Cyclohexanone peroxide

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  • Identifiers

    CAS number
    12262-58-7

    Molecular formula
    C12H22O5

    SMILES
    C1CCC(CC1)(O)OOC2(CCCCC2)OO

    Safety labels

    Explosive
    Explosive

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 43.7%
    Odorless 31.82%
    Mint 27.47%
    Camphoreous 26.73%
    Woody 26.39%
    Fruity 25.18%
    Alcoholic 24.1%
    Cooling 22.76%
    Fresh 21.52%
    Solvent 21.1%

     

    Flavor
    Fatty 38.39%
    Bitter 34.26%
    Sweet 31.7%
    Odorless 28.79%
    Sweet-like 25.99%
    Cauliflower 25.15%
    Oily 24.03%
    Alkaline 23.13%
    Soil 22.35%
    Beet 22.32%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    8.27 (weak base)

    Molecular weight
    246.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    297°C

    Melting point expt.

    • 76-77 °C

    Flash point

    • 147.85 ˚C est.
    • 315 °F Combustible solution) (dibutyl phthalate) (USCG, 1999)
    • 315 °F

    Solubility expt.

    • OFF-WHITE THICK PASTE; INSOL IN WATER; SOL IN COMMON ORG SOLVENTS /PASTE WITH DIBUTYL PHTHALATE/
    • Insoluble in water; soluble in most organic solvents

  • Synonyms

    • CYCLOHEXANONE PEROXIDE
    • Perhexa P
    • 1-Hydroperoxycyclohexyl 1-hydroxycyclohexyl peroxide
    • 12262-58-7
    • Cyclohexanone, peroxide
    • 78-18-2
    • 1-Hydroperoxycyclohexyl-1-hydroxycyclohexyl peroxide
    • HSDB 281
    • 1-Hydroxy-1'-hydroperoxydicyclohexyl peroxide
    • 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol
    • EINECS 201-091-1
    • BRN 1567208
    • 3P1S15N7AV
    • Cyclohexanol, 1-((1-hydroperoxycyclohexyl)dioxy)-
    • Peroxide, 1-hydroperoxycyclohexyl 1-hydroxycyclohexyl
    • Cyclohexanol, 1-[(1-hydroperoxycyclohexyl)dioxy]-
    • DTXSID9058812
    • 4-07-00-00020 (Beilstein Handbook Reference)
    • CYCLOHEXANONE PEROXIDE [HSDB]
    • Cycloneox LE
    • Cycloneox LNC
    • Cycloneox BT 50
    • Cycloneox LE 50
    • EINECS 235-527-7
    • UNII-3P1S15N7AV
    • SCHEMBL36916
    • DTXCID6048098
    • DTXSID9093983
    • AKOS015903926
    • 1Hydroxy1`hydroperoxydicyclohexyl peroxide
    • DB-056290
    • 1-hydroxy-1-hydroperoxydicyclohexyl peroxide
    • NS00020233
    • Cyclohexanol, 1((1hydroperoxycyclohexyl)dioxy)
    • 1Hydroperoxycyclohexyl1hydroxycyclohexyl peroxide
    • Q27257839
    • 201-091-1
    • 235-527-7

