2-Cyclohexen-1-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    930-68-7

    Molecular formula
    C6H8O

    SMILES
    C1CC=CC(=O)C1

    Safety labels

    Flammable
    Flammable

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Mint 63.12%
    Green 60.03%
    Nutty 46.1%
    Roasted 44.02%
    Caramellic 41.76%
    Ketonic 38.4%
    Herbal 38.39%
    Burnt 35.42%
    Coumarinic 34.95%
    Musty 32.7%

    Scent© AI

  • Properties

    XLogP3-AA
    0.6

    Molecular weight
    96.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    172°C

    Flash point est.
    43.35 ˚C

    Solubility expt.

    • Very slightly soluble
    • Soluble (in ethanol)

  • Synonyms

    • 2-CYCLOHEXEN-1-ONE
    • Cyclohex-2-en-1-one
    • 930-68-7
    • Cyclohex-2-enone
    • 2-Cyclohexenone
    • Cyclohexenone
    • 3-Oxocyclohexene
    • 1-Cyclohexen-3-one
    • cyclohexen-3-one
    • Cyclohexen-1-one
    • 2-Cyclohexene-1-one
    • Cyclohexen-2-one
    • MFCD00001577
    • 25512-62-3
    • CHEBI:15977
    • DTXSID1024881
    • NSC-59710
    • 445160R1U6
    • 2-Cyclohexenone-1
    • EINECS 213-223-5
    • NSC 59710
    • BRN 1280477
    • 2-Cyclohexeneone
    • UNII-445160R1U6
    • 1-Cyclohexen-3-one; 2-Cyclohexenone; 3-Oxocyclohexene; Cyclohexen-3-one; Cyclohexenone; NSC 59710
    • A2Q
    • Cyclohexenone, 18
    • 2-cyclohexane-1-one
    • WLN: L6V BUTJ
    • Epitope ID:141515
    • 4-07-00-00124 (Beilstein Handbook Reference)
    • MLS001065611
    • DTXCID804881
    • CHEMBL1439332
    • FEMA NO. 4517
    • CYCLOHEXENE-1-ONE, 2-
    • 2-Cyclohexen-1-one, >=95%
    • BDBM217391
    • HMS3039A04
    • NSC59710
    • Tox21_200008
    • STL141084
    • AKOS004909928
    • NCGC00091479-01
    • NCGC00091479-02
    • NCGC00257562-01
    • CAS-930-68-7
    • SMR000568463
    • DB-057364
    • NS00020456
    • EN300-29848
    • C02395
    • Q209370
    • F0001-2243
    • Z295197140
    • 2-Cyclohexen-1-one, produced by BASF, >=98.0% (GC)
    • InChI=1/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H

