2-Chlorobenzyl chloride

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  • Identifiers

    CAS number
    611-19-8

    Molecular formula
    C7H6Cl2

    SMILES
    C1=CC=C(C(=C1)CCl)Cl

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 59.06%
    Sweet 45.1%
    Rose 35.08%
    Animal 31.58%
    Phenolic 30.29%
    Fruity 27.71%
    Balsamic 27.53%
    Musty 24.99%
    Honey 24.86%
    Spicy 24.66%

     

    Flavor
    Meaty 43.58%
    Sulfurous 36.65%
    Mild 30.07%
    Phenolic 27.42%
    Fishy 26.16%
    Onion 26.12%
    Roasted 26.03%
    Sulfury 24.54%
    Egg 22.47%
    Cooked 22.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    5.72 (weak acid)

    Molecular weight
    161.03 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • -17 °C

    Boiling point

    • 213 °C

    Flash point

    • 87.26 ˚C est.
    • 91 °C

    Solubility expt.

    • Solubility in water, g/100ml at 25 °C: 0.01 (very poor)

  • Synonyms

    • 2-Chlorobenzyl chloride
    • 1-Chloro-2-(chloromethyl)benzene
    • 611-19-8
    • o-Chlorobenzyl chloride
    • alpha,2-Dichlorotoluene
    • 2-Chlorobenzylchloride
    • Benzene, 1-chloro-2-(chloromethyl)-
    • alpha,o-Dichlorotoluene
    • 1-Chloro-2-chloromethyl-benzene
    • Toluene, o,.alpha.-dichloro-
    • .alpha.,o-Dichlorotoluene
    • o,.alpha.-Dichlorotoluene
    • Ortho-alpha-dichlorotoluene
    • .alpha.,2-Dichlorotoluene
    • NSC 8446
    • Benzene, chloro(chloromethyl)-
    • ortho-Chlorobenzyl chloride
    • Toluene, alpha,o-dichloro-
    • Toluene, o,alpha-dichloro-
    • EINECS 210-258-8
    • H58DI83RMD
    • BRN 0471700
    • DTXSID3027241
    • AI3-14885
    • NSC-8446
    • MFCD00000893
    • Ortho-.alpha.-dichlorotoluene
    • DTXCID707241
    • EC 210-258-8
    • TOLUENE, .ALPHA.,2-DICHLORO-
    • 40795-52-6
    • 11-19-8
    • ar,alpha-Dichlorotoluene
    • Toluene, ar,alpha-dichloro-
    • a,2-dichlorotoluene
    • UNII-H58DI83RMD
    • 1-Chloro-2-(chloromethyl)benzene; NSC 8446; o,a-Dichlorotoluene; o-Chlorobenzyl Chloride; a,2-Dichlorotoluene; a,o-Dichlorotoluene
    • UN2235
    • OCBC
    • alpha, 2Dichlortoluol
    • 2-chorobenzyl chloride
    • o,alpha-dichlorotoluene
    • o, alphaDichlorotoluene
    • 2-chlorobenzyl-chloride
    • 2,alpha-Dichlorotoluene
    • 2-Chloro benzylchloride
    • alpha, 2Dichlorotolueno
    • Toluene, alpha,odichloro
    • Toluene, o,alphadichloro
    • 2-chloro benzyl chloride
    • alpha, 2-Dichlorotoluene
    • 2-chloromethylchlorobenzene
    • 2,.alpha.-Dichlorotoluene
    • 1Chloro2(chloromethyl)benzene
    • SCHEMBL126469
    • CHEMBL3187054
    • Benzene, 1chloro2(chloromethyl)
    • Toluene, alpha,odichloro (8CI)
    • NSC8446
    • 2-Chlorobenzyl chloride, >=98%
    • 2-Chlorobenzyl chloride, >=99%
    • Toluene, alpha,o-dichloro-(8CI)
    • BCP25774
    • TOLUENE, ALPHA,2-DICHLORO-
    • Tox21_201089
    • BBL012560
    • STL163635
    • AKOS000119336
    • NCGC00164081-01
    • NCGC00164081-02
    • NCGC00258641-01
    • CAS-611-19-8
    • FC139220
    • VS-03389
    • DB-053795
    • D0420
    • NS00009159
    • EN300-18204
    • Q27279668
    • F2190-0261
    • 210-258-8

