchloride
    • methanesulfonylchlorid
    • methylsulfonylchloride
    • Methansulfonylchloride
    • mesylic acid chloride
    • methylsufonyl chloride
    • methylsulfonyl choride
    • methysulfonyl chloride
    • methanesulfonlychloride
    • methanesulfonylchloride
    • methansulphonylchloride
    • methanesufonyl chloride
    • methanesulfonyl chlorid
    • methanesulfonyl choride
    • methanesulfonyl cloride
    • methanesulonyl chloride
    • methansulfonyl chloride
    • methansulfonyl-chloride
    • methylsulfonic chloride
    • Metanesulfonyl chloride
    • MeSO2-Cl
    • methanesulforiylchloride
    • methanesulphonylchloride
    • methane-sulfonylchloride
    • methanesulfonic chloride
    • methanesulfonly chloride
    • methanesulfonyl-chloride
    • methanesulphonyl choride
    • methansulphonyl chloride
    • methylsulphonyl chloride
    • Methanesulfonyl chlorine
    • Methanesulphonyl cloride
    • methyl-sulfonyl chloride
    • methylsulfonyl -chloride
    • methane sulphonylchloride
    • methanesuiphonyl chloride
    • methanesulfonoyl chloride
    • methanesulphonic chloride
    • methanesulphonyl-chloride
    • methariesulfonyl chloride
    • methane-sulfonyl chloride
    • methane-sulfonyl-chloride
    • methanesul-fonyl chloride
    • methyl sulphonyl chloride
    • Methane sulphonyl choride
    • methane-sulphonyl chloride
    • me thane sulfonyl chloride
    • methane- sulfonyl chloride
    • CH3S(O)2Cl
    • methanesulfonic acid chlorid
    • SCHEMBL1562
    • methanesulfonoic acid chloride
    • methanesulphonic acid chloride
    • methane sulfonic acid chloride
    • methane sulphonic acid chloride
    • Methanesulfonyl chloride, 98%
    • Methanesulfonyl chloride, >=99%
    • Methanesulfonyl chloride, 99.5%
    • KBA66813
    • NSC15039
    • STR00131
    • Tox21_200643
    • Methanesulfonyl chloride, >=99.7%
    • STL264180
    • AKOS000269070
    • NCGC00248776-01
    • NCGC00258197-01
    • CAS-124-63-0
    • DB-002790
    • M0094
    • NS00001189
    • Methanesulfonyl chloride [UN3246] [Poison]
    • Methanesulfonyl chloride, purum, >=98.0% (AT)
    • Q417706
    • Methanesulfonyl chloride, puriss., >=99.0% (AT)

