Methyl 2-cyanoacrylate

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  • Identifiers

    CAS number
    137-05-3

    Molecular formula
    C5H5NO2

    SMILES
    COC(=O)C(=C)C#N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Pungent 35.08%
    Odorless 30.49%
    Sweet 29.49%
    Burnt 28.54%
    Sharp 26.63%
    Caramellic 25.21%
    Fruity 25.04%
    Ethereal 23.18%
    Spicy 22.1%
    Bitter 21.46%

     

    Flavor
    Bitter 52.01%
    Odorless 30.72%
    Nitrile 19.91%
    Taco 19.86%
    Very mild 19.82%
    Bread crust 19.77%
    Roasted peanuts 19.01%
    Nutty 18.61%
    Broom 18.42%
    Orange flower 18.38%

     

    Odor impact est.
    High

    Odor threshold

    • Odor Threshold Low: 1.0 [mmHg]. Odor Threshold High: 3.0 [mmHg]. Odor thresholds from ACGIH
    • Between 1 & 3 ppm
    • 4.5-13.5 mg/cu m

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    4.76 (weak acid)

    Molecular weight
    111.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • -40 °C

    Boiling point

    • 117 to 120 °F at 1.8 mmHg (NTP, 1992)
    • 47 °C at 2 mm Hg
    • BP: 47-49 °C (0.33-0.36 kPa)
    • 66 °C
    • 117-120 °F at 1.8 mmHg

    Flash point

    • 57.95 ˚C est.
    • 174 °F (NIOSH, 2024)
    • 82.78 °C (closed cup)
    • 79 °C
    • 174 °F

    Solubility expt.

    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • Soluble or partially soluble in methyl ethyl ketone, toluene, DMF /dimethylformamide/, acetone, nitromethane
    • 30%

  • Synonyms

    • Mecrylate
    • 137-05-3
    • METHYL 2-CYANOACRYLATE
    • 2-Propenoic acid, 2-cyano-, methyl ester
    • Methyl cyanoacrylate
    • Mecrilate
    • Cyanolit
    • Mecrilat
    • Adhere
    • Coapt
    • methyl 2-cyanoprop-2-enoate
    • Krazy-Glue
    • Mecrilato
    • Mecrylate [USAN]
    • 2-Cyanoacrylic acid, methyl ester
    • Eastman 910
    • Eastman 910 monomer
    • Borden Ad/Here
    • Eastman 910 adhesive
    • Mecrilatum
    • Cemedine 3000
    • METHYL-2-CYANOACRYLATE
    • Mecrilatum [INN-Latin]
    • Mecrilate [INN]
    • Mecrilato [INN-Spanish]
    • ARON alpha A
    • Cemedine 3000 Type II
    • Methyl 2-cyano-2-propenoate
    • Cyanoacrylic acid methyl ester
    • Cyanoacrylate
    • Acrylic acid, 2-cyano-, methyl ester
    • CCRIS 1692
    • HSDB 1207
    • Coapt.
    • alpha-Cyanoacrylic acid methyl ester
    • EINECS 205-275-2
    • Mecrilate (INN)
    • Mecrylate (USAN)
    • 2-Cyano-2-propenoic acid methyl ester
    • BRN 1751282
    • Aron alpha A (TN)
    • MECRYLATE [HSDB]
    • MECRILATE [MART.]
    • WN7979561R
    • MECRILATE [WHO-DD]
    • DTXSID4025589
    • CYANOACRYLATE METHYL ESTER
    • METHYL CYANOACRYLATE [MI]
    • EC 205-275-2
    • Methyl ester of 2-cyano-2-propenoic acid
    • Mecrilatum (INN-Latin)
    • ad/here
    • Mecrilato (INN-Spanish)
    • MECRILATE (MART.)
    • 25067-29-2
    • methyl-alpha-cyanoacrylate
    • Methyl alpha-cyanoacrylate
    • KrazyGlue
    • UNII-WN7979561R
    • 2-cyanoacrylic acid methyl ester
    • methylcyanoacrylate
    • Methyl ester of 2-cyanoacrylic acid
    • Cyanoacrylate (JAN)
    • methyl a-cyanoacrylate
    • CYANOBOND SS
    • methyl cyanoacrylic acid
    • Methyl 2cyano2propenoate
    • CA 7 (ADHESIVE)
    • CEMEDINE 3000DX
    • CYANOBOND 5000
    • THREE BOND 1701
    • Methyl .alpha.-cyanoacrylate
    • SCHEMBL15701
    • SICOMET 7000
    • FIMOFIX P 1048
    • DTXCID505589
    • CHEMBL2106424
    • EASTMAN 910 SUPER GLUE
    • 2Cyanoacrylic acid, methyl ester
    • CEMEDINE 3000 TYPE-II
    • Methyl 2-cyanoacrylate (ACGIH)
    • a-Cyanoacrylic acid, methyl ester
    • 2Cyano2propenoic acid methyl ester
    • alphaCyanoacrylic acid methyl ester
    • Acrylic acid, 2cyano, methyl ester
    • MFCD00079082
    • 2-propenoic acid-2-cyano-methyl ester
    • AKOS006274385
    • 2Propenoic acid, 2cyano, methyl ester
    • .alpha.-Cyanoacrylic acid, methyl ester
    • AS-85630
    • NS00001878
    • D03460
    • G71629
    • Q209367
    • METHYL 2-CYANOACRYLATE (STABILIZED WITH MEHQ)
    • 205-275-2