  • Applications

    2-Chlorobenzyl chloride (CAS 611-19-8) is primarily used as a reactive intermediate in organic synthesis; as a benzylating agent it enables formation of benzyl ethers and benzylic amines, and it is also employed in protecting-group strategies (benzyl protection) in synthesis. It is commonly evaluated for fragrance and flavor chemistry as a precursor to odorant molecules; used as a building block in pharmaceutical and agrochemical intermediate synthesis; and serves in coatings, inks, and polymer formulations to introduce benzyl functionality into resins and functionalized polymers.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 74.74
    methanol 55.61
    isopropanol 60.83
    water 0.4
    ethyl acetate 189.73
    n-propanol 80.76
    acetone 240.52
    n-butanol 90.09
    acetonitrile 105.45
    DMF 233.64
    toluene 261.88
    isobutanol 66.49
    1,4-dioxane 514.85
    methyl acetate 192.82
    THF 455.64
    2-butanone 224.81
    n-pentanol 100.24
    sec-butanol 74.81
    n-hexane 29.93
    ethylene glycol 18.96
    NMP 268.65
    cyclohexane 48.26
    DMSO 202.55
    n-butyl acetate 270.08
    n-octanol 73.25
    chloroform 594.13
    n-propyl acetate 202.82
    acetic acid 112.91
    dichloromethane 534.07
    cyclohexanone 351.66
    propylene glycol 20.25
    isopropyl acetate 132.21
    DMAc 230.44
    2-ethoxyethanol 162.68
    isopentanol 94.55
    n-heptane 49.62
    ethyl formate 125.64
    1,2-dichloroethane 367.79
    n-hexanol 128.39
    2-methoxyethanol 148.42
    isobutyl acetate 151.59
    tetrachloromethane 161.36
    n-pentyl acetate 156.89
    transcutol 894.71
    n-heptanol 78.82
    ethylbenzene 121.32
    MIBK 148.27
    2-propoxyethanol 204.78
    tert-butanol 105.05
    MTBE 159.1
    2-butoxyethanol 151.66
    propionic acid 81.96
    o-xylene 142.57
    formic acid 31.43
    diethyl ether 195.11
    m-xylene 149.5
    p-xylene 150.58
    chlorobenzene 253.53
    dimethyl carbonate 89.96
    n-octane 19.23
    formamide 61.17
    cyclopentanone 333.57
    2-pentanone 192.32
    anisole 261.88
    cyclopentyl methyl ether 229.42
    gamma-butyrolactone 315.38
    1-methoxy-2-propanol 119.0
    pyridine 396.52
    3-pentanone 166.29
    furfural 372.84
    n-dodecane 14.44
    diethylene glycol 127.8
    diisopropyl ether 79.18
    tert-amyl alcohol 100.2
    acetylacetone 251.7
    n-hexadecane 16.63
    acetophenone 228.76
    methyl propionate 133.09
    isopentyl acetate 207.96
    trichloroethylene 748.95
    n-nonanol 71.76
    cyclohexanol 120.51
    benzyl alcohol 155.99
    2-ethylhexanol 110.45
    isooctanol 76.69
    dipropyl ether 184.12
    1,2-dichlorobenzene 236.28
    ethyl lactate 76.37
    propylene carbonate 213.08
    n-methylformamide 87.37
    2-pentanol 74.57
    n-pentane 25.38
    1-propoxy-2-propanol 170.74
    1-methoxy-2-propyl acetate 237.83
    2-(2-methoxypropoxy) propanol 186.83
    mesitylene 96.68
