alpha-Chloro-o-xylene

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  • Identifiers

    CAS number
    552-45-4

    Molecular formula
    C8H9Cl

    SMILES
    CC1=CC=CC=C1CCl

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 68.09%
    Green 44.16%
    Sweet 39.44%
    Herbal 39.33%
    Rose 38.64%
    Earthy 33.09%
    Woody 32.32%
    Phenolic 28.36%
    Geranium 28.35%
    Fresh 27.75%

     

    Flavor
    Meaty 44.5%
    Phenolic 42.94%
    Sulfurous 39.72%
    Medicinal 34.48%
    Fishy 28.92%
    Roasted 27.99%
    Mild 25.93%
    Onion 25.89%
    Garlic 24.01%
    Sulfury 23.27%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    6.41 (neutral)

    Molecular weight
    140.61 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point

    • 195-203 °C

    Flash point

    • 70.73 ˚C est.
    • 165 °F

    Solubility expt.

    • PRACTICALLY INSOL IN WATER; MISCIBLE WITH ABSOLUTE ALCOHOL
    • SOL IN ALL PROP WITH ACETONE, ETHER

  • Synonyms

    • 2-Methylbenzyl chloride
    • 552-45-4
    • 1-(Chloromethyl)-2-methylbenzene
    • ALPHA-CHLORO-O-XYLENE
    • o-Xylyl chloride
    • o-Methylbenzyl chloride
    • 1-Chloromethyl-2-methyl-benzene
    • Benzene, 1-(chloromethyl)-2-methyl-
    • o-(Chloromethyl)toluene
    • 2-(Chloromethyl)toluene
    • Benzene, (chloromethyl)methyl-
    • .alpha.-Chloro-o-xylene
    • UNII-EQT3V044TW
    • EQT3V044TW
    • o-Xylene, .alpha.-chloro-
    • o-chloromethyltoluene
    • DTXSID5044441
    • HSDB 2681
    • .omega.-Chloro-o-xylene
    • EINECS 209-013-8
    • o-Xylyl-.alpha.-chloride
    • .alpha.-Chloro-ortho-xylene
    • 1-methyl-2-chloromethylbenzene
    • DTXCID3024441
    • 26519-66-4
    • 99765-61-4
    • 2-Methylbenzylchloride
    • ?-Chloro-o-xylene
    • omega-Chloro-o-xylene
    • o-Xylyl-alpha-chloride
    • o-Xylene, alpha-chloro-
    • MFCD00000899
    • oXylyl chloride
    • o-Xylylchlorid
    • omegaChlorooxylene
    • oXylylalphachloride
    • oXylene, alphachloro
    • oMethylbenzyl chloride
    • 2methylbenzyl chloride
    • alpha-chloro o-xylene
    • 2(Chloromethyl)toluene
    • alpha-chloro-orthoxylene
    • 2-methyl-benzyl chloride
    • alpha-Chloro-ortho-xylene
    • 2-CH3C6H4CH2Cl
    • SCHEMBL52225
    • 1(Chloromethyl)2methylbenzene
    • Chloromethyl)-2-methylbenzene
    • O-XYLYL CHLORIDE [MI]
    • 2-Methylbenzyl chloride, 99%
    • CHEMBL3183322
    • Benzene, 1(chloromethyl)2methyl
    • Tox21_302160
    • STL141068
    • AKOS000121523
    • FM36760
    • NCGC00255750-01
    • AS-10899
    • CAS-552-45-4
    • DB-000160
    • NS00033268
    • EN300-21164
    • A26507
    • Q15632731
    • F2190-0256
    • 1-(Chloromethyl)-2-methyl-benzen;2-(Chloromethyl)toluene
    • O-METHYLBENZYL CHLORIDE (COMBUSTIBLE LIQUID, N.O.S.)
    • 209-013-8

