Diethylene glycol dimethyl ether

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  • Identifiers

    CAS number
    111-96-6

    Molecular formula
    C6H14O3

    SMILES
    COCCOCCOC

    Safety labels

    Flammable
    Flammable

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Ethereal 72.52%
    Sweet 48.97%
    Alcoholic 48.63%
    Solvent 38.19%
    Fruity 30.51%
    Fermented 29.53%
    Musty 25.4%
    Fresh 23.5%
    Rummy 21.9%
    Pungent 21.81%

     

    Flavor
    Sweet 52.18%
    Alcoholic 42.72%
    Green 42.18%
    Vegetable 38.46%
    Earthy 36.64%
    Musty 35.85%
    Bitter 35.55%
    Alcohol 33.58%
    Ether 32.56%
    Fruit 30.23%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    5.46 (weak acid)

    Molecular weight
    134.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • -90 °F (NTP, 1992)
    • -68 °C

    Boiling point

    • 321 to 324 °F at 760 mmHg ; 241 °F at 200 mmHg; 167 °F at 35 mmHg; 68 °F at 3 mmHg (NTP, 1992)
    • boiling point equals 321 to 324 °F
    • 162 °C at 760 mm Hg; 116 °C at 200 mm Hg; 75 °C at 35 mm Hg; 20 dg C at 3 mm Hg
    • 162 °C

    Flash point

    • 58.28 ˚C est.
    • 153 to 158 °F (NTP, 1992)
    • Flash point equals 153 to 158 °F
    • 153 °F (67 °C) (CLOSED CUP)
    • 51 °C c.c.

    Solubility expt.

    • Miscible (NTP, 1992)
    • Miscible with alcohol, ether, hydrocarbon solvents
    • Soluble in benzene
    • In water, miscible
    • Solubility in water: miscible

  • Synonyms

    • Diglyme
    • 111-96-6
    • 2-Methoxyethyl ether
    • Bis(2-methoxyethyl) ether
    • 1-Methoxy-2-(2-methoxyethoxy)ethane
    • DIETHYLENE GLYCOL DIMETHYL ETHER
    • Dimethyl carbitol
    • Di(2-Methoxyethyl) ether
    • 2,5,8-Trioxanonane
    • Dimethoxydiglycol
    • (2-Methoxyethyl) ether
    • Ether, bis(2-methoxyethyl)
    • Bis(2-methoxyethyl)ether
    • Methyldiglyme
    • Glyme 2
    • Diglycol methyl ether
    • Ethane, 1,1'-oxybis[2-methoxy-
    • Dimethyldiglycol
    • Diethyl glycol dimethyl ether
    • 2-(2-Methoxyethoxy)-1-methoxyethane
    • 1,1'-Oxybis(2-methoxyethane)
    • Glyme-2
    • HSDB 72
    • diethylene glycol dimethylether
    • NSC 59726
    • CCRIS 6212
    • dimethyl digol
    • methyl diglyme
    • 2,2'-oxybis(1-methoxyethane)
    • DTXSID1024621
    • Ethanol, 2,2'-oxybis-, dimethyl ether
    • M4BH3X0MVZ
    • Ethane, 1,1'-oxybis(2-methoxy-
    • 2,2'-oxybis[1-(methyloxy)ethane]
    • EINECS 203-924-4
    • diethyleneglycol dimethyl ether
    • BRN 1736101
    • CHEBI:46784
    • HISOLVE MDM
    • AI3-28583
    • bis(2methoxyethyl)ether
    • DIGLYME [MI]
    • NSC-59726
    • DTXCID604621
    • CH3-O-CH2-CH2-O-CH2-CH2-O-CH3
    • 1,1'-oxybis[2-methoxyethane]
    • 1,1'-Oxybis(2-methoxy)ethane
    • EC 203-924-4
    • 2,2'-Oxybisethanol dimethyl ether
    • Diethylene Glycol Dimethyl Ether(Diglyme)
    • DIETHYLENE GLYCOL DIMETHYL ETHER [HSDB]
    • 2,2'-oxybis(1-(methyloxy)ethane)
    • 2-methoxyethylether
    • CAS-111-96-6
    • M2M
    • UNII-M4BH3X0MVZ
    • MFCD00008503
    • diethyleneglycoldimethylether
    • Dimethyldigol
    • Dimethylcarbitol
    • PolySolv
    • methoxyethyl ether
    • (Diglyme)
    • DGdiME
    • 2,8-Trioxanonane
    • Diglyme; 1-Methoxy-2-(2-methoxyethoxy)ethane; Bis(2-methoxyethyl)ether; Diethylene glycol dimethyl ether
    • 2,5,8trioxanonane
    • DEGDME
    • DGDME
    • 2-methoxylethyl ether
    • 2-methyoxyethyl ether
    • (2-methoxyethyl)ether
    • POLY SOLV
    • (2Methoxyethyl) ether
    • dimethoxydiethyleneglycol
    • Di(2Methoxyethyl) ether
    • Dimethoxydiethylene glycol
    • Bis(2methoxyethyl) ether
    • di-(2-methoxyethyl)ether
    • GLYME 3
    • SCHEMBL398
    • Ether, bis(2methoxyethyl)
    • bis-(2-methoxy ethyl)ether
    • bis-(2-methoxyethyl) ether
    • bis-(2-methoxyethyl)-ether
    • 1,1'Oxybis(2methoxyethane)
    • bis-(2-methoxy ethyl) ether
    • Ethane, 1,1'oxybis(2methoxy
    • Ethane,1'-oxybis[2-methoxy-
    • diethylene-glycol dimethyl ether
    • 2(2Methoxyethoxy)1methoxyethane
    • CH3OCH2CH2OCH2CH2OCH3
    • DIMETHOXYDIGLYCOL [INCI]
    • CHEMBL1234162
    • NSC59726
    • Bis(2-methoxyethyl) Ether, Reagent
    • Ethanol,2'-oxybis-, dimethyl ether
    • Tox21_202340
    • Tox21_300077
    • STL280534
    • 1-(2-methoxyethoxy)-2-methoxyethane
    • Ethanol, 2,2'oxybis, dimethyl ether
    • 1-methoxy-2-(2-methoxyethoxyl)ethane
    • AKOS000120199
    • DB02935
    • BIS(2-METHOXYETHYL) ETHER-D14
    • 1-Methoxy-2-(2-methoxyethoxy)ethane #
    • DIETHYLENE GLYCOL, DIMETHYL ETHER
    • NCGC00247897-01
    • NCGC00247897-02
    • NCGC00253963-01
    • NCGC00259889-01
    • 2,2'-OXYBISETHANOL, DIMETHYL ETHER
    • DB-060140
    • B0498
    • CS-0017205
    • NS00000296
    • EN300-19205
    • D72523
    • Q865952
    • Diethylene glycol dimethyl ether, analytical standard
    • Diethylene glycol dimethyl ether, anhydrous, 99.5%
    • Diethylene glycol dimethyl ether, ReagentPlus(R), 99%
    • F1908-0129
    • Z104473160
    • Diethylene glycol dimethyl ether stabilized with 100ppm BHT
    • Diethylene glycol dimethyl ether, Vetec(TM) reagent grade, 98%
    • Diethylene glycol dimethyl ether, puriss. p.a., >=99.5% (GC)