  • Applications

    Methyl 2-cyanoacrylate (CAS 137-05-3) is a rapidly polymerizing cyanoacrylate monomer used primarily to produce fast-acting adhesives that bond a wide range of substrates, including metals, plastics, and ceramics. Real-world applications include fast bonding in industrial manufacturing and assembly (electronics and components), consumer and DIY household repairs, use as a monomer to synthesize cyanoacrylate polymers for adhesives and coatings, and its role as an intermediate in the production of polymer-based sealants and related adhesive materials. Applications depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 86.93
    methanol 136.2
    isopropanol 61.73
    water 9.87
    ethyl acetate 153.45
    n-propanol 59.37
    acetone 269.78
    n-butanol 49.26
    acetonitrile 242.23
    DMF 369.87
    toluene 63.2
    isobutanol 43.54
    1,4-dioxane 226.22
    methyl acetate 197.37
    THF 251.64
    2-butanone 163.08
    n-pentanol 50.88
    sec-butanol 51.88
    n-hexane 12.66
    ethylene glycol 63.63
    NMP 348.03
    cyclohexane 19.36
    DMSO 400.69
    n-butyl acetate 79.89
    n-octanol 33.89
    chloroform 227.52
    n-propyl acetate 106.76
    acetic acid 198.59
    dichloromethane 250.18
    cyclohexanone 160.47
    propylene glycol 34.08
    isopropyl acetate 97.8
    DMAc 353.53
    2-ethoxyethanol 151.47
    isopentanol 48.01
    n-heptane 11.38
    ethyl formate 125.53
    1,2-dichloroethane 173.2
    n-hexanol 44.82
    2-methoxyethanol 200.22
    isobutyl acetate 58.21
    tetrachloromethane 71.33
    n-pentyl acetate 56.27
    transcutol 242.9
    n-heptanol 29.09
    ethylbenzene 43.65
    MIBK 84.72
    2-propoxyethanol 104.06
    tert-butanol 102.57
    MTBE 113.02
    2-butoxyethanol 65.21
    propionic acid 90.06
    o-xylene 57.77
    formic acid 175.07
    diethyl ether 115.67
    m-xylene 50.29
    p-xylene 65.15
    chlorobenzene 90.88
    dimethyl carbonate 108.4
    n-octane 5.91
    formamide 273.91
    cyclopentanone 217.42
    2-pentanone 120.52
    anisole 114.08
    cyclopentyl methyl ether 118.81
    gamma-butyrolactone 263.86
    1-methoxy-2-propanol 121.74
    pyridine 171.35
    3-pentanone 112.85
    furfural 278.2
    n-dodecane 5.25
    diethylene glycol 115.83
    diisopropyl ether 45.04
    tert-amyl alcohol 80.32
    acetylacetone 211.6
    n-hexadecane 6.02
    acetophenone 125.49
    methyl propionate 129.48
    isopentyl acetate 71.98
    trichloroethylene 324.68
    n-nonanol 31.48
    cyclohexanol 55.25
    benzyl alcohol 79.32
    2-ethylhexanol 35.62
    isooctanol 25.75
    dipropyl ether 56.5
    1,2-dichlorobenzene 100.84
    ethyl lactate 61.66
    propylene carbonate 140.65
    n-methylformamide 217.07
    2-pentanol 38.47
    n-pentane 12.08
    1-propoxy-2-propanol 66.41
    1-methoxy-2-propyl acetate 96.83
    2-(2-methoxypropoxy) propanol 83.67
    mesitylene 39.73
