3-Chloropropionitrile

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  • Identifiers

    CAS number
    542-76-7

    Molecular formula
    C3H4ClN

    SMILES
    C(CCl)C#N

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 53.14%
    Fishy 36.14%
    Sweet 33.15%
    Fresh 32.99%
    Citrus 29.93%
    Cheesy 29.27%
    Fatty 26.86%
    Waxy 24.14%
    Oily 23.35%
    Metallic 23.17%

     

    Flavor
    Odorless 25.39%
    Bitter 23.36%
    Nitrile 19.07%
    Mild 18.06%
    Glue 17.94%
    Rotten 17.9%
    Bloody 17.76%
    Ammoniacal 17.58%
    Scallion 17.48%
    Bouillon 17.26%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    6.19 (neutral)

    Molecular weight
    89.52 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • -60 °F (EPA, 1998)
    • -51 °C

    Boiling point

    • 347 to 349 °F at 760 mmHg (EPA, 1998)
    • 175-176 °C

    Flash point

    • 58.01 ˚C est.
    • 168 °F (EPA, 1998)
    • 75.5 °C
    • 168 °F (CLOSED CUP)

    Solubility expt.

    • MISCIBLE WITH ACETONE, BENZENE, CARBON TETRACHLORIDE, ALC, ETHER
    • Water solubility: 4.5 g/100 ml at 25 °C
    • Solubility of water in beta-chloropropionitrile: 2.2 ml/100 g at 25 °C.

  • Synonyms

    • 3-Chloropropionitrile
    • 3-Chloropropanenitrile
    • 542-76-7
    • 3-Chloropropiononitrile
    • Propanenitrile, 3-chloro-
    • 3-CHLOROPROPANONITRILE
    • Propionitrile, 3-chloro-
    • 1-Chloro-2-cyanoethane
    • 3-Chlorpropannitril
    • beta-Chloropropionitrile
    • USAF A-8798
    • RCRA waste number P027
    • Chloropropionitrile, 3-
    • HSDB 6042
    • .beta.-Chloropropionitrile
    • NSC 2588
    • EINECS 208-827-0
    • UNII-61N7S4SZ2Q
    • BRN 1098454
    • DTXSID4030336
    • AI3-28526
    • CH2ClCH2CN
    • NSC-2588
    • Cl(CH2)2CN
    • 61N7S4SZ2Q
    • DTXCID2010336
    • 4-02-00-00751 (Beilstein Handbook Reference)
    • 3-CHLOROPROPANONITRILE [HSDB]
    • 3-Chlorpropannitril [Czech]
    • CAS-542-76-7
    • RCRA waste no. P027
    • 3Chlorpropannitril
    • 3chloropropionitrile
    • 1Chloro2cyanoethane
    • 3chloropropanenitrile
    • betaChloropropionitrile
    • 3-chloro-propionitrile
    • Propionitrile, 3chloro
    • Propanenitrile, 3chloro
    • WLN: NC2G
    • 2-CYANOETHYL CHLORIDE
    • 3-Chloropropionitrile, 98%
    • CHEMBL1451739
    • NSC2588
    • Tox21_202225
    • Tox21_303460
    • MFCD00001952
    • STL264202
    • AKOS001045367
    • FC44421
    • .BETA.-CHLOROPROPIONITRILE [MI]
    • NCGC00090983-01
    • NCGC00090983-02
    • NCGC00090983-03
    • NCGC00257316-01
    • NCGC00259774-01
    • DB-015751
    • NS00033022
    • EN300-17524
    • Q4634123
    • F8881-4925
    • 208-827-0

