3-Chloro-2-methylpropene

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  • Identifiers

    CAS number
    563-47-3

    Molecular formula
    C4H7Cl

    SMILES
    CC(=C)CCl

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Herbal 51.42%
    Green 42.95%
    Fruity 40.05%
    Fresh 39.63%
    Mint 33.05%
    Cheesy 31.65%
    Citrus 31.29%
    Pungent 31.17%
    Earthy 29.74%
    Musty 27.09%

     

    Flavor
    Sulfurous 31.62%
    Onion 30.05%
    Fishy 23.62%
    Roasted 23.48%
    Garlic 23.0%
    Meaty 22.94%
    Bloody 20.49%
    Matches 20.42%
    Sulfury 20.32%
    Cooked 20.2%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.48 (neutral)

    Molecular weight
    90.55 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • less than -112 °F (NTP, 1992)
    • < -80 °C
    • -80 °C

    Boiling point

    • 160 to 162 °F at 760 mmHg (NTP, 1992)
    • 71-72 °C
    • 72 °C

    Flash point

    • -8.49 ˚C est.
    • 9 °F (NTP, 1992)
    • -12 °C
    • -3 °F (OPEN CUP)
    • 92 °F (-12 °C) (CLOSED CUP)
    • -12 °C c.c.

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • Miscible in alcohol and ether, very soluble in chloroform, and soluble in acetone.
    • Solubility in water at 20 °C is ca. 0.05 wt%; water solubility in methylallyl chloride is 0.04 wt%.
    • 1400 mg/l in water at 25 °C.
    • Solubility in water, g/100ml at 25 °C: 0.14 (very poor)

  • Synonyms

    • 3-Chloro-2-methylpropene
    • 563-47-3
    • 3-Chloro-2-methylprop-1-ene
    • Methallyl chloride
    • 3-CHLORO-2-METHYL-1-PROPENE
    • 2-Methylallyl chloride
    • 1-Propene, 3-chloro-2-methyl-
    • Isobutenyl chloride
    • 2-Methyl-2-propenyl chloride
    • beta-Methallyl chloride
    • Methylallyl chloride
    • Propene, 3-chloro-2-methyl-
    • Cloruro di metallile
    • 2-Methallyl chloride
    • 2-Methyl-allylchlorid
    • Chlorure de methallyle
    • methallylchloride
    • NCI-C54820
    • 1-Chloro-2-methyl-2-propene
    • 3-chloroisobutene
    • beta-Methylallyl chloride
    • CCRIS 869
    • 3-Chlor-2-methyl-prop-1-en
    • 3-Cloro-2-metil-prop-1-ene
    • HSDB 1149
    • .gamma.-Chloroisobutylene
    • 2-methyl-3-chloropropene
    • .beta.-Methallyl chloride
    • NSC 7303
    • 3-Chloro-2-methylpropene (IUPAC)
    • EINECS 209-251-2
    • UNII-7A9X1C3I3O
    • MFCD00000953
    • UN2554
    • BRN 0878160
    • DTXSID1020279
    • AI3-14901
    • NSC-7303
    • 3-Chloro-2-methyl-propene
    • .beta.-Methylallyl chloride
    • 3-Chloro-2-methylpropene-1
    • DTXCID30279
    • 7A9X1C3I3O
    • CHEBI:82419
    • NSC7303
    • CHLORO-2-METHYLPROPENE, 3-
    • UN 2554
    • 3-CHLORO-2-METHYL-1-PROPENE [MI]
    • 3-CHLORO-2-METHYLPROP-1-ENE [HSDB]
    • 3-Chloroisobutylene
    • gamma-Chloroisobutylene
    • CAS-563-47-3
    • Chlorue de methallyle
    • Chlorue de methallyle [French]
    • Cloruro di metallile [Italian]
    • 2-Methyl-allylchlorid [German]
    • Chlorure de methallyle [French]
    • 3-Chlor-2-methyl-prop-1-en [German]
    • 3-Cloro-2-metil-prop-1-ene [Italian]
    • 2-(Chloromethyl)-1-propene
    • 3-chloro-2-methyl-prop-1-ene
    • 3Chloroisobutylene
    • 2Methylallylchlorid
    • 2Methallyl chloride
    • gammaChloroisobutylene
    • 2Methylallyl chloride
    • 3Chlor2methylprop1en
    • 3Cloro2metilprop1ene
    • 3Chloro2Methylpropene
    • 1Chloro2methyl2propene
    • 3Chloro2methylprop1ene
    • betaMethylallyl chloride
    • Propene, 3chloro2methyl
    • 2Methyl2propenyl chloride
    • beta-methyl-allyl chloride
    • (2'-methylallyl) chloride
    • 3-chloro-2-methyl propene
    • 3-chloro-2-methyl-l-propene
    • 3-Chloro-2-methyl propene-1
    • 3Chloro2methylpropene (IUPAC)
    • CHEMBL157368
    • WLN: G1Y1&U1
    • 3-chloro-2-methyl -1-propene
    • .BETA.-METHYLALLYLCHLORIDE
    • 3-chloranyl-2-methyl-prop-1-ene
    • STR02074
    • Tox21_201640
    • Tox21_303609
    • AKOS000120667
    • FC34789
    • 3-Chloro-2-methylpropene, technical grade (containing 5% dimethylvinyl chloride)
    • 3-CHLORO-2-METHYLPROPENE, TECHNICAL GRADE (CONTAINING 5% DIMETHYLVINYL CHLORIDE)
    • NCGC00091790-01
    • NCGC00091790-02
    • NCGC00257307-01
    • NCGC00259189-01
    • DB-002504
    • NS00022385
    • EN300-20997
    • C19363
    • A831010
    • 3-Chloro-2-methyl-1-propene, technical grade, 90%
    • Methyl allyl chloride [UN2554] [Flammable liquid]
    • Q15632849
    • F0001-1476
    • 3-Chloro-2-methyl-1-propene, contains ~250 ppm Pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate) as stabilizer, 98%
    • 3-Chloro-2-methylpropene contains 250 ppm Pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate) as stabilizer