  • Applications

    Diethylene glycol dimethyl ether (diglyme, CAS 111-96-6) is a polar aprotic, high-boiling solvent widely used across industry for applications such as: solvent for organic synthesis and organometallic systems (for example Grignard and lithium reagents); electrolyte solvent in lithium batteries and energy-storage formulations; cleaning and degreasing solvent in electronics manufacturing and precision cleaning; solvent for coatings, inks and adhesives formulations; processing solvent for polymers and plastics in resin and coating applications; and it may be used as an intermediate or precursor in the synthesis of other glyme solvents.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 282.85
    methanol 476.8
    isopropanol 140.62
    water 23.21
    ethyl acetate 107.25
    n-propanol 189.07
    acetone 148.47
    n-butanol 117.38
    acetonitrile 178.73
    DMF 394.36
    toluene 27.57
    isobutanol 101.71
    1,4-dioxane 263.21
    methyl acetate 145.73
    THF 304.07
    2-butanone 103.77
    n-pentanol 52.66
    sec-butanol 118.41
    n-hexane 10.16
    ethylene glycol 226.65
    NMP 391.5
    cyclohexane 60.69
    DMSO 617.83
    n-butyl acetate 61.74
    n-octanol 30.11
    chloroform 714.05
    n-propyl acetate 54.38
    acetic acid 941.11
    dichloromethane 656.04
    cyclohexanone 204.28
    propylene glycol 188.09
    isopropyl acetate 37.42
    DMAc 240.22
    2-ethoxyethanol 158.12
    isopentanol 58.27
    n-heptane 19.3
    ethyl formate 133.86
    1,2-dichloroethane 292.52
    n-hexanol 59.52
    2-methoxyethanol 373.43
    isobutyl acetate 27.08
    tetrachloromethane 157.42
    n-pentyl acetate 36.8
    transcutol 267.65
    n-heptanol 30.75
    ethylbenzene 15.82
    MIBK 19.87
    2-propoxyethanol 129.6
    tert-butanol 135.59
    MTBE 43.92
    2-butoxyethanol 73.59
    propionic acid 377.15
    o-xylene 29.69
    formic acid 570.05
    diethyl ether 64.44
    m-xylene 17.42
    p-xylene 25.19
    chlorobenzene 88.98
    dimethyl carbonate 42.28
    n-octane 5.8
    formamide 567.05
    cyclopentanone 249.36
    2-pentanone 50.88
    anisole 46.03
    cyclopentyl methyl ether 99.74
    gamma-butyrolactone 372.46
    1-methoxy-2-propanol 168.88
    pyridine 270.79
    3-pentanone 59.65
    furfural 447.71
    n-dodecane 4.51
    diethylene glycol 166.32
    diisopropyl ether 11.27
    tert-amyl alcohol 106.99
    acetylacetone 71.98
    n-hexadecane 4.94
    acetophenone 60.9
    methyl propionate 96.29
    isopentyl acetate 43.24
    trichloroethylene 592.11
    n-nonanol 27.71
    cyclohexanol 169.5
    benzyl alcohol 72.26
    2-ethylhexanol 39.66
    isooctanol 23.54
    dipropyl ether 49.13
    1,2-dichlorobenzene 103.05
    ethyl lactate 57.51
    propylene carbonate 175.77
    n-methylformamide 318.31
    2-pentanol 56.41
    n-pentane 15.03
    1-propoxy-2-propanol 94.87
    1-methoxy-2-propyl acetate 59.09
    2-(2-methoxypropoxy) propanol 77.57
