cis-2,3-Epoxybutane

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  • Identifiers

    CAS number
    1758-33-4

    Molecular formula
    C4H8O

    SMILES
    C[C@@H]1[C@@H](O1)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Ethereal 61.16%
    Fruity 47.23%
    Sweet 46.23%
    Solvent 43.32%
    Nutty 36.49%
    Musty 35.46%
    Fermented 35.39%
    Alcoholic 35.14%
    Green 35.02%
    Buttery 34.66%

     

    Flavor
    Green 49.7%
    Earthy 34.98%
    Vegetable 33.95%
    Sweet 30.68%
    Caramel 29.51%
    Minty 28.44%
    Herbal 28.15%
    Musty 28.1%
    Nutty 26.7%
    Woody 26.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    4.95 (weak acid)

    Molecular weight
    72.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    50°C

    Flash point

    • -22.67 ˚C est.

  • Synonyms

    • cis-2,3-Epoxybutane
    • 1758-33-4
    • Butane, 2,3-epoxy-, cis-
    • CCRIS 3758
    • BRN 0079770
    • meso-2,3-Epoxybutane
    • (z)-2,3-epoxybutane
    • 2,3-Dimethyl-oxirane (Z)
    • 5-17-01-00061 (Beilstein Handbook Reference)
    • RefChem:126391
    • PQXKWPLDPFFDJP-UHFFFAOYSA-N
    • PQXKWPLDPFFDJP-ZXZARUISSA-N
    • cis-2-Butene oxide
    • Oxirane, 2,3-dimethyl-, (2R,3S)-rel-
    • cis-2,3-Dimethyloxirane
    • cis-2-Butene epoxide
    • cis-2-Butylene oxide
    • Oxirane, 2,3-dimethyl-, cis-
    • (2S,3R)-2,3-dimethyloxirane
    • MFCD00005128
    • (2R,3S)-2,3-dimethyloxirane
    • Butylenoxyd
    • meso-2,3-epoxy-butane
    • 2,3-Epoxybutane, cis-
    • cis-2,3-dimethyl-oxirane
    • cis-2 pound not3-Epoxybutane
    • SCHEMBL334764
    • cis-2,3-Epoxybutane, 97%
    • CV4R749V4L
    • SCHEMBL3586938
    • SCHEMBL29861159
    • DTXSID401026530
    • rel-(2R,3S)-2,3-Dimethyloxirane
    • AKOS015913699
    • BP-10871
    • NS00124465
    • D85879
    • cis-2,3-Dimethyloxirane, purum, >=97.0% (GC)
    • 1758-33-4

