Carbonyl fluoride

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  • Identifiers

    CAS number
    353-50-4

    Molecular formula
    CF2O

    SMILES
    C(=O)(F)F

    Safety labels

    Compressed Gas
    Compressed Gas

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 72.52%
    Sour 27.04%
    Meaty 21.91%
    Cheesy 20.51%
    Savory 20.06%
    Sharp 18.4%
    Sulfurous 18.18%
    Pungent 17.26%
    Burnt 17.08%
    Cooked 17.05%

     

    Flavor
    Odorless 58.99%
    Sour 25.87%
    Mousy 22.19%
    Pungent 21.43%
    Formyl 21.26%
    Soy 20.14%
    Rotten 19.85%
    Vinegar 19.58%
    Mild 19.44%
    Bland 19.18%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    2.49 (strong acid)

    Molecular weight
    66.007 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -173 °F (USCG, 1999)
    • -111.26 °C
    • -114 °C
    • -173 °F

    Boiling point

    • -117 °F at 760 mmHg (USCG, 1999)
    • -84.57 °C
    • -83 °C
    • -118 °F

    Flash point

    • 11.59 ˚C est.

    Solubility expt.

    • Reacts with water (NIOSH, 2024)
    • Hygroscopic
    • Solubility in water: reaction
    • Reacts

  • Synonyms

    • Carbonyl fluoride
    • Carbonic difluoride
    • CARBONYL DIFLUORIDE
    • 353-50-4
    • Carbon oxyfluoride
    • Fluophosgene
    • Fluorophosgene
    • Difluorooxomethane
    • Carbon difluoride oxide
    • Difluoroformaldehyde
    • Fluoroformyl fluoride
    • Difluorophosgene
    • RCRA waste number U033
    • Carbon oxyfluoride (COF2)
    • Carbon fluoride oxide
    • Carbon fluoride oxide (COF2)
    • HSDB 6010
    • EINECS 206-534-2
    • UN2417
    • UNII-2NU89R5398
    • carbonic acid difluoride
    • COF2
    • Carbonyl fluoride, compressed
    • CARBONYL FLUORIDE [MI]
    • DTXSID7059858
    • CARBONYL DIFLUORIDE [HSDB]
    • 2NU89R5398
    • UN 2417
    • Carbonyl oxyfluoride
    • RCRA waste no. U033
    • MFCD00042568
    • Carbonyl fluoride 97%
    • Carbonic difluoride (9CI)
    • Carbonyl fluoride (ACGIH)
    • DTXCID3038983
    • CARBONYL FLUORIDE (COF2)
    • CARBONYL DIFLUORIDE (COF2)
    • AKOS005762892
    • NS00041671
    • A822741
    • Q251793
    • Carbonyl fluoride, compressed [UN2417] [Poison gas]