  • Applications

    Cyclohexanone peroxide (CAS 12262-58-7) is a high-energy organic peroxide commonly used as a radical initiator in industrial polymerization and resin curing. In practice, it is employed to initiate the polymerization of vinyl and acrylate monomers in plastics and adhesive formulations, enabling rapid curing of coatings and inks, and as a crosslinking/initiator component in unsaturated polyester and epoxy resin systems. It may also be used in niche polymer syntheses that require thermal initiation. Because of safety considerations, its use is subject to strict handling, formulation limits, and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 212.78
    methanol 247.84
    isopropanol 164.38
    water 0.25
    ethyl acetate 444.28
    n-propanol 159.64
    acetone 625.83
    n-butanol 148.47
    acetonitrile 272.38
    DMF 872.53
    toluene 236.96
    isobutanol 130.97
    1,4-dioxane 613.38
    methyl acetate 425.49
    THF 988.88
    2-butanone 485.14
    n-pentanol 125.94
    sec-butanol 162.71
    n-hexane 15.57
    ethylene glycol 29.95
    NMP 831.2
    cyclohexane 49.51
    DMSO 848.84
    n-butyl acetate 331.57
    n-octanol 113.21
    chloroform 1092.99
    n-propyl acetate 331.76
    acetic acid 514.89
    dichloromethane 963.24
    cyclohexanone 924.02
    propylene glycol 47.74
    isopropyl acetate 312.85
    DMAc 784.02
    2-ethoxyethanol 283.55
    isopentanol 156.17
    n-heptane 10.34
    ethyl formate 317.46
    1,2-dichloroethane 656.04
    n-hexanol 122.79
    2-methoxyethanol 411.82
    isobutyl acetate 184.43
    tetrachloromethane 88.34
    n-pentyl acetate 275.73
    transcutol 1258.14
    n-heptanol 89.51
    ethylbenzene 154.09
    MIBK 265.41
    2-propoxyethanol 278.1
    tert-butanol 197.23
    MTBE 191.58
    2-butoxyethanol 237.62
    propionic acid 283.1
    o-xylene 166.39
    formic acid 156.98
    diethyl ether 211.9
    m-xylene 144.13
    p-xylene 219.5
    chlorobenzene 408.33
    dimethyl carbonate 181.72
    n-octane 8.58
    formamide 369.73
    cyclopentanone 961.45
    2-pentanone 401.3
    anisole 294.47
    cyclopentyl methyl ether 347.63
    gamma-butyrolactone 1173.39
    1-methoxy-2-propanol 310.92
    pyridine 713.51
    3-pentanone 301.69
    furfural 926.25
    n-dodecane 9.69
    diethylene glycol 193.7
    diisopropyl ether 78.04
    tert-amyl alcohol 165.97
    acetylacetone 634.19
    n-hexadecane 11.82
    acetophenone 397.69
    methyl propionate 326.83
    isopentyl acetate 294.17
    trichloroethylene 1386.22
    n-nonanol 103.67
    cyclohexanol 227.67
    benzyl alcohol 245.96
    2-ethylhexanol 96.57
    isooctanol 78.5
    dipropyl ether 111.09
    1,2-dichlorobenzene 403.23
    ethyl lactate 156.83
    propylene carbonate 647.28
    n-methylformamide 380.44
    2-pentanol 119.8
    n-pentane 13.0
    1-propoxy-2-propanol 200.93
    1-methoxy-2-propyl acetate 305.04
    2-(2-methoxypropoxy) propanol 254.06
    mesitylene 95.13
    ε-caprolactone 781.98
    p-cymene 80.05
    epichlorohydrin 979.71
    1,1,1-trichloroethane 500.25
    2-aminoethanol 77.74
    morpholine-4-carbaldehyde 845.71
    sulfolane 1177.98
    2,2,4-trimethylpentane 12.09
    2-methyltetrahydrofuran 554.0
    n-hexyl acetate 359.96
    isooctane 8.55
    2-(2-butoxyethoxy)ethanol 377.34
    sec-butyl acetate 228.76
    tert-butyl acetate 308.93
    decalin 31.49
    glycerin 99.87
    diglyme 776.13
    acrylic acid 278.87
    isopropyl myristate 132.76
    n-butyric acid 414.94
    acetyl acetate 377.23
    di(2-ethylhexyl) phthalate 121.08
    ethyl propionate 293.76
    nitromethane 1064.68
    1,2-diethoxyethane 338.71
    benzonitrile 398.73
    trioctyl phosphate 86.06
    1-bromopropane 262.63
    gamma-valerolactone 1270.0
    n-decanol 72.25
    triethyl phosphate 127.55
    4-methyl-2-pentanol 86.6
    propionitrile 216.64
    vinylene carbonate 595.0
    1,1,2-trichlorotrifluoroethane 621.06
    DMS 335.93
    cumene 101.59
    2-octanol 76.11
    2-hexanone 291.72
    octyl acetate 167.96
    limonene 108.41
    1,2-dimethoxyethane 570.64
    ethyl orthosilicate 110.99
    tributyl phosphate 122.28
    diacetone alcohol 322.49
    N,N-dimethylaniline 194.46
    acrylonitrile 322.08
    aniline 254.77
    1,3-propanediol 164.95
    bromobenzene 442.21
    dibromomethane 577.07
    1,1,2,2-tetrachloroethane 1107.92
    2-methyl-cyclohexyl acetate 197.94
    tetrabutyl urea 155.91
    diisobutyl methanol 67.96
    2-phenylethanol 198.63
    styrene 209.06
    dioctyl adipate 205.9
    dimethyl sulfate 333.66
    ethyl butyrate 243.8
    methyl lactate 192.33
    butyl lactate 218.1
    diethyl carbonate 175.12
    propanediol butyl ether 238.82
    triethyl orthoformate 154.62
    p-tert-butyltoluene 75.84
    methyl 4-tert-butylbenzoate 299.35
    morpholine 666.56
    tert-butylamine 101.15
    n-dodecanol 54.73
    dimethoxymethane 398.43
    ethylene carbonate 490.79
    cyrene 257.6
    2-ethoxyethyl acetate 377.01
    2-ethylhexyl acetate 227.75
    1,2,4-trichlorobenzene 468.76
    4-methylpyridine 678.56
    dibutyl ether 160.1
    2,6-dimethyl-4-heptanol 67.96
    DEF 488.93
    dimethyl isosorbide 435.7
    tetrachloroethylene 644.43
    eugenol 243.06
    triacetin 387.81
    span 80 234.32
    1,4-butanediol 63.27
    1,1-dichloroethane 544.12
    2-methyl-1-pentanol 138.14
    methyl formate 319.9
    2-methyl-1-butanol 139.3
    n-decane 16.79
    butyronitrile 237.69
    3,7-dimethyl-1-octanol 118.8
    1-chlorooctane 86.06
    1-chlorotetradecane 34.63
    n-nonane 14.19
    undecane 12.18
    tert-butylcyclohexane 20.46
    cyclooctane 15.71
    cyclopentanol 244.53
    tetrahydropyran 544.9
    tert-amyl methyl ether 165.23
    2,5,8-trioxanonane 497.58
    1-hexene 83.06
    2-isopropoxyethanol 201.25
    2,2,2-trifluoroethanol 180.46
    methyl butyrate 417.26

    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