  • Applications

    alpha-Chloro-o-xylene (CAS 552-45-4) is primarily used as an intermediate in organic synthesis across multiple industries. In industrial manufacturing it serves as a reactive building block for downstream aromatic compounds; in dyes and pigments it provides a handle for later elaboration to colorants; in pharmaceuticals and agrochemicals it functions as a precursor enabling halogen-mediated cross-coupling and substitution steps; in polymers and coatings it can form functionalized aryl moieties used in monomers, crosslinkers, or performance additives; in coatings and inks it supports the synthesis of specialty dyes and pigment dispersants; in research and development, it is evaluated for route development and diversification of chemical libraries. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 184.49
    methanol 127.4
    isopropanol 120.63
    water 0.49
    ethyl acetate 480.03
    n-propanol 187.67
    acetone 327.36
    n-butanol 190.32
    acetonitrile 332.45
    DMF 272.39
    toluene 449.57
    isobutanol 131.45
    1,4-dioxane 1035.23
    methyl acetate 384.76
    THF 729.33
    2-butanone 361.09
    n-pentanol 161.97
    sec-butanol 140.73
    n-hexane 107.71
    ethylene glycol 26.26
    NMP 341.05
    cyclohexane 175.18
    DMSO 277.0
    n-butyl acetate 526.07
    n-octanol 101.4
    chloroform 1257.19
    n-propyl acetate 333.85
    acetic acid 193.49
    dichloromethane 1147.02
    cyclohexanone 605.87
    propylene glycol 27.61
    isopropyl acetate 251.25
    DMAc 219.26
    2-ethoxyethanol 204.64
    isopentanol 164.82
    n-heptane 124.36
    ethyl formate 229.17
    1,2-dichloroethane 833.89
    n-hexanol 263.32
    2-methoxyethanol 237.21
    isobutyl acetate 209.61
    tetrachloromethane 343.75
    n-pentyl acetate 218.99
    transcutol 973.76
    n-heptanol 120.38
    ethylbenzene 187.94
    MIBK 206.83
    2-propoxyethanol 324.06
    tert-butanol 179.63
    MTBE 276.04
    2-butoxyethanol 188.84
    propionic acid 179.62
    o-xylene 208.02
    formic acid 50.12
    diethyl ether 577.68
    m-xylene 236.06
    p-xylene 202.17
    chlorobenzene 452.27
    dimethyl carbonate 123.8
    n-octane 38.68
    formamide 96.21
    cyclopentanone 526.21
    2-pentanone 324.11
    anisole 339.08
    cyclopentyl methyl ether 422.73
    gamma-butyrolactone 537.69
    1-methoxy-2-propanol 166.75
    pyridine 808.45
    3-pentanone 298.41
    furfural 490.94
    n-dodecane 23.3
    diethylene glycol 152.94
    diisopropyl ether 161.64
    tert-amyl alcohol 157.01
    acetylacetone 326.45
    n-hexadecane 27.3
    acetophenone 249.88
    methyl propionate 288.29
    isopentyl acetate 364.59
    trichloroethylene 1246.98
    n-nonanol 98.86
    cyclohexanol 223.67
    benzyl alcohol 174.66
    2-ethylhexanol 196.83
    isooctanol 109.31
    dipropyl ether 421.55
    1,2-dichlorobenzene 368.48
    ethyl lactate 91.16
    propylene carbonate 313.89
    n-methylformamide 142.61
    2-pentanol 136.46
    n-pentane 87.44
    1-propoxy-2-propanol 267.85
    1-methoxy-2-propyl acetate 346.36
    2-(2-methoxypropoxy) propanol 193.08
    mesitylene 149.75
    ε-caprolactone 502.21
    p-cymene 134.26
    epichlorohydrin 710.8
    1,1,1-trichloroethane 792.06
    2-aminoethanol 58.31
    morpholine-4-carbaldehyde 474.61
    sulfolane 477.54
    2,2,4-trimethylpentane 38.16
    2-methyltetrahydrofuran 627.14
    n-hexyl acetate 231.54
    isooctane 35.89
    2-(2-butoxyethoxy)ethanol 269.42
    sec-butyl acetate 210.62
    tert-butyl acetate 270.08
    decalin 75.76
    glycerin 47.5
    diglyme 580.22
    acrylic acid 145.28
    isopropyl myristate 114.75
    n-butyric acid 282.61
    acetyl acetate 268.85
    di(2-ethylhexyl) phthalate 92.06
    ethyl propionate 271.42
    nitromethane 338.25
    1,2-diethoxyethane 607.52
    benzonitrile 280.67
    trioctyl phosphate 67.7
    1-bromopropane 515.3
    gamma-valerolactone 658.63
    n-decanol 78.33
    triethyl phosphate 126.98
    4-methyl-2-pentanol 89.95
    propionitrile 263.95
    vinylene carbonate 324.7
    1,1,2-trichlorotrifluoroethane 335.81
    DMS 204.74
    cumene 121.1
    2-octanol 78.29
    2-hexanone 297.49
    octyl acetate 130.71
    limonene 200.84
    1,2-dimethoxyethane 511.44
    ethyl orthosilicate 136.65
    tributyl phosphate 87.91
    diacetone alcohol 205.88
    N,N-dimethylaniline 196.79
    acrylonitrile 274.89
    aniline 304.14
    1,3-propanediol 107.13
    bromobenzene 539.12
    dibromomethane 799.45
    1,1,2,2-tetrachloroethane 865.78
    2-methyl-cyclohexyl acetate 216.7
    tetrabutyl urea 108.29
    diisobutyl methanol 124.76
    2-phenylethanol 226.32
    styrene 258.89
    dioctyl adipate 148.79
    dimethyl sulfate 165.22
    ethyl butyrate 368.58
    methyl lactate 77.74
    butyl lactate 116.02
    diethyl carbonate 217.33
    propanediol butyl ether 111.29
    triethyl orthoformate 237.25
    p-tert-butyltoluene 129.74
    methyl 4-tert-butylbenzoate 200.19
    morpholine 826.77
    tert-butylamine 150.99
    n-dodecanol 65.69
    dimethoxymethane 293.77
    ethylene carbonate 296.92
    cyrene 172.62
    2-ethoxyethyl acetate 321.76
    2-ethylhexyl acetate 330.49
    1,2,4-trichlorobenzene 393.77
    4-methylpyridine 608.29
    dibutyl ether 236.16
    2,6-dimethyl-4-heptanol 124.76
    DEF 336.53
    dimethyl isosorbide 375.84
    tetrachloroethylene 706.16
    eugenol 190.26
    triacetin 204.24
    span 80 171.23
    1,4-butanediol 44.93
    1,1-dichloroethane 690.7
    2-methyl-1-pentanol 150.52
    methyl formate 132.18
    2-methyl-1-butanol 158.14
    n-decane 41.19
    butyronitrile 296.01
    3,7-dimethyl-1-octanol 115.13
    1-chlorooctane 132.21
    1-chlorotetradecane 56.5
    n-nonane 42.63
    undecane 29.5
    tert-butylcyclohexane 65.97
    cyclooctane 70.74
    cyclopentanol 176.36
    tetrahydropyran 832.22
    tert-amyl methyl ether 216.2
    2,5,8-trioxanonane 384.59
    1-hexene 251.15
    2-isopropoxyethanol 170.99
    2,2,2-trifluoroethanol 81.23
    methyl butyrate 319.86

    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