  • Applications

    Carbonyl fluoride is primarily used as a reactive acylating and fluorinating reagent in organic synthesis. It is used to convert carboxylic acids and alcohols into acid fluorides and fluoroformates (R–COF and ROCOF), providing building blocks for pharmaceuticals, agrochemicals, and specialty polymers. In industry, it serves as an intermediate to prepare fluorinated monomers and crosslinkable resins, enabling subsequent polymerization and post-polymerization functionalization. It is also applied in process chemistry to introduce reactive acyl fluoride functionality under controlled conditions, with potential uses in coatings, inks, and adhesives where acyl fluoride chemistry is advantageous.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 109.99
    methanol 181.72
    isopropanol 88.9
    water 141.11
    ethyl acetate 17.51
    n-propanol 71.21
    acetone 62.16
    n-butanol 59.59
    acetonitrile 32.98
    DMF 336.36
    toluene 5.13
    isobutanol 44.95
    1,4-dioxane 46.12
    methyl acetate 26.58
    THF 86.27
    2-butanone 32.39
    n-pentanol 36.38
    sec-butanol 55.31
    n-hexane 4.7
    ethylene glycol 95.11
    NMP 150.01
    cyclohexane 3.75
    DMSO 371.59
    n-butyl acetate 12.9
    n-octanol 20.12
    chloroform 7.83
    n-propyl acetate 13.65
    acetic acid 49.89
    dichloromethane 14.97
    cyclohexanone 25.18
    propylene glycol 62.7
    isopropyl acetate 13.12
    DMAc 183.68
    2-ethoxyethanol 72.82
    isopentanol 44.22
    n-heptane 5.63
    ethyl formate 29.54
    1,2-dichloroethane 18.52
    n-hexanol 28.19
    2-methoxyethanol 142.13
    isobutyl acetate 5.99
    tetrachloromethane 3.38
    n-pentyl acetate 14.37
    transcutol 59.76
    n-heptanol 23.41
    ethylbenzene 3.89
    MIBK 17.61
    2-propoxyethanol 59.43
    tert-butanol 98.47
    MTBE 33.89
    2-butoxyethanol 43.18
    propionic acid 37.95
    o-xylene 7.55
    formic acid 95.59
    diethyl ether 35.52
    m-xylene 6.28
    p-xylene 4.44
    chlorobenzene 3.83
    dimethyl carbonate 25.96
    n-octane 2.72
    formamide 127.8
    cyclopentanone 40.85
    2-pentanone 29.34
    anisole 12.24
    cyclopentyl methyl ether 30.4
    gamma-butyrolactone 48.63
    1-methoxy-2-propanol 100.77
    pyridine 23.99
    3-pentanone 20.55
    furfural 46.67
    n-dodecane 2.02
    diethylene glycol 70.11
    diisopropyl ether 10.36
    tert-amyl alcohol 63.61
    acetylacetone 22.37
    n-hexadecane 2.04
    acetophenone 13.12
    methyl propionate 27.18
    isopentyl acetate 10.03
    trichloroethylene 12.83
    n-nonanol 18.23
    cyclohexanol 28.47
    benzyl alcohol 17.01
    2-ethylhexanol 13.95
    isooctanol 16.23
    dipropyl ether 19.82
    1,2-dichlorobenzene 4.27
    ethyl lactate 18.58
    propylene carbonate 21.51
    n-methylformamide 134.47
    2-pentanol 39.05
    n-pentane 8.76
    1-propoxy-2-propanol 41.89
    1-methoxy-2-propyl acetate 17.68
    2-(2-methoxypropoxy) propanol 34.13
    mesitylene 5.42
    ε-caprolactone 24.43
    p-cymene 5.43
    epichlorohydrin 42.61
    1,1,1-trichloroethane 6.11
    2-aminoethanol 103.36
    morpholine-4-carbaldehyde 96.39
    sulfolane 84.81
    2,2,4-trimethylpentane 3.48
    2-methyltetrahydrofuran 40.9
    n-hexyl acetate 15.41
    isooctane 2.91
    2-(2-butoxyethoxy)ethanol 42.21
    sec-butyl acetate 7.66
    tert-butyl acetate 15.08
    decalin 1.95
    glycerin 91.87
    diglyme 66.4
    acrylic acid 39.95
    isopropyl myristate 8.58
    n-butyric acid 32.44
    acetyl acetate 8.57
    di(2-ethylhexyl) phthalate 10.94
    ethyl propionate 14.1
    nitromethane 70.53
    1,2-diethoxyethane 20.47
    benzonitrile 10.01
    trioctyl phosphate 10.18
    1-bromopropane 12.76
    gamma-valerolactone 53.76
    n-decanol 15.16
    triethyl phosphate 9.62
    4-methyl-2-pentanol 21.75
    propionitrile 27.43
    vinylene carbonate 19.19
    1,1,2-trichlorotrifluoroethane 44.04
    DMS 12.2
    cumene 4.21
    2-octanol 16.75
    2-hexanone 16.81
    octyl acetate 12.07
    limonene 7.75
    1,2-dimethoxyethane 92.35
    ethyl orthosilicate 9.43
    tributyl phosphate 9.5
    diacetone alcohol 34.28
    N,N-dimethylaniline 17.88
    acrylonitrile 33.96
    aniline 15.85
    1,3-propanediol 85.25
    bromobenzene 2.57
    dibromomethane 11.21
    1,1,2,2-tetrachloroethane 14.72
    2-methyl-cyclohexyl acetate 9.65
    tetrabutyl urea 18.35
    diisobutyl methanol 11.09
    2-phenylethanol 15.19
    styrene 3.95
    dioctyl adipate 12.11
    dimethyl sulfate 46.08
    ethyl butyrate 12.38
    methyl lactate 38.02
    butyl lactate 18.55
    diethyl carbonate 8.57
    propanediol butyl ether 37.73
    triethyl orthoformate 11.21
    p-tert-butyltoluene 5.96
    methyl 4-tert-butylbenzoate 23.59
    morpholine 68.1
    tert-butylamine 55.86
    n-dodecanol 12.06
    dimethoxymethane 116.03
    ethylene carbonate 17.04
    cyrene 31.53
    2-ethoxyethyl acetate 17.09
    2-ethylhexyl acetate 7.66
    1,2,4-trichlorobenzene 5.03
    4-methylpyridine 22.27
    dibutyl ether 11.64
    2,6-dimethyl-4-heptanol 11.09
    DEF 55.77
    dimethyl isosorbide 38.06
    tetrachloroethylene 11.6
    eugenol 27.98
    triacetin 14.74
    span 80 28.74
    1,4-butanediol 45.01
    1,1-dichloroethane 10.22
    2-methyl-1-pentanol 25.36
    methyl formate 81.83
    2-methyl-1-butanol 39.71
    n-decane 2.8
    butyronitrile 26.29
    3,7-dimethyl-1-octanol 14.14
    1-chlorooctane 6.11
    1-chlorotetradecane 3.49
    n-nonane 2.78
    undecane 2.34
    tert-butylcyclohexane 2.06
    cyclooctane 2.28
    cyclopentanol 41.56
    tetrahydropyran 30.06
    tert-amyl methyl ether 30.95
    2,5,8-trioxanonane 53.98
    1-hexene 9.84
    2-isopropoxyethanol 42.4
    2,2,2-trifluoroethanol 34.61
    methyl butyrate 19.33

    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