  • Applications

    3-Chloro-2-methylpropene (CAS 563-47-3) is a versatile building block in organic synthesis. It serves as a precursor to chloromethyl- and allyl-functionalized compounds, enabling substitutions, crosslinking, and further derivatization in downstream chemistry. In industrial manufacturing it is used as a reactive monomer or comonomer for specialty polymers and as a component in coatings and adhesives formulations to provide allyl or chloromethyl sites for curing. It also functions as an intermediate in the preparation of chloromethylated derivatives for agrochemical, pharmaceutical, and fragrance chemistries, and its vinyl-type reactivity can be exploited in electronics-related materials, subject to formulation controls and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 174.25
    methanol 149.71
    isopropanol 149.5
    water 2.3
    ethyl acetate 124.88
    n-propanol 156.78
    acetone 171.79
    n-butanol 186.08
    acetonitrile 112.77
    DMF 158.24
    toluene 103.62
    isobutanol 137.72
    1,4-dioxane 207.62
    methyl acetate 133.33
    THF 288.24
    2-butanone 197.13
    n-pentanol 141.59
    sec-butanol 179.37
    n-hexane 87.86
    ethylene glycol 50.39
    NMP 234.64
    cyclohexane 90.73
    DMSO 124.2
    n-butyl acetate 248.41
    n-octanol 150.4
    chloroform 319.71
    n-propyl acetate 124.82
    acetic acid 210.64
    dichloromethane 201.76
    cyclohexanone 249.51
    propylene glycol 76.88
    isopropyl acetate 94.65
    DMAc 196.84
    2-ethoxyethanol 154.98
    isopentanol 165.21
    n-heptane 135.91
    ethyl formate 81.15
    1,2-dichloroethane 126.25
    n-hexanol 281.96
    2-methoxyethanol 182.98
    isobutyl acetate 103.42
    tetrachloromethane 110.41
    n-pentyl acetate 142.0
    transcutol 547.4
    n-heptanol 160.05
    ethylbenzene 78.43
    MIBK 115.82
    2-propoxyethanol 261.88
    tert-butanol 220.35
    MTBE 189.81
    2-butoxyethanol 197.76
    propionic acid 137.05
    o-xylene 104.67
    formic acid 56.4
    diethyl ether 169.91
    m-xylene 92.14
    p-xylene 113.94
    chlorobenzene 119.38
    dimethyl carbonate 41.69
    n-octane 41.85
    formamide 53.43
    cyclopentanone 228.99
    2-pentanone 164.55
    anisole 132.03
    cyclopentyl methyl ether 190.49
    gamma-butyrolactone 177.22
    1-methoxy-2-propanol 158.81
    pyridine 180.93
    3-pentanone 143.85
    furfural 194.67
    n-dodecane 27.58
    diethylene glycol 157.0
    diisopropyl ether 78.62
    tert-amyl alcohol 241.63
    acetylacetone 133.19
    n-hexadecane 29.74
    acetophenone 135.25
    methyl propionate 97.31
    isopentyl acetate 217.21
    trichloroethylene 263.81
    n-nonanol 133.66
    cyclohexanol 196.3
    benzyl alcohol 107.34
    2-ethylhexanol 228.26
    isooctanol 129.76
    dipropyl ether 237.6
    1,2-dichlorobenzene 117.33
    ethyl lactate 71.78
    propylene carbonate 131.87
    n-methylformamide 75.43
    2-pentanol 162.28
    n-pentane 77.41
    1-propoxy-2-propanol 272.02
    1-methoxy-2-propyl acetate 170.58