  • Applications

    Methanesulfonyl chloride (CAS 124-63-0) is a versatile sulfonylating reagent used to convert alcohols into the corresponding methanesulfonate esters (mesylates), which are excellent leaving groups for subsequent nucleophilic substitution, enabling synthesis of ethers, amines, and other derivatives in pharmaceutical and fine chemicals. It also reacts with amines to form methanesulfonamides, providing a route to sulfonamide motifs encountered in drug discovery and development. In process chemistry and industrial manufacturing, it is used to activate alcohol substrates and to install methanesulfonyl groups on molecules, facilitating downstream transformations. In polymer and materials chemistry, methanesulfonyl chloride can be used to introduce methanesulfonyl functionality onto substrates for further modification or to prepare reactive intermediates for specialty polymers. Handling requires controlled conditions due to corrosivity and reactivity, and use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 71.5
    methanol 172.77
    isopropanol 45.58
    water 57.49
    ethyl acetate 166.26
    n-propanol 40.15
    acetone 516.65
    n-butanol 30.91
    acetonitrile 396.82
    DMF 1112.19
    toluene 76.65
    isobutanol 29.56
    1,4-dioxane 351.29
    methyl acetate 293.92
    THF 227.54
    2-butanone 232.2
    n-pentanol 21.59
    sec-butanol 35.8
    n-hexane 11.91
    ethylene glycol 61.22
    NMP 918.52
    cyclohexane 23.96
    DMSO 680.32
    n-butyl acetate 54.82
    n-octanol 29.43
    chloroform 147.75
    n-propyl acetate 83.33
    acetic acid 163.5
    dichloromethane 210.58
    cyclohexanone 246.64
    propylene glycol 38.13
    isopropyl acetate 84.37
    DMAc 988.88
    2-ethoxyethanol 107.99
    isopentanol 26.85
    n-heptane 11.05
    ethyl formate 175.53
    1,2-dichloroethane 171.93
    n-hexanol 20.56
    2-methoxyethanol 255.18
    isobutyl acetate 43.44
    tetrachloromethane 28.6
    n-pentyl acetate 40.86
    transcutol 228.27
    n-heptanol 14.93
    ethylbenzene 41.51
    MIBK 69.55
    2-propoxyethanol 77.75
    tert-butanol 56.4
    MTBE 78.04
    2-butoxyethanol 39.89
    propionic acid 82.5
    o-xylene 77.1
    formic acid 170.58
    diethyl ether 104.42
    m-xylene 53.13
    p-xylene 64.53
    chlorobenzene 101.96
    dimethyl carbonate 192.82
    n-octane 6.21
    formamide 358.54
    cyclopentanone 334.5
    2-pentanone 131.07
    anisole 135.1
    cyclopentyl methyl ether 111.21
    gamma-butyrolactone 373.33
    1-methoxy-2-propanol 129.5
    pyridine 240.42
    3-pentanone 164.76
    furfural 521.39
    n-dodecane 7.04
    diethylene glycol 107.13
    diisopropyl ether 33.52
    tert-amyl alcohol 45.54
    acetylacetone 322.46
    n-hexadecane 7.79
    acetophenone 170.02
    methyl propionate 187.02
    isopentyl acetate 42.89
    trichloroethylene 276.19
    n-nonanol 28.12
    cyclohexanol 44.08
    benzyl alcohol 73.62
    2-ethylhexanol 19.98
    isooctanol 13.28
    dipropyl ether 46.27
    1,2-dichlorobenzene 108.45
    ethyl lactate 54.85
    propylene carbonate 177.61
    n-methylformamide 380.79
    2-pentanol 22.42
    n-pentane 11.68
    1-propoxy-2-propanol 53.52
    1-methoxy-2-propyl acetate 87.79
    2-(2-methoxypropoxy) propanol 96.42
    mesitylene 38.39
    ε-caprolactone 172.16
    p-cymene 28.23
    epichlorohydrin 280.7
    1,1,1-trichloroethane 112.68
    2-aminoethanol 57.61
    morpholine-4-carbaldehyde 741.11
    sulfolane 439.7
    2,2,4-trimethylpentane 6.68
    2-methyltetrahydrofuran 146.0
    n-hexyl acetate 64.86
    isooctane 3.96
    2-(2-butoxyethoxy)ethanol 91.84
    sec-butyl acetate 51.93
    tert-butyl acetate 81.06
    decalin 12.92
    glycerin 89.23
    diglyme 231.35
    acrylic acid 115.39
    isopropyl myristate 37.64
    n-butyric acid 63.74
    acetyl acetate 172.64
    di(2-ethylhexyl) phthalate 39.82
    ethyl propionate 101.72
    nitromethane 809.39
    1,2-diethoxyethane 88.13
    benzonitrile 132.62
    trioctyl phosphate 27.22
    1-bromopropane 61.96
    gamma-valerolactone 482.02
    n-decanol 24.32
    triethyl phosphate 50.86
    4-methyl-2-pentanol 15.72
    propionitrile 115.82
    vinylene carbonate 198.05
    1,1,2-trichlorotrifluoroethane 220.71
    DMS 128.56
    cumene 30.35
    2-octanol 14.42
    2-hexanone 81.21
    octyl acetate 45.53
    limonene 39.83
    1,2-dimethoxyethane 354.09
    ethyl orthosilicate 42.69
    tributyl phosphate 37.01
    diacetone alcohol 88.95
    N,N-dimethylaniline 119.38
    acrylonitrile 221.29
    aniline 88.41
    1,3-propanediol 66.61
    bromobenzene 94.98
    dibromomethane 113.39
    1,1,2,2-tetrachloroethane 190.32
    2-methyl-cyclohexyl acetate 55.78
    tetrabutyl urea 70.14
    diisobutyl methanol 18.01
    2-phenylethanol 46.68
    styrene 57.61
    dioctyl adipate 61.72
    dimethyl sulfate 352.25
    ethyl butyrate 70.39
    methyl lactate 114.45
    butyl lactate 38.06
    diethyl carbonate 61.91
    propanediol butyl ether 50.43
    triethyl orthoformate 52.06
    p-tert-butyltoluene 27.35
    methyl 4-tert-butylbenzoate 89.95
    morpholine 247.36
    tert-butylamine 36.78
    n-dodecanol 21.82
    dimethoxymethane 392.07
    ethylene carbonate 144.57
    cyrene 128.2
    2-ethoxyethyl acetate 80.1
    2-ethylhexyl acetate 39.27
    1,2,4-trichlorobenzene 130.38
    4-methylpyridine 238.43
    dibutyl ether 43.62
    2,6-dimethyl-4-heptanol 18.01
    DEF 283.63
    dimethyl isosorbide 162.96
    tetrachloroethylene 130.02
    eugenol 90.47
    triacetin 121.65
    span 80 62.43
    1,4-butanediol 29.3
    1,1-dichloroethane 121.56
    2-methyl-1-pentanol 20.44
    methyl formate 415.95
    2-methyl-1-butanol 26.56
    n-decane 9.82
    butyronitrile 79.29
    3,7-dimethyl-1-octanol 29.86
    1-chlorooctane 25.14
    1-chlorotetradecane 15.42
    n-nonane 9.45
    undecane 7.98
    tert-butylcyclohexane 9.1
    cyclooctane 10.34
    cyclopentanol 54.15
    tetrahydropyran 120.07
    tert-amyl methyl ether 69.97
    2,5,8-trioxanonane 189.86
    1-hexene 23.79
    2-isopropoxyethanol 61.97
    2,2,2-trifluoroethanol 138.97
    methyl butyrate 123.48

    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