2-(o-Tolyl)acetonitrile

Overview IFRA Request a quote

  • Identifiers

    CAS number
    22364-68-7

    Molecular formula
    C9H9N

    SMILES
    CC1=CC=CC=C1CC#N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 67.86%
    Green 41.35%
    Sweet 36.02%
    Spicy 34.27%
    Citrus 28.58%
    Geranium 28.54%
    Fresh 26.51%
    Rose 25.92%
    Metallic 24.91%
    Dry 23.07%

     

    Flavor
    Mild 23.88%
    Phenolic 23.72%
    Medicinal 21.7%
    Nitrile 21.67%
    Creosote 19.83%
    Meaty 19.34%
    Flat 19.26%
    Styrene 19.1%
    Penetrating 19.07%
    Indole 18.85%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    5.95 (weak acid)

    Molecular weight
    131.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    233°C

    Flash point

    • 100.34 ˚C est.

  • Synonyms

    • 2-Methylbenzyl cyanide
    • 22364-68-7
    • 2-(o-Tolyl)acetonitrile
    • o-Tolylacetonitrile
    • 2-Methylphenylacetonitrile
    • o-Methylphenylacetonitrile
    • Benzeneacetonitrile, 2-methyl-
    • ACETONITRILE, o-TOLYL-
    • 2-Methylbenzeneacetonitrile
    • o-Methylbenzylcyanide
    • EINECS 244-937-5
    • NSC 75859
    • BRN 0907182
    • P36Y8LY38Y
    • AI3-33244
    • NSC-75859
    • O-METHYLBENZYL NITRILE
    • DTXSID80176898
    • 4-09-00-01791 (Beilstein Handbook Reference)
    • RefChem:461603
    • DTXCID3099389
    • Benzeneacetonitrile, 2-methyl-(9CI)
    • 244-937-5
    • InChI=1/C9H9N/c1-8-4-2-3-5-9(8)6-7-10/h2-5H,6H2,1H
    • o-Xylyl cyanide
    • o-Methylbenzyl cyanide
    • 2-(2-methylphenyl)acetonitrile
    • (2-methylphenyl)acetonitrile
    • 2-Methylbenzylcyanide
    • 2-o-tolylacetonitrile
    • Tolylacetonitrile
    • MFCD00001904
    • toluene-acetonitrile
    • 2-Methylbezeneacetonitrile
    • 2-(2-methylphenyl)ethanenitrile
    • 2-Tolylacetonitrile
    • o-tolyl-acetonitrile
    • 2-methyl benzylcyanide
    • 2-methyl benzyl cyanide
    • 2-methylphenyl acetonitrile
    • UNII-P36Y8LY38Y
    • WLN: NC1R B1
    • SCHEMBL102904
    • SCHEMBL199602
    • orb3023268
    • SCHEMBL7224974
    • SCHEMBL11851996
    • SCHEMBL22440499
    • SCHEMBL31426960
    • CHEBI:27982
    • HMS1775E07
    • NSC75859
    • CK2042
    • SBB058333
    • STL168034
    • AKOS000200427
    • CS-W019570
    • DS-2078
    • FM03624
    • AC-16983
    • DB-028141
    • A4806
    • NS00027151
    • ST51016231
    • X0045
    • EN300-17797
    • C02596
    • o-Methylphenylacetonitrile o-Methylbenzyl cyanide
    • 364T687
    • A816156
    • F208789
    • Q27103439
    • Z57039593
    • 22364-68-7