    ε-caprolactone 142.54
    p-cymene 31.43
    epichlorohydrin 265.06
    1,1,1-trichloroethane 197.15
    2-aminoethanol 62.03
    morpholine-4-carbaldehyde 301.02
    sulfolane 307.89
    2,2,4-trimethylpentane 9.97
    2-methyltetrahydrofuran 184.61
    n-hexyl acetate 72.08
    isooctane 7.17
    2-(2-butoxyethoxy)ethanol 95.03
    sec-butyl acetate 71.37
    tert-butyl acetate 118.94
    decalin 14.36
    glycerin 72.2
    diglyme 222.24
    acrylic acid 114.53
    isopropyl myristate 36.66
    n-butyric acid 90.53
    acetyl acetate 140.87
    di(2-ethylhexyl) phthalate 38.63
    ethyl propionate 98.45
    nitromethane 505.82
    1,2-diethoxyethane 109.22
    benzonitrile 113.97
    trioctyl phosphate 28.21
    1-bromopropane 76.64
    gamma-valerolactone 261.11
    n-decanol 25.04
    triethyl phosphate 51.01
    4-methyl-2-pentanol 30.39
    propionitrile 111.88
    vinylene carbonate 138.94
    1,1,2-trichlorotrifluoroethane 207.92
    DMS 99.21
    cumene 34.08
    2-octanol 23.02
    2-hexanone 98.66
    octyl acetate 43.67
    limonene 43.77
    1,2-dimethoxyethane 253.31
    ethyl orthosilicate 47.14
    tributyl phosphate 35.12
    diacetone alcohol 118.16
    N,N-dimethylaniline 87.72
    acrylonitrile 167.34
    aniline 78.33
    1,3-propanediol 79.93
    bromobenzene 89.64
    dibromomethane 155.08
    1,1,2,2-tetrachloroethane 234.31
    2-methyl-cyclohexyl acetate 65.79
    tetrabutyl urea 50.83
    diisobutyl methanol 28.17
    2-phenylethanol 63.53
    styrene 56.05
    dioctyl adipate 54.46
    dimethyl sulfate 185.23
    ethyl butyrate 79.67
    methyl lactate 76.48
    butyl lactate 42.66
    diethyl carbonate 64.82
    propanediol butyl ether 57.45
    triethyl orthoformate 59.19
    p-tert-butyltoluene 30.77
    methyl 4-tert-butylbenzoate 89.96
    morpholine 202.12
    tert-butylamine 65.05
    n-dodecanol 20.55
    dimethoxymethane 228.5
    ethylene carbonate 114.01
    cyrene 116.85
    2-ethoxyethyl acetate 91.41
    2-ethylhexyl acetate 59.4
    1,2,4-trichlorobenzene 120.23
    4-methylpyridine 154.16
    dibutyl ether 47.67
    2,6-dimethyl-4-heptanol 28.17
    DEF 173.9
    dimethyl isosorbide 147.84
    tetrachloroethylene 178.79
    eugenol 82.02
    triacetin 98.47
    span 80 56.24
    1,4-butanediol 48.08
    1,1-dichloroethane 154.67
    2-methyl-1-pentanol 51.46
    methyl formate 216.27
    2-methyl-1-butanol 44.13
    n-decane 8.04
    butyronitrile 97.75
    3,7-dimethyl-1-octanol 36.36
    1-chlorooctane 28.93
    1-chlorotetradecane 14.01
    n-nonane 7.62
    undecane 6.35
    tert-butylcyclohexane 13.22
    cyclooctane 8.87
    cyclopentanol 71.31
    tetrahydropyran 136.53
    tert-amyl methyl ether 94.62
    2,5,8-trioxanonane 152.8
    1-hexene 33.85
    2-isopropoxyethanol 100.3
    2,2,2-trifluoroethanol 145.64
    methyl butyrate 119.6

    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