    ε-caprolactone 297.08
    p-cymene 101.65
    epichlorohydrin 435.3
    1,1,1-trichloroethane 397.55
    2-aminoethanol 36.84
    morpholine-4-carbaldehyde 384.92
    sulfolane 333.01
    2,2,4-trimethylpentane 21.34
    2-methyltetrahydrofuran 336.04
    n-hexyl acetate 173.81
    isooctane 19.39
    2-(2-butoxyethoxy)ethanol 250.56
    sec-butyl acetate 145.78
    tert-butyl acetate 176.69
    decalin 38.38
    glycerin 40.89
    diglyme 516.93
    acrylic acid 83.65
    isopropyl myristate 91.08
    n-butyric acid 132.45
    acetyl acetate 149.9
    di(2-ethylhexyl) phthalate 79.9
    ethyl propionate 141.49
    nitromethane 208.9
    1,2-diethoxyethane 386.36
    benzonitrile 206.07
    trioctyl phosphate 56.32
    1-bromopropane 203.2
    gamma-valerolactone 446.23
    n-decanol 56.88
    triethyl phosphate 101.64
    4-methyl-2-pentanol 61.52
    propionitrile 100.33
    vinylene carbonate 231.73
    1,1,2-trichlorotrifluoroethane 280.97
    DMS 168.1
    cumene 90.49
    2-octanol 60.84
    2-hexanone 213.94
    octyl acetate 100.08
    limonene 139.32
    1,2-dimethoxyethane 374.97
    ethyl orthosilicate 106.75
    tributyl phosphate 75.5
    diacetone alcohol 172.86
    N,N-dimethylaniline 178.88
    acrylonitrile 124.79
    aniline 174.53
    1,3-propanediol 64.65
    bromobenzene 288.96
    dibromomethane 350.62
    1,1,2,2-tetrachloroethane 477.4
    2-methyl-cyclohexyl acetate 168.03
    tetrabutyl urea 100.47
    diisobutyl methanol 81.17
    2-phenylethanol 176.66
    styrene 161.16
    dioctyl adipate 122.91
    dimethyl sulfate 143.52
    ethyl butyrate 199.55
    methyl lactate 67.91
    butyl lactate 104.45
    diethyl carbonate 135.29
    propanediol butyl ether 116.09
    triethyl orthoformate 147.33
    p-tert-butyltoluene 100.39
    methyl 4-tert-butylbenzoate 179.5
    morpholine 394.84
    tert-butylamine 78.79
    n-dodecanol 48.59
    dimethoxymethane 204.94
    ethylene carbonate 180.88
    cyrene 190.2
    2-ethoxyethyl acetate 238.76
    2-ethylhexyl acetate 191.65
    1,2,4-trichlorobenzene 273.09
    4-methylpyridine 357.21
    dibutyl ether 143.11
    2,6-dimethyl-4-heptanol 81.17
    DEF 199.75
    dimethyl isosorbide 352.58
    tetrachloroethylene 403.13
    eugenol 186.33
    triacetin 205.68
    span 80 150.44
    1,4-butanediol 40.32
    1,1-dichloroethane 306.39
    2-methyl-1-pentanol 107.18
    methyl formate 93.21
    2-methyl-1-butanol 87.59
    n-decane 22.24
    butyronitrile 122.57
    3,7-dimethyl-1-octanol 89.34
    1-chlorooctane 81.45
    1-chlorotetradecane 38.47
    n-nonane 21.79
    undecane 17.04
    tert-butylcyclohexane 36.9
    cyclooctane 22.8
    cyclopentanol 104.34
    tetrahydropyran 396.16
    tert-amyl methyl ether 134.68
    2,5,8-trioxanonane 361.75
    1-hexene 94.2
    2-isopropoxyethanol 151.42
    2,2,2-trifluoroethanol 59.45
    methyl butyrate 193.44

    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