Ethyleneimine

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  • Identifiers

    CAS number
    151-56-4

    Molecular formula
    C2H5N

    SMILES
    C1CN1

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fishy 79.48%
    Animal 38.04%
    Odorless 31.49%
    Cheesy 26.85%
    Nutty 26.21%
    Popcorn 24.22%
    Sweet 20.25%
    Ripe 20.17%
    Roasted 17.08%
    Musty 16.2%

     

    Flavor
    Bitter 49.22%
    Animal 40.86%
    Ammoniacal 34.26%
    Amine 31.49%
    Egg 28.37%
    Alkaline 27.7%
    Roasted 24.41%
    Shrimp 22.5%
    Cereal 21.21%
    Sweet 20.83%

     

    Odor impact est.
    Low

    Odor threshold

    • Odor Threshold Low: 2.0 [mmHg]. Odor threshold from CHEMINFO
    • Perceptible level of odor: 2 ppm
    • 3.5 mg/ cu m = 1.96 ppm; abs perception limit 2ppm

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    5.74 (weak acid)

    Molecular weight
    43.07 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -98 °F Freezing Point (EPA, 1998)
    • Freezing point: -71.5 °C
    • -74 °C
    • -97 °F

    Boiling point

    • 131 to 133 °F at 760 mmHg (EPA, 1998)
    • 55-56 °C at 760 mm Hg
    • 56-57 °C
    • 133 °F

    Flash point

    • -9.48 ˚C est.
    • 12 °F (EPA, 1998)
    • The Guide from the Emergency Response Guidebook is for "ethylenimine, inhibited." -11 °C
    • 12 °F (-11 °C) (Closed cup)
    • -11 °C c.c.
    • 12 °F

    Solubility expt.

    • Miscible (NIOSH, 2024)
    • SOL IN ALKALI
    • Soluble in ethanol; slightly soluble in ether; very soluble in chloroform; miscible in organic solvents
    • In water, 1X10+6 mg/L (miscible)
    • Solubility in water: miscible
    • Miscible

  • Synonyms

    • Aziridine
    • ETHYLENEIMINE
    • Ethylenimine
    • 151-56-4
    • Azacyclopropane
    • Dimethyleneimine
    • Ethylene imine
    • Dihydroazirene
    • Aziran
    • Aethylenimin
    • Dihydroazirine
    • Ethyleenimine
    • Aziridin
    • Etilenimina
    • Azirane
    • Dihydro-1H-azirine
    • 1H-Azirine, dihydro-
    • Aziridin [German]
    • Dimethylenimine
    • Everamine
    • RCRA waste number P054
    • Aethylenimin [German]
    • Ethyleenimine [Dutch]
    • Etilenimina [Italian]
    • Montrek 6
    • Ethylenimine resins
    • Everamine 50T
    • Everamine 210T
    • Montrek PEI 6
    • Epamine 150T
    • Epomine 150T
    • Montrek PEI 18
    • Tydex 12
    • CCRIS 296
    • Epomine 1000
    • Montrek 1000
    • ENT-50324
    • TL 337
    • Epomine P 1000
    • HSDB 540
    • EINECS 205-793-9
    • 54P5FEX9FH
    • PEI 1
    • PEI 2
    • PEI 6
    • UN1185
    • BRN 0102380
    • PEI 12
    • PEI 18
    • DTXSID8020599
    • CHEBI:30969
    • AI3-50324
    • PEI 100
    • PEI 400
    • PEI-600
    • PEI 1000
    • PEI 1120
    • AZIRIDINE [IARC]
    • ETHYLENIMINE [MI]
    • ETHYLENEIMINE [HSDB]
    • EC 205-793-9
    • 5-20-01-00003 (Beilstein Handbook Reference)
    • ethylene-imine
    • 49553-93-7
    • AZIRIDINE (IARC)
    • AZIRIDIN (GERMAN)
    • AETHYLENIMIN (GERMAN)
    • ETHYLEENIMINE (DUTCH)
    • ETILENIMINA (ITALIAN)
    • EI
    • PEI 600
    • Dow PEI-6
    • Dow PEI-600e
    • Dow PEI-18
    • PEI
    • Ethylene imine polymer
    • P 1000
    • RCRA waste no. P054
    • UNII-54P5FEX9FH
    • Amenoethylene
    • Dihydro1Hazirine
    • 1HAzirine, dihydro
    • MFCD00039669
    • Aziridine;Ethylenimine
    • Polyethylenimine Linear
    • Ethyleneimine, inhibited
    • ethylenimine (inhibited)
    • AZIRIDINE [INCI]
    • WLN: /T3MTJ/
    • Ethyleneimine (ACGIH:OSHA)
    • UN 1185 (Salt/Mix)
    • DTXCID00599
    • CHEMBL540990
    • POLYETHYLENEIMINE, BRANCHED
    • ethyleneimine;aziridine;ethylenimine
    • BCP29842
    • STR07159
    • NSC124034
    • NSC124035
    • NSC124036
    • NSC134422
    • NSC196335
    • STL168030
    • Aziridine 100 microg/mL in Methanol
    • AKOS005366671
    • Polyethylenimine, branched, Mw 2000
    • NSC-124034
    • NSC-124035
    • NSC-124036
    • NSC-134422
    • NSC-196335
    • Polyethylenimine, Linear (MW 25000)
    • DA-76977
    • FP106457
    • FP183064
    • CS-0058423
    • NS00007110
    • Polyethylenimine Linear (MW 40000, liquid)
    • Polyethylenimine,50 % (w/v) aqueous solution
    • Ethyleneimine, inhibited [UN1185] [Poison]
    • Polyethylenimine, Linear (MW 25000, liquid)
    • Q409141
    • Aziridine (Ethyleneimine), stabilized with 1-2% NaOH
    • 205-793-9

