Ethylene glycol dinitrate

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  • Identifiers

    CAS number
    628-96-6

    Molecular formula
    C2H4N2O6

    SMILES
    C(CO[N+](=O)[O-])O[N+](=O)[O-]

    Safety labels

    Explosive
    Explosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 65.6%
    Winey 28.26%
    Ethereal 26.8%
    Sour 23.93%
    Alcoholic 23.08%
    Clean 22.25%
    Sweet 19.52%
    Buttery 16.5%
    Oily 15.48%
    Solvent 15.27%

     

    Flavor
    Odorless 59.21%
    Very mild 32.28%
    Mild 31.0%
    Bland 26.44%
    Sour 24.3%
    Yeast 22.7%
    Bitter 21.89%
    Sweet-like 21.74%
    Formyl 19.39%
    Roquefort cheese 18.97%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    5.76 (weak acid)

    Molecular weight
    152.06 g/mol

    Melting point expt.

    • -8 °F (NIOSH, 2024)
    • -22.3 °C
    • In the presence of more than slight traces of free acid, ethylene glycol dinitrate is unstable with a melting point of -21 °C.
    • -22 °C
    • -8 °F

    Boiling point

    • 387 °F at 760 mmHg (NIOSH, 2024)
    • 198.5 °C
    • 114 °C (explodes)
    • 387 °F

    Flash point

    • 132.5 ˚C est.
    • 419 °F (NIOSH, 2024)
    • 215 °C (closed cup)
    • 419 °F (closed cup)
    • 419 °F

    Solubility expt.

    • Insoluble (NIOSH, 2024)
    • Very soluble in ether, ethanol
    • Soluble in carbon tetrachloride, benzene, toluene, acetone; limited solublity in common alcohols
    • In water, 0.52%
    • Soluble in dilute alkali
    • In water, 6,800 mg/L at 20 °C
    • Solubility in water, g/100ml at 25 °C: 0.5
    • Insoluble

  • Synonyms

    • ETHYLENE GLYCOL DINITRATE
    • Ethylene dinitrate
    • Dinitroglycol
    • Glycol dinitrate
    • Ethylene nitrate
    • 628-96-6
    • 1,2-Ethanediol, dinitrate
    • 2-nitrooxyethyl nitrate
    • Nitroglycol
    • EGDN
    • Ethylene glycol, dinitrate
    • Ethanediol dinitrate
    • Dinitroglicol
    • Glycoldinitraat
    • Glykoldinitrat
    • Nitroglykol
    • Ethylenglykoldinitrat
    • HSDB 537
    • Dinitrato de etilenglicol
    • UNII-9CZ6PE9E3J
    • Dinitrate d'ethylene glycol
    • Dinitrato de etilenglicol [Spanish]
    • EINECS 211-063-0
    • 9CZ6PE9E3J
    • Dinitrate d'ethylene glycol [French]
    • BRN 1709055
    • DTXSID6027264
    • 1,2-Ethanediol, 1,2-dinitrate
    • EC 211-063-0
    • 4-01-00-02413 (Beilstein Handbook Reference)
    • ETHYLENE GLYCOL DINITRATE [MI]
    • ETHYLENE GLYCOL DINITRATE [HSDB]
    • 1,2-Ethanediol dinitrate
    • Nitroglykol [Czech]
    • Dinitroglicol [Italian]
    • Glycoldinitraat [Dutch]
    • Glykoldinitrat [German]
    • Dinitrato de etilenglicol (Spanish)
    • Dinitrate d'ethylene glycol (French)
    • Ethylenglykoldinitrat [Czech]
    • Glycol (dinitrate de) [French]
    • Glycol (dinitrate de)
    • ethane-1,2-diyl dinitrate
    • Ethylene glycol dinitrate ester
    • Ethylene glycol dinitrate [Forbidden]
    • 1.2-Ethandioldinitrat
    • 1,2Ethanediol dinitrate
    • nitric acid ethanediyl ester
    • SCHEMBL417312
    • DTXCID507264
    • 1.2-Ethandioldinitrat (German)
    • AKOS006277312
    • Ethylene glycol dinitrate (ACGIH:OSHA)
    • NS00002782
    • Q572774
    • Ethyleneglycoldinitrate 100 microg/mL in Acetonitrile

