Hexafluoropropylene oxide

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  • Identifiers

    CAS number
    428-59-1

    Molecular formula
    C3F6O

    SMILES
    C1(C(O1)(F)F)(C(F)(F)F)F

    Safety labels

    Compressed Gas
    Compressed Gas

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 64.85%
    Sweet 29.18%
    Cooling 19.92%
    Woody 18.52%
    Fishy 18.07%
    Savory 17.53%
    Balsamic 16.35%
    Clean 16.33%
    Dry 15.04%
    Animal 14.3%

     

    Flavor
    Odorless 34.25%
    Bitter 25.75%
    Sulfurous 23.63%
    Sulfury 20.98%
    Bland 20.78%
    Roasted 20.12%
    Sweet-like 20.03%
    Bouillon 19.36%
    Meaty 19.1%
    Mild 18.64%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    6.18 (neutral)

    Molecular weight
    166.02 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -200 °F (NTP, 1992)

    Boiling point

    • -18 °F at 760 mmHg (NTP, 1992)

    Flash point

    • -21.96 ˚C est.

  • Synonyms

    • Hexafluoropropylene oxide
    • 428-59-1
    • Hexafluoropropene oxide
    • TRIFLUORO(TRIFLUOROMETHYL)OXIRANE
    • Perfluoropropylene oxide
    • 2,2,3-Trifluoro-3-(trifluoromethyl)oxirane
    • Hexafluoro-1,2-epoxypropane
    • Hfpo
    • Perfluoro(methyloxirane)
    • Hexafluoropropene epoxide
    • Hexafluoroepoxypropane
    • Oxirane, trifluoro(trifluoromethyl)-
    • Hexafluoropropylene epoxide
    • UNII-JPY12AP87N
    • Propylene oxide hexafluoride
    • Oxirane, 2,2,3-trifluoro-3-(trifluoromethyl)-
    • HSDB 5424
    • EINECS 207-050-4
    • 1,2-Epoxyhexafluoropropane
    • JPY12AP87N
    • (Trifluoromethyl)trifluorooxirane
    • DTXSID6029177
    • EC 207-050-4
    • Propane, 1,2-epoxy-1,1,2,3,3,3-hexafluoro-
    • NA 1956
    • Perfluoro-1,2-epoxypropane
    • Perfluoro-1,2-propenoxide
    • HFPO2 compound
    • GenX-Na
    • GenX potassium salt
    • GenX-K
    • MFCD00005125
    • NA1956
    • perfluoropropene oxide
    • HFPO-TeA
    • HFPO-TrA
    • Hexafluoro1,2epoxypropane
    • SCHEMBL37265
    • C6HF11O3.H3N
    • DTXCID009177
    • Hexafluoropropylene oxide, 98%
    • Oxirane, trifluoro(trifluoromethyl)
    • per-and polyfluoroalkyl ether acids
    • GenX perfluoro(2-propoxypropanoate)
    • HEXAFLUOROPROPENE-1,2-OXIDE
    • AKOS009157112
    • hexafluoropropylene oxide tetramer acid
    • FS-3801
    • PFEA per-and polyfluoroalkyl ether acids
    • CS-0069521
    • NS00002152
    • Propane, 1,2epoxy1,1,2,3,3,3hexafluoro
    • HFPO-TA hexafluoropropylene oxide trimer acid
    • 2,2,3-Trifluoro-3-(trifluoromethyl)oxirane #
    • Ammonium 2-(perfluoropropoxy)perfluoropropionate
    • HFPO-TrA hexafluoropropylene oxide trimer acid
    • ammonium perfluoro(2-methyl-3-oxahexanoic) acid
    • GenX ammonium perfluoro-2-methyl-3-oxahexanoate
    • HFPO-TeA hexafluoropropylene oxide tetramer acid
    • Q2693924
    • Hexafluoropropylene oxide [NA1956] [Nonflammable gas]
    • ammonium 2,3,3,3-tetrafluoro-2-(heptafluoropropoxy)-propanoate
    • Propanoic acid, 2,3,3,3-tetrafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)-, sodium salt (1:1)