  • Applications

    3-Chloropropionitrile (CAS 542-76-7) is primarily used as a reactive intermediate in organic synthesis across several industries. It can participate in nucleophilic substitution to install a 3-carbon chain bearing a terminal nitrile into more complex molecules, and it can be transformed further into amine, amide, or heterocyclic derivatives. In pharmaceuticals and agrochemicals, it is commonly evaluated as a building block for downstream intermediates. In polymers and coatings, it serves as a nitrile-functional building block or crosslinking precursor for specialty resins and adhesives. It also finds use in industrial manufacturing and formulation work as a versatile precursor for nitrile-containing monomers and for routes to 3-aminopropionitrile derivatives. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 139.54
    methanol 248.49
    isopropanol 96.54
    water 34.5
    ethyl acetate 196.61
    n-propanol 102.76
    acetone 728.72
    n-butanol 82.11
    acetonitrile 530.25
    DMF 1143.21
    toluene 121.99
    isobutanol 82.87
    1,4-dioxane 385.95
    methyl acetate 325.46
    THF 365.03
    2-butanone 349.94
    n-pentanol 75.96
    sec-butanol 82.7
    n-hexane 25.1
    ethylene glycol 114.76
    NMP 1167.14
    cyclohexane 51.92
    DMSO 1001.27
    n-butyl acetate 202.97
    n-octanol 78.89
    chloroform 688.69
    n-propyl acetate 191.55
    acetic acid 641.7
    dichloromethane 648.0
    cyclohexanone 534.33
    propylene glycol 81.97
    isopropyl acetate 115.98
    DMAc 885.82
    2-ethoxyethanol 161.84
    isopentanol 70.72
    n-heptane 28.61
    ethyl formate 207.49
    1,2-dichloroethane 364.25
    n-hexanol 78.22
    2-methoxyethanol 242.68
    isobutyl acetate 119.35
    tetrachloromethane 137.69
    n-pentyl acetate 143.57
    transcutol 632.19
    n-heptanol 55.12
    ethylbenzene 71.76
    MIBK 107.46
    2-propoxyethanol 160.17
    tert-butanol 108.38
    MTBE 107.94
    2-butoxyethanol 122.33
    propionic acid 256.25
    o-xylene 97.83
    formic acid 315.71
    diethyl ether 111.67
    m-xylene 76.73
    p-xylene 133.25
    chlorobenzene 303.47
    dimethyl carbonate 163.1
    n-octane 13.72
    formamide 405.57
    cyclopentanone 640.55
    2-pentanone 207.85
    anisole 187.26
    cyclopentyl methyl ether 175.29
    gamma-butyrolactone 669.0
    1-methoxy-2-propanol 155.63
    pyridine 506.9
    3-pentanone 215.16
    furfural 886.6
    n-dodecane 12.89
    diethylene glycol 179.22
    diisopropyl ether 41.97
    tert-amyl alcohol 90.9
    acetylacetone 384.9
    n-hexadecane 14.75
    acetophenone 273.82
    methyl propionate 200.59
    isopentyl acetate 147.22
    trichloroethylene 953.62
    n-nonanol 66.29
    cyclohexanol 123.47
    benzyl alcohol 157.98
    2-ethylhexanol 69.29
    isooctanol 49.65
    dipropyl ether 102.16
    1,2-dichlorobenzene 298.41
    ethyl lactate 104.57
    propylene carbonate 352.8
    n-methylformamide 428.7
    2-pentanol 58.42
    n-pentane 18.83
    1-propoxy-2-propanol 131.24
    1-methoxy-2-propyl acetate 162.62
    2-(2-methoxypropoxy) propanol 162.94
    mesitylene 55.85
    ε-caprolactone 369.87
    p-cymene 66.02
    epichlorohydrin 453.01
    1,1,1-trichloroethane 386.79
    2-aminoethanol 118.15
    morpholine-4-carbaldehyde 803.64
    sulfolane 893.89
    2,2,4-trimethylpentane 12.91
    2-methyltetrahydrofuran 263.87
    n-hexyl acetate 185.52
    isooctane 9.04
    2-(2-butoxyethoxy)ethanol 195.92
    sec-butyl acetate 106.2
    tert-butyl acetate 121.7
    decalin 25.73
    glycerin 142.08
    diglyme 471.78
    acrylic acid 380.12
    isopropyl myristate 76.41
    n-butyric acid 209.62
    acetyl acetate 232.42
    di(2-ethylhexyl) phthalate 92.89
    ethyl propionate 139.45
    nitromethane 1264.8
    1,2-diethoxyethane 219.56
    benzonitrile 361.93
    trioctyl phosphate 64.06
    1-bromopropane 144.33
    gamma-valerolactone 717.82
    n-decanol 51.27
    triethyl phosphate 92.59
    4-methyl-2-pentanol 37.63
    propionitrile 219.57
    vinylene carbonate 420.38
    1,1,2-trichlorotrifluoroethane 537.61
    DMS 241.31
    cumene 57.23
    2-octanol 47.22
    2-hexanone 204.31
    octyl acetate 99.75
    limonene 96.46
    1,2-dimethoxyethane 342.1
    ethyl orthosilicate 82.03
    tributyl phosphate 88.28
    diacetone alcohol 140.21
    N,N-dimethylaniline 157.87
    acrylonitrile 377.58
    aniline 180.41
    1,3-propanediol 117.33
    bromobenzene 298.5
    dibromomethane 392.83
    1,1,2,2-tetrachloroethane 603.43
    2-methyl-cyclohexyl acetate 130.15
    tetrabutyl urea 135.49
    diisobutyl methanol 47.92
    2-phenylethanol 129.06
    styrene 119.67
    dioctyl adipate 134.63
    dimethyl sulfate 352.71
    ethyl butyrate 159.38
    methyl lactate 141.26
    butyl lactate 126.65
    diethyl carbonate 126.76
    propanediol butyl ether 153.13
    triethyl orthoformate 115.34
    p-tert-butyltoluene 56.18
    methyl 4-tert-butylbenzoate 172.65
    morpholine 338.68
    tert-butylamine 74.87
    n-dodecanol 43.61
    dimethoxymethane 262.86
    ethylene carbonate 289.76
    cyrene 200.21
    2-ethoxyethyl acetate 214.33
    2-ethylhexyl acetate 138.12
    1,2,4-trichlorobenzene 375.17
    4-methylpyridine 454.13
    dibutyl ether 110.81
    2,6-dimethyl-4-heptanol 47.92
    DEF 332.62
    dimethyl isosorbide 265.9
    tetrachloroethylene 478.74
    eugenol 190.8
    triacetin 284.12
    span 80 157.1
    1,4-butanediol 73.61
    1,1-dichloroethane 331.56
    2-methyl-1-pentanol 71.42
    methyl formate 389.78
    2-methyl-1-butanol 70.7
    n-decane 19.23
    butyronitrile 178.44
    3,7-dimethyl-1-octanol 73.17
    1-chlorooctane 67.0
    1-chlorotetradecane 32.85
    n-nonane 19.37
    undecane 14.96
    tert-butylcyclohexane 21.63
    cyclooctane 16.53
    cyclopentanol 160.25
    tetrahydropyran 258.44
    tert-amyl methyl ether 85.13
    2,5,8-trioxanonane 330.7
    1-hexene 67.71
    2-isopropoxyethanol 120.59
    2,2,2-trifluoroethanol 299.21
    methyl butyrate 214.58

    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