  • Applications

    Ethylene glycol dinitrate (CAS 628-96-6) is primarily used as an energetic plasticizer in double-base propellants based on nitrocellulose and nitroglycerin, improving the mechanical properties and energy release of the propellant system. It also serves as an intermediate for the synthesis of other energetic components and formulations used in defense, aerospace, and mining applications. In specialized energetic-materials research and development, EGDN is evaluated for tuning sensitivity and performance of propellant formulations. Handling and use are subject to local regulations and formulation limits, with real-world applications typically confined to industrial manufacture of energetic materials and controlled test formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 19.56
    methanol 49.52
    isopropanol 12.23
    water 8.57
    ethyl acetate 127.79
    n-propanol 11.95
    acetone 290.28
    n-butanol 9.42
    acetonitrile 233.91
    DMF 591.34
    toluene 28.34
    isobutanol 8.35
    1,4-dioxane 192.31
    methyl acetate 211.62
    THF 78.11
    2-butanone 145.29
    n-pentanol 10.5
    sec-butanol 11.71
    n-hexane 2.06
    ethylene glycol 20.28
    NMP 663.26
    cyclohexane 3.75
    DMSO 979.7
    n-butyl acetate 54.16
    n-octanol 12.0
    chloroform 62.25
    n-propyl acetate 58.9
    acetic acid 94.52
    dichloromethane 152.73
    cyclohexanone 141.78
    propylene glycol 8.6
    isopropyl acetate 48.66
    DMAc 759.41
    2-ethoxyethanol 72.39
    isopentanol 9.38
    n-heptane 2.4
    ethyl formate 102.85
    1,2-dichloroethane 160.04
    n-hexanol 8.0
    2-methoxyethanol 101.97
    isobutyl acetate 15.21
    tetrachloromethane 8.29
    n-pentyl acetate 34.03
    transcutol 183.79
    n-heptanol 6.29
    ethylbenzene 16.07
    MIBK 32.21
    2-propoxyethanol 41.16
    tert-butanol 20.76
    MTBE 37.79
    2-butoxyethanol 23.64
    propionic acid 50.77
    o-xylene 36.61
    formic acid 100.54
    diethyl ether 43.26
    m-xylene 16.53
    p-xylene 25.97
    chlorobenzene 53.49
    dimethyl carbonate 113.99
    n-octane 1.67
    formamide 243.06
    cyclopentanone 167.82
    2-pentanone 77.99
    anisole 74.1
    cyclopentyl methyl ether 33.72
    gamma-butyrolactone 285.25
    1-methoxy-2-propanol 49.69
    pyridine 168.98
    3-pentanone 111.55
    furfural 395.14
    n-dodecane 1.86
    diethylene glycol 55.17
    diisopropyl ether 10.73
    tert-amyl alcohol 21.17
    acetylacetone 218.47
    n-hexadecane 2.17
    acetophenone 128.71
    methyl propionate 128.56
    isopentyl acetate 31.97
    trichloroethylene 240.24
    n-nonanol 12.12
    cyclohexanol 12.56
    benzyl alcohol 43.28
    2-ethylhexanol 8.13
    isooctanol 5.23
    dipropyl ether 18.85
    1,2-dichlorobenzene 70.91
    ethyl lactate 37.55
    propylene carbonate 112.95
    n-methylformamide 227.38
    2-pentanol 7.56
    n-pentane 1.84
    1-propoxy-2-propanol 27.29