    mesitylene 12.57
    ε-caprolactone 185.25
    p-cymene 22.04
    epichlorohydrin 284.74
    1,1,1-trichloroethane 211.52
    2-aminoethanol 265.3
    morpholine-4-carbaldehyde 310.98
    sulfolane 508.81
    2,2,4-trimethylpentane 7.29
    2-methyltetrahydrofuran 175.78
    n-hexyl acetate 51.09
    isooctane 2.79
    2-(2-butoxyethoxy)ethanol 88.26
    sec-butyl acetate 26.78
    tert-butyl acetate 33.58
    decalin 12.55
    glycerin 309.71
    diglyme 190.46
    acrylic acid 453.75
    isopropyl myristate 20.64
    n-butyric acid 259.09
    acetyl acetate 91.21
    di(2-ethylhexyl) phthalate 32.96
    ethyl propionate 50.57
    nitromethane 708.52
    1,2-diethoxyethane 57.83
    benzonitrile 90.87
    trioctyl phosphate 21.92
    1-bromopropane 110.25
    gamma-valerolactone 312.79
    n-decanol 19.84
    triethyl phosphate 54.04
    4-methyl-2-pentanol 18.64
    propionitrile 126.66
    vinylene carbonate 200.62
    1,1,2-trichlorotrifluoroethane 536.83
    DMS 60.61
    cumene 14.0
    2-octanol 18.78
    2-hexanone 34.43
    octyl acetate 29.49
    limonene 37.79
    1,2-dimethoxyethane 182.2
    ethyl orthosilicate 45.54
    tributyl phosphate 30.23
    diacetone alcohol 58.87
    N,N-dimethylaniline 38.48
    acrylonitrile 212.17
    aniline 114.36
    1,3-propanediol 237.8
    bromobenzene 76.9
    dibromomethane 387.63
    1,1,2,2-tetrachloroethane 488.61
    2-methyl-cyclohexyl acetate 54.87
    tetrabutyl urea 41.13
    diisobutyl methanol 22.71
    2-phenylethanol 56.44
    styrene 24.36
    dioctyl adipate 48.57
    dimethyl sulfate 103.89
    ethyl butyrate 61.56
    methyl lactate 93.12
    butyl lactate 50.57
    diethyl carbonate 55.83
    propanediol butyl ether 74.25
    triethyl orthoformate 56.38
    p-tert-butyltoluene 21.64
    methyl 4-tert-butylbenzoate 67.61
    morpholine 333.43
    tert-butylamine 84.12
    n-dodecanol 15.75
    dimethoxymethane 112.83
    ethylene carbonate 144.81
    cyrene 100.06
    2-ethoxyethyl acetate 55.22
    2-ethylhexyl acetate 38.39
    1,2,4-trichlorobenzene 139.75
    4-methylpyridine 136.32
    dibutyl ether 33.43
    2,6-dimethyl-4-heptanol 22.71
    DEF 118.05
    dimethyl isosorbide 128.27
    tetrachloroethylene 462.7
    eugenol 70.29
    triacetin 86.47
    span 80 83.27
    1,4-butanediol 79.22
    1,1-dichloroethane 199.47
    2-methyl-1-pentanol 32.62
    methyl formate 222.42
    2-methyl-1-butanol 74.82
    n-decane 7.64
    butyronitrile 92.28
    3,7-dimethyl-1-octanol 28.4
    1-chlorooctane 23.96
    1-chlorotetradecane 10.65
    n-nonane 7.57
    undecane 5.61
    tert-butylcyclohexane 8.8
    cyclooctane 12.59
    cyclopentanol 219.63
    tetrahydropyran 206.83
    tert-amyl methyl ether 37.92
    2,5,8-trioxanonane 133.14
    1-hexene 23.96
    2-isopropoxyethanol 71.28
    2,2,2-trifluoroethanol 375.79
    methyl butyrate 76.62

    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