  • Applications

    Hexafluoropropylene oxide (CAS 428-59-1) is a fluorinated epoxide mainly used as a building block for the synthesis of fluorinated polymers and PFPEs (perfluoropolyether lubricants), and as a precursor for fluorinated epoxy resins used in coatings, paints, and inks with high chemical and thermal resistance; it is also employed to develop fluorinated surfactants and other surface-active fluorinated derivatives used in surface treatments and polymer processing, and as a component in fluorinated adhesive systems for industrial applications; in electronics, HFPO and its derivatives are used as monomer sources for fluorinated materials with suitable dielectric properties and stability.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 218.99
    methanol 541.37
    isopropanol 159.39
    water 89.46
    ethyl acetate 71.59
    n-propanol 140.83
    acetone 237.39
    n-butanol 102.71
    acetonitrile 175.07
    DMF 750.89
    toluene 12.22
    isobutanol 95.24
    1,4-dioxane 126.16
    methyl acetate 94.18
    THF 270.45
    2-butanone 140.6
    n-pentanol 84.05
    sec-butanol 113.36
    n-hexane 8.47
    ethylene glycol 208.43
    NMP 453.85
    cyclohexane 9.24
    DMSO 1150.13
    n-butyl acetate 33.54
    n-octanol 30.06
    chloroform 29.27
    n-propyl acetate 58.25
    acetic acid 118.05
    dichloromethane 46.78
    cyclohexanone 90.61
    propylene glycol 159.81
    isopropyl acetate 50.33
    DMAc 593.43
    2-ethoxyethanol 268.33
    isopentanol 82.45
    n-heptane 9.39
    ethyl formate 78.84
    1,2-dichloroethane 47.09
    n-hexanol 48.2
    2-methoxyethanol 419.8
    isobutyl acetate 27.36
    tetrachloromethane 7.98
    n-pentyl acetate 22.33
    transcutol 177.68
    n-heptanol 26.16
    ethylbenzene 10.9
    MIBK 68.41
    2-propoxyethanol 155.0
    tert-butanol 152.28
    MTBE 81.64
    2-butoxyethanol 70.48
    propionic acid 79.29
    o-xylene 15.73
    formic acid 217.68
    diethyl ether 110.7
    m-xylene 12.59
    p-xylene 11.89
    chlorobenzene 6.49
    dimethyl carbonate 75.77
    n-octane 3.71
    formamide 398.21
    cyclopentanone 147.16
    2-pentanone 112.84
    anisole 41.19
    cyclopentyl methyl ether 95.04
    gamma-butyrolactone 152.5
    1-methoxy-2-propanol 291.12
    pyridine 65.67
    3-pentanone 92.09
    furfural 114.17
    n-dodecane 2.86
    diethylene glycol 185.77
    diisopropyl ether 30.97
    tert-amyl alcohol 111.98
    acetylacetone 94.37
    n-hexadecane 2.98
    acetophenone 47.74
    methyl propionate 96.48
    isopentyl acetate 24.35
    trichloroethylene 38.25
    n-nonanol 28.64
    cyclohexanol 62.08
    benzyl alcohol 47.34
    2-ethylhexanol 23.87
    isooctanol 19.87
    dipropyl ether 51.16
    1,2-dichlorobenzene 6.67
    ethyl lactate 71.2
    propylene carbonate 60.36
    n-methylformamide 359.79
    2-pentanol 80.12
    n-pentane 13.55
    1-propoxy-2-propanol 95.25
    1-methoxy-2-propyl acetate 60.72
    2-(2-methoxypropoxy) propanol 78.96
    mesitylene 9.96
    ε-caprolactone 76.96
    p-cymene 10.5
    epichlorohydrin 136.3
    1,1,1-trichloroethane 18.23
    2-aminoethanol 226.39
    morpholine-4-carbaldehyde 297.7
    sulfolane 236.33
    2,2,4-trimethylpentane 5.11
    2-methyltetrahydrofuran 123.87
    n-hexyl acetate 28.86
    isooctane 3.58
    2-(2-butoxyethoxy)ethanol 89.59
    sec-butyl acetate 33.27
    tert-butyl acetate 48.34
    decalin 3.94
    glycerin 216.96
    diglyme 151.94
    acrylic acid 84.42
    isopropyl myristate 15.38
    n-butyric acid 65.1
    acetyl acetate 32.81
    di(2-ethylhexyl) phthalate 15.31
    ethyl propionate 59.33
    nitromethane 267.55
    1,2-diethoxyethane 53.38
    benzonitrile 30.03
    trioctyl phosphate 14.45
    1-bromopropane 34.04
    gamma-valerolactone 187.27
    n-decanol 22.2
    triethyl phosphate 24.81
    4-methyl-2-pentanol 46.49
    propionitrile 109.27
    vinylene carbonate 45.49
    1,1,2-trichlorotrifluoroethane 126.0
    DMS 28.85
    cumene 9.26
    2-octanol 19.76
    2-hexanone 75.79
    octyl acetate 20.51
    limonene 16.36
    1,2-dimethoxyethane 293.73
    ethyl orthosilicate 22.82
    tributyl phosphate 15.41
    diacetone alcohol 104.67
    N,N-dimethylaniline 50.41
    acrylonitrile 117.74
    aniline 34.97
    1,3-propanediol 174.04
    bromobenzene 4.31
    dibromomethane 29.68
    1,1,2,2-tetrachloroethane 43.71
    2-methyl-cyclohexyl acetate 26.57
    tetrabutyl urea 33.17
    diisobutyl methanol 19.13
    2-phenylethanol 32.66
    styrene 10.28
    dioctyl adipate 23.7
    dimethyl sulfate 115.01
    ethyl butyrate 39.82
    methyl lactate 115.43
    butyl lactate 33.68
    diethyl carbonate 27.31
    propanediol butyl ether 74.06
    triethyl orthoformate 31.19
    p-tert-butyltoluene 10.25
    methyl 4-tert-butylbenzoate 38.6
    morpholine 213.72
    tert-butylamine 88.88
    n-dodecanol 16.83
    dimethoxymethane 346.85
    ethylene carbonate 43.96
    cyrene 115.12
    2-ethoxyethyl acetate 31.93
    2-ethylhexyl acetate 18.47
    1,2,4-trichlorobenzene 9.64
    4-methylpyridine 57.94
    dibutyl ether 25.42
    2,6-dimethyl-4-heptanol 19.13
    DEF 181.09
    dimethyl isosorbide 108.3
    tetrachloroethylene 25.39
    eugenol 46.83
    triacetin 36.56
    span 80 47.46
    1,4-butanediol 106.79
    1,1-dichloroethane 31.47
    2-methyl-1-pentanol 55.45
    methyl formate 198.91
    2-methyl-1-butanol 79.85
    n-decane 4.68
    butyronitrile 82.21
    3,7-dimethyl-1-octanol 23.2
    1-chlorooctane 10.66
    1-chlorotetradecane 5.3
    n-nonane 4.46
    undecane 3.56
    tert-butylcyclohexane 3.34
    cyclooctane 4.82
    cyclopentanol 91.82
    tetrahydropyran 89.0
    tert-amyl methyl ether 72.43
    2,5,8-trioxanonane 127.15
    1-hexene 20.34
    2-isopropoxyethanol 146.55
    2,2,2-trifluoroethanol 88.96
    methyl butyrate 75.61

    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