  • Applications

    Cis-2,3-Epoxybutane (CAS 1758-33-4) is primarily used as an organic synthesis intermediate and as a reactive epoxy component in polymer and resin systems. It can function as a monomer or a crosslinking partner in epoxy formulations for coatings and inks, and the epoxy ring enables ring-opening reactions to yield diols and other functional intermediates. These properties support applications in the polymers/plastics sector, coatings/inks, and adhesives; it may also be evaluated as a precursor for specialty chemicals and building blocks used in electronics encapsulation resins, and could serve as a starting material for pharmaceutical building blocks in research settings, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 272.4
    methanol 343.93
    isopropanol 204.99
    water 6.88
    ethyl acetate 148.86
    n-propanol 209.36
    acetone 219.54
    n-butanol 150.2
    acetonitrile 256.2
    DMF 200.07
    toluene 55.65
    isobutanol 122.7
    1,4-dioxane 242.8
    methyl acetate 192.85
    THF 285.29
    2-butanone 166.63
    n-pentanol 89.32
    sec-butanol 158.62
    n-hexane 27.33
    ethylene glycol 112.19
    NMP 168.32
    cyclohexane 31.55
    DMSO 171.74
    n-butyl acetate 55.44
    n-octanol 45.51
    chloroform 515.73
    n-propyl acetate 57.22
    acetic acid 276.24
    dichloromethane 356.61
    cyclohexanone 128.96
    propylene glycol 158.09
    isopropyl acetate 70.26
    DMAc 198.09
    2-ethoxyethanol 149.13
    isopentanol 94.33
    n-heptane 21.54
    ethyl formate 84.69
    1,2-dichloroethane 156.8
    n-hexanol 85.15
    2-methoxyethanol 274.4
    isobutyl acetate 35.3
    tetrachloromethane 113.67
    n-pentyl acetate 46.06
    transcutol 276.84
    n-heptanol 43.89
    ethylbenzene 27.05
    MIBK 50.98
    2-propoxyethanol 160.9
    tert-butanol 185.45
    MTBE 110.52
    2-butoxyethanol 90.65
    propionic acid 206.1
    o-xylene 40.75
    formic acid 128.14
    diethyl ether 147.18
    m-xylene 32.93
    p-xylene 37.19
    chlorobenzene 76.52
    dimethyl carbonate 46.36
    n-octane 8.13
    formamide 174.47
    cyclopentanone 181.01
    2-pentanone 103.34
    anisole 66.88
    cyclopentyl methyl ether 103.99
    gamma-butyrolactone 190.44
    1-methoxy-2-propanol 201.43
    pyridine 187.5
    3-pentanone 95.8
    furfural 171.31
    n-dodecane 6.45
    diethylene glycol 142.95
    diisopropyl ether 35.05
    tert-amyl alcohol 136.74
    acetylacetone 102.44
    n-hexadecane 6.84
    acetophenone 57.13
    methyl propionate 119.01
    isopentyl acetate 43.47
    trichloroethylene 293.63
    n-nonanol 42.33
    cyclohexanol 95.75
    benzyl alcohol 67.29
    2-ethylhexanol 43.04
    isooctanol 32.64
    dipropyl ether 65.36
    1,2-dichlorobenzene 60.89
    ethyl lactate 43.9
    propylene carbonate 91.86
    n-methylformamide 148.78
    2-pentanol 95.7
    n-pentane 31.09
    1-propoxy-2-propanol 104.9
    1-methoxy-2-propyl acetate 71.92
    2-(2-methoxypropoxy) propanol 72.64
    mesitylene 19.66
    ε-caprolactone 120.01
    p-cymene 21.18
    epichlorohydrin 216.78
    1,1,1-trichloroethane 200.52
    2-aminoethanol 190.45
    morpholine-4-carbaldehyde 182.45
    sulfolane 153.28
    2,2,4-trimethylpentane 12.59
    2-methyltetrahydrofuran 189.51
    n-hexyl acetate 64.32
    isooctane 7.56
    2-(2-butoxyethoxy)ethanol 102.18
    sec-butyl acetate 40.23
    tert-butyl acetate 59.73
    decalin 12.81
    glycerin 158.66
    diglyme 158.93
    acrylic acid 184.62
    isopropyl myristate 26.68
    n-butyric acid 160.38
    acetyl acetate 88.1
    di(2-ethylhexyl) phthalate 25.46
    ethyl propionate 60.54
    nitromethane 288.47
    1,2-diethoxyethane 86.03
    benzonitrile 72.9
    trioctyl phosphate 17.64
    1-bromopropane 125.54
    gamma-valerolactone 201.54
    n-decanol 31.05
    triethyl phosphate 28.46
    4-methyl-2-pentanol 47.37
    propionitrile 165.57
    vinylene carbonate 83.98
    1,1,2-trichlorotrifluoroethane 216.84
    DMS 55.26
    cumene 20.4
    2-octanol 29.14
    2-hexanone 60.29
    octyl acetate 34.51
    limonene 31.7
    1,2-dimethoxyethane 158.2
    ethyl orthosilicate 28.3
    tributyl phosphate 21.94
    diacetone alcohol 88.16
    N,N-dimethylaniline 43.88
    acrylonitrile 185.17
    aniline 101.44
    1,3-propanediol 160.96
    bromobenzene 68.69
    dibromomethane 247.24
    1,1,2,2-tetrachloroethane 248.21
    2-methyl-cyclohexyl acetate 37.98
    tetrabutyl urea 26.62
    diisobutyl methanol 26.65
    2-phenylethanol 59.29
    styrene 36.64
    dioctyl adipate 34.56
    dimethyl sulfate 63.48
    ethyl butyrate 49.48
    methyl lactate 82.37
    butyl lactate 40.32
    diethyl carbonate 36.31
    propanediol butyl ether 73.63
    triethyl orthoformate 40.12
    p-tert-butyltoluene 21.25
    methyl 4-tert-butylbenzoate 52.38
    morpholine 270.37
    tert-butylamine 125.1
    n-dodecanol 23.42
    dimethoxymethane 120.58
    ethylene carbonate 70.73
    cyrene 61.73
    2-ethoxyethyl acetate 70.06
    2-ethylhexyl acetate 35.13
    1,2,4-trichlorobenzene 83.2
    4-methylpyridine 124.88
    dibutyl ether 47.0
    2,6-dimethyl-4-heptanol 26.65
    DEF 114.28
    dimethyl isosorbide 89.53
    tetrachloroethylene 182.83
    eugenol 53.25
    triacetin 68.59
    span 80 69.99
    1,4-butanediol 66.17
    1,1-dichloroethane 233.85
    2-methyl-1-pentanol 62.8
    methyl formate 93.9
    2-methyl-1-butanol 97.04
    n-decane 10.81
    butyronitrile 126.28
    3,7-dimethyl-1-octanol 42.8
    1-chlorooctane 30.01
    1-chlorotetradecane 12.97
    n-nonane 10.89
    undecane 7.98
    tert-butylcyclohexane 12.63
    cyclooctane 10.78
    cyclopentanol 135.24
    tetrahydropyran 182.75
    tert-amyl methyl ether 81.91
    2,5,8-trioxanonane 113.84
    1-hexene 58.98
    2-isopropoxyethanol 94.52
    2,2,2-trifluoroethanol 118.8
    methyl butyrate 67.03

    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