    1-methoxy-2-propyl acetate 62.89
    2-(2-methoxypropoxy) propanol 63.15
    mesitylene 13.07
    ε-caprolactone 132.38
    p-cymene 12.69
    epichlorohydrin 212.97
    1,1,1-trichloroethane 61.84
    2-aminoethanol 17.92
    morpholine-4-carbaldehyde 464.18
    sulfolane 467.21
    2,2,4-trimethylpentane 1.81
    2-methyltetrahydrofuran 58.91
    n-hexyl acetate 43.78
    isooctane 0.73
    2-(2-butoxyethoxy)ethanol 60.64
    sec-butyl acetate 27.62
    tert-butyl acetate 47.84
    decalin 2.72
    glycerin 26.57
    diglyme 162.36
    acrylic acid 82.69
    isopropyl myristate 19.26
    n-butyric acid 35.64
    acetyl acetate 114.23
    di(2-ethylhexyl) phthalate 24.45
    ethyl propionate 69.63
    nitromethane 818.71
    1,2-diethoxyethane 80.3
    benzonitrile 91.99
    trioctyl phosphate 14.84
    1-bromopropane 33.5
    gamma-valerolactone 321.77
    n-decanol 10.02
    triethyl phosphate 39.38
    4-methyl-2-pentanol 4.77
    propionitrile 66.73
    vinylene carbonate 132.25
    1,1,2-trichlorotrifluoroethane 162.15
    DMS 98.63
    cumene 10.93
    2-octanol 6.38
    2-hexanone 52.95
    octyl acetate 26.85
    limonene 17.94
    1,2-dimethoxyethane 202.47
    ethyl orthosilicate 26.1
    tributyl phosphate 23.35
    diacetone alcohol 49.06
    N,N-dimethylaniline 53.76
    acrylonitrile 155.51
    aniline 37.69
    1,3-propanediol 21.99
    bromobenzene 48.58
    dibromomethane 68.1
    1,1,2,2-tetrachloroethane 146.86
    2-methyl-cyclohexyl acetate 31.12
    tetrabutyl urea 47.89
    diisobutyl methanol 6.71
    2-phenylethanol 28.81
    styrene 26.3
    dioctyl adipate 39.71
    dimethyl sulfate 313.79
    ethyl butyrate 52.4
    methyl lactate 65.83
    butyl lactate 26.76
    diethyl carbonate 44.45
    propanediol butyl ether 25.53
    triethyl orthoformate 33.46
    p-tert-butyltoluene 11.11
    methyl 4-tert-butylbenzoate 67.0
    morpholine 115.68
    tert-butylamine 10.24
    n-dodecanol 8.4
    dimethoxymethane 162.72
    ethylene carbonate 97.9
    cyrene 80.71
    2-ethoxyethyl acetate 73.27
    2-ethylhexyl acetate 28.73
    1,2,4-trichlorobenzene 92.7
    4-methylpyridine 152.54
    dibutyl ether 21.94
    2,6-dimethyl-4-heptanol 6.71
    DEF 204.53
    dimethyl isosorbide 103.93
    tetrachloroethylene 101.12
    eugenol 58.83
    triacetin 94.26
    span 80 36.25
    1,4-butanediol 13.99
    1,1-dichloroethane 61.28
    2-methyl-1-pentanol 11.31
    methyl formate 252.53
    2-methyl-1-butanol 9.54
    n-decane 2.69
    butyronitrile 36.21
    3,7-dimethyl-1-octanol 12.32
    1-chlorooctane 10.75
    1-chlorotetradecane 5.87
    n-nonane 2.45
    undecane 2.19
    tert-butylcyclohexane 1.76
    cyclooctane 1.79
    cyclopentanol 13.79
    tetrahydropyran 44.49
    tert-amyl methyl ether 36.04
    2,5,8-trioxanonane 129.61
    1-hexene 6.6
    2-isopropoxyethanol 39.73
    2,2,2-trifluoroethanol 97.39
    methyl butyrate 84.46

    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