  • Applications

    Ethyleneimine (CAS 151-56-4) is a highly reactive industrial intermediate used primarily to produce polyamines, notably polyethyleneimine (PEI) and related derivatives. The resulting PEI polymers are widely used in water treatment and papermaking as flocculants and retention aids, and as binders in coatings and adhesives. The aziridine ring enables Ethyleneimine to serve as a building block or crosslinking agent in epoxy resin systems and other coatings, enhancing cure and network formation. It is also a precursor to specialty aziridine compounds and engineered polymers, expanding the range of resins and polymers for coatings, adhesives, and advanced materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 60.32
    methanol 127.76
    isopropanol 22.7
    water 3.01
    ethyl acetate 16.02
    n-propanol 34.63
    acetone 27.26
    n-butanol 29.65
    acetonitrile 29.09
    DMF 89.93
    toluene 3.95
    isobutanol 17.36
    1,4-dioxane 28.84
    methyl acetate 19.77
    THF 51.87
    2-butanone 17.87
    n-pentanol 14.93
    sec-butanol 14.94
    n-hexane 1.15
    ethylene glycol 47.95
    NMP 94.92
    cyclohexane 2.99
    DMSO 133.06
    n-butyl acetate 19.74
    n-octanol 5.57
    chloroform 85.62
    n-propyl acetate 11.04
    acetic acid 175.03
    dichloromethane 80.43
    cyclohexanone 40.81
    propylene glycol 29.71
    isopropyl acetate 6.75
    DMAc 41.85
    2-ethoxyethanol 28.7
    isopentanol 14.58
    n-heptane 2.65
    ethyl formate 32.2
    1,2-dichloroethane 39.73
    n-hexanol 17.0
    2-methoxyethanol 80.6
    isobutyl acetate 5.27
    tetrachloromethane 13.77
    n-pentyl acetate 8.95
    transcutol 52.83
    n-heptanol 7.73
    ethylbenzene 1.84
    MIBK 4.99
    2-propoxyethanol 33.99
    tert-butanol 14.71
    MTBE 4.67
    2-butoxyethanol 20.15
    propionic acid 62.93
    o-xylene 2.94
    formic acid 140.07
    diethyl ether 8.21
    m-xylene 2.28
    p-xylene 2.79
    chlorobenzene 17.79
    dimethyl carbonate 9.95
    n-octane 0.87
    formamide 130.18
    cyclopentanone 54.19
    2-pentanone 12.68
    anisole 6.22
    cyclopentyl methyl ether 14.5
    gamma-butyrolactone 93.54
    1-methoxy-2-propanol 33.59
    pyridine 55.97
    3-pentanone 9.72
    furfural 115.07
    n-dodecane 0.63
    diethylene glycol 49.19
    diisopropyl ether 1.55
    tert-amyl alcohol 11.63
    acetylacetone 16.05
    n-hexadecane 0.66
    acetophenone 10.55
    methyl propionate 16.95
    isopentyl acetate 11.25
    trichloroethylene 83.4
    n-nonanol 5.1
    cyclohexanol 21.26
    benzyl alcohol 15.49
    2-ethylhexanol 8.69
    isooctanol 5.43
    dipropyl ether 9.4
    1,2-dichlorobenzene 18.19
    ethyl lactate 12.09
    propylene carbonate 46.27
    n-methylformamide 92.43
    2-pentanol 10.44
    n-pentane 1.58
    1-propoxy-2-propanol 22.84
    1-methoxy-2-propyl acetate 15.76