  • Applications

    2-(o-Tolyl)acetonitrile (CAS 22364-68-7) is a versatile intermediate in organic synthesis, commonly used for the preparation of pharmaceutical and agrochemical intermediates. It serves as a building block for aryl- and heteroaryl-containing compounds, enabling transformations to amines, carboxylic acids, or heterocycles. In industrial manufacturing it is evaluated as a precursor for specialty chemicals and as a starting material for resin and coating intermediates. It can also find use in dye or pigment precursor syntheses and in formulations for polymers and plastics through arylacetonitrile-derived building blocks. Its use is subject to formulation needs and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 449.62
    methanol 595.3
    isopropanol 219.55
    water 4.28
    ethyl acetate 2531.23
    n-propanol 356.38
    acetone 2797.77
    n-butanol 217.34
    acetonitrile 2180.47
    DMF 3122.66
    toluene 544.26
    isobutanol 173.09
    1,4-dioxane 2918.05
    methyl acetate 2233.88
    THF 2195.35
    2-butanone 1810.88
    n-pentanol 133.85
    sec-butanol 172.63
    n-hexane 32.53
    ethylene glycol 227.99
    NMP 2038.11
    cyclohexane 121.86
    DMSO 2628.09
    n-butyl acetate 561.99
    n-octanol 89.97
    chloroform 2741.18
    n-propyl acetate 599.45
    acetic acid 624.52
    dichloromethane 3427.68
    cyclohexanone 1750.4
    propylene glycol 160.49
    isopropyl acetate 729.25
    DMAc 1783.29
    2-ethoxyethanol 371.37
    isopentanol 131.47
    n-heptane 42.79
    ethyl formate 1002.16
    1,2-dichloroethane 2683.72
    n-hexanol 207.3
    2-methoxyethanol 896.28
    isobutyl acetate 249.46
    tetrachloromethane 333.6
    n-pentyl acetate 232.04
    transcutol 1433.93
    n-heptanol 84.41
    ethylbenzene 171.01
    MIBK 338.35
    2-propoxyethanol 508.91
    tert-butanol 226.46
    MTBE 339.12
    2-butoxyethanol 221.84
    propionic acid 697.69
    o-xylene 205.04
    formic acid 360.75
    diethyl ether 1066.61
    m-xylene 228.08
    p-xylene 204.15
    chlorobenzene 884.74
    dimethyl carbonate 1067.37
    n-octane 16.46
    formamide 911.94
    cyclopentanone 2596.51
    2-pentanone 1113.64
    anisole 534.97
    cyclopentyl methyl ether 780.12
    gamma-butyrolactone 3064.19
    1-methoxy-2-propanol 486.18
    pyridine 1941.16
    3-pentanone 1262.91
    furfural 1589.74
    n-dodecane 14.29
    diethylene glycol 479.94
    diisopropyl ether 167.34
    tert-amyl alcohol 143.15
    acetylacetone 1799.08
    n-hexadecane 17.27
    acetophenone 420.69
    methyl propionate 1923.18
    isopentyl acetate 348.49
    trichloroethylene 3906.31
    n-nonanol 82.23
    cyclohexanol 230.03
    benzyl alcohol 242.29
    2-ethylhexanol 111.64
    isooctanol 65.53
    dipropyl ether 327.69
    1,2-dichlorobenzene 643.73
    ethyl lactate 199.43
    propylene carbonate 1126.64
    n-methylformamide 1719.08
    2-pentanol 126.3
    n-pentane 29.49
    1-propoxy-2-propanol 285.24
    1-methoxy-2-propyl acetate 624.14
    2-(2-methoxypropoxy) propanol 235.4
    mesitylene 117.14
    ε-caprolactone 1231.89
    p-cymene 83.02
    epichlorohydrin 2782.54
    1,1,1-trichloroethane 1549.62
    2-aminoethanol 252.9
    morpholine-4-carbaldehyde 1767.59
    sulfolane 2214.17
    2,2,4-trimethylpentane 11.5
    2-methyltetrahydrofuran 1345.56
    n-hexyl acetate 309.48
    isooctane 11.14
    2-(2-butoxyethoxy)ethanol 331.51
    sec-butyl acetate 293.76
    tert-butyl acetate 501.59
    decalin 36.8
    glycerin 248.14
    diglyme 911.24
    acrylic acid 692.04
    isopropyl myristate 125.92
    n-butyric acid 639.85
    acetyl acetate 1377.77
    di(2-ethylhexyl) phthalate 107.07
    ethyl propionate 698.27
    nitromethane 3463.88
    1,2-diethoxyethane 631.84
    benzonitrile 489.42
    trioctyl phosphate 80.6
    1-bromopropane 831.11
    gamma-valerolactone 2425.58
    n-decanol 63.99
    triethyl phosphate 167.86
    4-methyl-2-pentanol 61.69
    propionitrile 1034.85
    vinylene carbonate 1117.8
    1,1,2-trichlorotrifluoroethane 1047.83
    DMS 652.15
    cumene 81.16
    2-octanol 53.86
    2-hexanone 442.58
    octyl acetate 161.77
    limonene 133.14
    1,2-dimethoxyethane 897.75
    ethyl orthosilicate 144.82
    tributyl phosphate 104.77
    diacetone alcohol 382.03
    N,N-dimethylaniline 221.44
    acrylonitrile 1485.92
    aniline 467.13
    1,3-propanediol 306.28
    bromobenzene 998.01
    dibromomethane 1840.85
    1,1,2,2-tetrachloroethane 2269.73
    2-methyl-cyclohexyl acetate 213.98
    tetrabutyl urea 145.37
    diisobutyl methanol 71.24
    2-phenylethanol 249.55
    styrene 278.91
    dioctyl adipate 202.11
    dimethyl sulfate 1449.36
    ethyl butyrate 453.23
    methyl lactate 466.97
    butyl lactate 151.2
    diethyl carbonate 324.28
    propanediol butyl ether 174.03
    triethyl orthoformate 245.89
    p-tert-butyltoluene 83.68
    methyl 4-tert-butylbenzoate 271.52
    morpholine 2144.79
    tert-butylamine 118.65
    n-dodecanol 51.64
    dimethoxymethane 1634.13
    ethylene carbonate 1031.4
    cyrene 257.73
    2-ethoxyethyl acetate 535.8
    2-ethylhexyl acetate 279.45
    1,2,4-trichlorobenzene 695.48
    4-methylpyridine 1281.42
    dibutyl ether 181.84
    2,6-dimethyl-4-heptanol 71.24
    DEF 1229.76
    dimethyl isosorbide 514.09
    tetrachloroethylene 1390.49
    eugenol 228.62
    triacetin 433.9
    span 80 178.64
    1,4-butanediol 108.6
    1,1-dichloroethane 1840.08
    2-methyl-1-pentanol 91.9
    methyl formate 1557.73
    2-methyl-1-butanol 123.04
    n-decane 22.01
    butyronitrile 599.76
    3,7-dimethyl-1-octanol 84.49
    1-chlorooctane 97.49
    1-chlorotetradecane 43.72
    n-nonane 21.21
    undecane 17.24
    tert-butylcyclohexane 25.48
    cyclooctane 34.97
    cyclopentanol 347.67
    tetrahydropyran 1760.94
    tert-amyl methyl ether 211.59
    2,5,8-trioxanonane 569.94
    1-hexene 123.75
    2-isopropoxyethanol 219.59
    2,2,2-trifluoroethanol 397.87
    methyl butyrate 728.87

    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