    2-(2-methoxypropoxy) propanol 206.87
    mesitylene 68.36
    ε-caprolactone 202.35
    p-cymene 113.34
    epichlorohydrin 184.62
    1,1,1-trichloroethane 212.83
    2-aminoethanol 91.71
    morpholine-4-carbaldehyde 207.5
    sulfolane 201.82
    2,2,4-trimethylpentane 52.67
    2-methyltetrahydrofuran 268.76
    n-hexyl acetate 189.35
    isooctane 36.15
    2-(2-butoxyethoxy)ethanol 241.23
    sec-butyl acetate 104.87
    tert-butyl acetate 132.36
    decalin 49.95
    glycerin 102.75
    diglyme 363.25
    acrylic acid 120.37
    isopropyl myristate 93.78
    n-butyric acid 177.81
    acetyl acetate 86.4
    di(2-ethylhexyl) phthalate 84.49
    ethyl propionate 97.06
    nitromethane 160.87
    1,2-diethoxyethane 234.95
    benzonitrile 121.49
    trioctyl phosphate 68.17
    1-bromopropane 137.0
    gamma-valerolactone 228.59
    n-decanol 101.63
    triethyl phosphate 86.93
    4-methyl-2-pentanol 105.86
    propionitrile 113.64
    vinylene carbonate 109.8
    1,1,2-trichlorotrifluoroethane 199.28
    DMS 98.43
    cumene 70.12
    2-octanol 115.09
    2-hexanone 166.82
    octyl acetate 117.51
    limonene 181.77
    1,2-dimethoxyethane 217.05
    ethyl orthosilicate 97.69
    tributyl phosphate 76.79
    diacetone alcohol 168.04
    N,N-dimethylaniline 118.92
    acrylonitrile 110.31
    aniline 126.63
    1,3-propanediol 121.38
    bromobenzene 113.52
    dibromomethane 176.48
    1,1,2,2-tetrachloroethane 230.94
    2-methyl-cyclohexyl acetate 169.67
    tetrabutyl urea 101.06
    diisobutyl methanol 131.9
    2-phenylethanol 154.75
    styrene 89.56
    dioctyl adipate 126.88
    dimethyl sulfate 61.71
    ethyl butyrate 176.84
    methyl lactate 68.45
    butyl lactate 117.97
    diethyl carbonate 103.92
    propanediol butyl ether 178.56
    triethyl orthoformate 141.33
    p-tert-butyltoluene 114.98
    methyl 4-tert-butylbenzoate 162.47
    morpholine 238.58
    tert-butylamine 176.44
    n-dodecanol 83.62
    dimethoxymethane 100.96
    ethylene carbonate 91.99
    cyrene 143.01
    2-ethoxyethyl acetate 147.48
    2-ethylhexyl acetate 197.19
    1,2,4-trichlorobenzene 152.59
    4-methylpyridine 182.13
    dibutyl ether 175.6
    2,6-dimethyl-4-heptanol 131.9
    DEF 159.38
    dimethyl isosorbide 256.38
    tetrachloroethylene 190.16
    eugenol 149.34
    triacetin 168.06
    span 80 201.77
    1,4-butanediol 68.12
    1,1-dichloroethane 168.02
    2-methyl-1-pentanol 154.91
    methyl formate 59.04
    2-methyl-1-butanol 176.42
    n-decane 45.88
    butyronitrile 131.66
    3,7-dimethyl-1-octanol 153.03
    1-chlorooctane 107.5
    1-chlorotetradecane 51.36
    n-nonane 49.18
    undecane 33.72
    tert-butylcyclohexane 61.02
    cyclooctane 41.96
    cyclopentanol 172.94
    tetrahydropyran 251.85
    tert-amyl methyl ether 186.45
    2,5,8-trioxanonane 273.1
    1-hexene 164.08
    2-isopropoxyethanol 140.66
    2,2,2-trifluoroethanol 76.77
    methyl butyrate 127.56

    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