    2-(2-methoxypropoxy) propanol 14.32
    mesitylene 1.55
    ε-caprolactone 37.01
    p-cymene 3.4
    epichlorohydrin 56.01
    1,1,1-trichloroethane 19.91
    2-aminoethanol 52.91
    morpholine-4-carbaldehyde 62.55
    sulfolane 132.23
    2,2,4-trimethylpentane 0.73
    2-methyltetrahydrofuran 24.04
    n-hexyl acetate 8.77
    isooctane 0.46
    2-(2-butoxyethoxy)ethanol 20.79
    sec-butyl acetate 4.69
    tert-butyl acetate 5.42
    decalin 1.0
    glycerin 55.35
    diglyme 35.43
    acrylic acid 90.8
    isopropyl myristate 3.49
    n-butyric acid 63.98
    acetyl acetate 13.95
    di(2-ethylhexyl) phthalate 7.04
    ethyl propionate 8.77
    nitromethane 129.41
    1,2-diethoxyethane 13.38
    benzonitrile 22.78
    trioctyl phosphate 5.16
    1-bromopropane 16.07
    gamma-valerolactone 72.2
    n-decanol 3.91
    triethyl phosphate 8.18
    4-methyl-2-pentanol 4.32
    propionitrile 24.53
    vinylene carbonate 53.76
    1,1,2-trichlorotrifluoroethane 88.9
    DMS 10.84
    cumene 1.71
    2-octanol 3.78
    2-hexanone 7.73
    octyl acetate 5.21
    limonene 5.88
    1,2-dimethoxyethane 27.84
    ethyl orthosilicate 7.03
    tributyl phosphate 6.71
    diacetone alcohol 12.6
    N,N-dimethylaniline 5.26
    acrylonitrile 48.14
    aniline 18.7
    1,3-propanediol 55.26
    bromobenzene 13.45
    dibromomethane 46.32
    1,1,2,2-tetrachloroethane 59.01
    2-methyl-cyclohexyl acetate 9.0
    tetrabutyl urea 9.21
    diisobutyl methanol 4.42
    2-phenylethanol 15.13
    styrene 3.38
    dioctyl adipate 7.18
    dimethyl sulfate 24.01
    ethyl butyrate 13.19
    methyl lactate 22.03
    butyl lactate 13.86
    diethyl carbonate 9.22
    propanediol butyl ether 18.26
    triethyl orthoformate 9.97
    p-tert-butyltoluene 3.2
    methyl 4-tert-butylbenzoate 11.03
    morpholine 44.63
    tert-butylamine 8.34
    n-dodecanol 3.22
    dimethoxymethane 22.98
    ethylene carbonate 35.51
    cyrene 20.58
    2-ethoxyethyl acetate 12.69
    2-ethylhexyl acetate 9.51
    1,2,4-trichlorobenzene 21.78
    4-methylpyridine 27.11
    dibutyl ether 5.29
    2,6-dimethyl-4-heptanol 4.42
    DEF 24.52
    dimethyl isosorbide 25.74
    tetrachloroethylene 56.71
    eugenol 15.14
    triacetin 12.24
    span 80 18.09
    1,4-butanediol 19.99
    1,1-dichloroethane 22.68
    2-methyl-1-pentanol 8.61
    methyl formate 56.89
    2-methyl-1-butanol 15.18
    n-decane 0.93
    butyronitrile 23.54
    3,7-dimethyl-1-octanol 5.13
    1-chlorooctane 3.47
    1-chlorotetradecane 1.61
    n-nonane 0.9
    undecane 0.73
    tert-butylcyclohexane 0.79
    cyclooctane 0.91
    cyclopentanol 34.35
    tetrahydropyran 22.79
    tert-amyl methyl ether 4.49
    2,5,8-trioxanonane 26.0
    1-hexene 3.44
    2-isopropoxyethanol 12.72
    2,2,2-trifluoroethanol 60.55
    methyl butyrate 14.88

    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