  • Applications

    2-Cyclohexen-1-one (CAS 930-68-7) is a cyclic enone with strong electrophilicity, acting as a versatile Michael acceptor and dienophile widely employed as a building block to access substituted cyclohexanones, bicyclic ketones via Diels-Alder, and 1,4-, aza-Michael and thiol-Michael adducts; it is a benchmark substrate in method development (organocatalysis and metal catalysis) for asymmetric conjugate additions, conjugate reductions and selective hydrogenations, and a key intermediate for the synthesis of pharmaceuticals, agrochemicals, antioxidants and UV stabilizers, as well as a precursor to fragrance and flavor ingredients; in materials and polymer science its enone motif enables Michael-type click functionalization, surface modification and crosslinking, while in analytical and toxicological studies it serves as a model α,β-unsaturated electrophile to probe nucleophile (e.g., thiol/glutathione) reactivity and establish reactivity scales; it also provides access to natural-product-like frameworks (steroids/terpenes, alkaloids) via annulation and selective functionalization, making it a versatile intermediate for research and manufacturing, with the caveat that its high reactivity and strong odor require closed handling and appropriate safety controls.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 242.5
    methanol 279.63
    isopropanol 185.71
    water 5.0
    ethyl acetate 153.38
    n-propanol 185.85
    acetone 304.58
    n-butanol 154.13
    acetonitrile 256.08
    DMF 399.09
    toluene 45.31
    isobutanol 135.94
    1,4-dioxane 306.39
    methyl acetate 182.95
    THF 323.88
    2-butanone 206.28
    n-pentanol 128.65
    sec-butanol 148.5
    n-hexane 26.15
    ethylene glycol 78.85
    NMP 374.49
    cyclohexane 23.81
    DMSO 427.57
    n-butyl acetate 144.6
    n-octanol 112.87
    chloroform 780.98
    n-propyl acetate 120.59
    acetic acid 601.36
    dichloromethane 499.18
    cyclohexanone 269.31
    propylene glycol 113.19
    isopropyl acetate 87.97
    DMAc 238.03
    2-ethoxyethanol 144.82
    isopentanol 138.65
    n-heptane 17.18
    ethyl formate 112.4
    1,2-dichloroethane 227.58
    n-hexanol 149.6
    2-methoxyethanol 235.82
    isobutyl acetate 76.76
    tetrachloromethane 66.44
    n-pentyl acetate 110.36
    transcutol 1129.14
    n-heptanol 86.18
    ethylbenzene 44.17
    MIBK 95.43
    2-propoxyethanol 202.11
    tert-butanol 192.48
    MTBE 98.7
    2-butoxyethanol 155.29
    propionic acid 308.11
    o-xylene 43.47
    formic acid 173.43
    diethyl ether 114.27
    m-xylene 43.05
    p-xylene 67.91
    chlorobenzene 155.29
    dimethyl carbonate 64.24
    n-octane 8.89
    formamide 211.94
    cyclopentanone 347.09
    2-pentanone 144.98
    anisole 113.52
    cyclopentyl methyl ether 123.58
    gamma-butyrolactone 421.16
    1-methoxy-2-propanol 205.83
    pyridine 317.9
    3-pentanone 105.52
    furfural 365.32
    n-dodecane 9.31
    diethylene glycol 180.19
    diisopropyl ether 38.64
    tert-amyl alcohol 153.04
    acetylacetone 182.27
    n-hexadecane 10.02
    acetophenone 123.2
    methyl propionate 128.4
    isopentyl acetate 121.55
    trichloroethylene 549.81
    n-nonanol 94.26
    cyclohexanol 130.99
    benzyl alcohol 107.73
    2-ethylhexanol 88.23
    isooctanol 74.82
    dipropyl ether 81.3
    1,2-dichlorobenzene 140.36
    ethyl lactate 73.3
    propylene carbonate 218.02
    n-methylformamide 231.48
    2-pentanol 113.89
    n-pentane 17.83
    1-propoxy-2-propanol 164.93
    1-methoxy-2-propyl acetate 126.35
    2-(2-methoxypropoxy) propanol 195.58
    mesitylene 31.82
    ε-caprolactone 237.51
    p-cymene 36.36
    epichlorohydrin 335.31
    1,1,1-trichloroethane 213.99
    2-aminoethanol 154.84
    morpholine-4-carbaldehyde 328.93
    sulfolane 447.12
    2,2,4-trimethylpentane 12.67
    2-methyltetrahydrofuran 222.63
    n-hexyl acetate 186.45
    isooctane 10.86
    2-(2-butoxyethoxy)ethanol 288.09
    sec-butyl acetate 75.5
    tert-butyl acetate 99.37
    decalin 17.09
    glycerin 158.04
    diglyme 407.99
    acrylic acid 322.11
    isopropyl myristate 66.42
    n-butyric acid 282.89
    acetyl acetate 121.77
    di(2-ethylhexyl) phthalate 75.22
    ethyl propionate 94.11
    nitromethane 617.18
    1,2-diethoxyethane 209.89
    benzonitrile 184.98
    trioctyl phosphate 53.42
    1-bromopropane 125.93
    gamma-valerolactone 366.07
    n-decanol 68.06
    triethyl phosphate 52.21
    4-methyl-2-pentanol 75.88
    propionitrile 172.92
    vinylene carbonate 218.18
    1,1,2-trichlorotrifluoroethane 290.86
    DMS 135.82
    cumene 41.09
    2-octanol 65.41
    2-hexanone 138.37
    octyl acetate 92.09
    limonene 52.4
    1,2-dimethoxyethane 204.27
    ethyl orthosilicate 50.76
    tributyl phosphate 70.9
    diacetone alcohol 145.06
    N,N-dimethylaniline 79.33
    acrylonitrile 256.29
    aniline 122.21
    1,3-propanediol 161.39
    bromobenzene 140.78
    dibromomethane 316.58
    1,1,2,2-tetrachloroethane 422.21
    2-methyl-cyclohexyl acetate 90.27
    tetrabutyl urea 83.44
    diisobutyl methanol 55.43
    2-phenylethanol 118.76
    styrene 63.56
    dioctyl adipate 105.7
    dimethyl sulfate 118.47
    ethyl butyrate 100.51
    methyl lactate 96.96
    butyl lactate 109.75
    diethyl carbonate 76.97
    propanediol butyl ether 195.86
    triethyl orthoformate 74.93
    p-tert-butyltoluene 32.56
    methyl 4-tert-butylbenzoate 126.26
    morpholine 314.35
    tert-butylamine 118.56
    n-dodecanol 50.8
    dimethoxymethane 131.07
    ethylene carbonate 152.9
    cyrene 128.81
    2-ethoxyethyl acetate 152.82
    2-ethylhexyl acetate 91.66
    1,2,4-trichlorobenzene 172.79
    4-methylpyridine 210.53
    dibutyl ether 111.66
    2,6-dimethyl-4-heptanol 55.43
    DEF 163.5
    dimethyl isosorbide 224.92
    tetrachloroethylene 267.27
    eugenol 150.93
    triacetin 190.64
    span 80 182.7
    1,4-butanediol 77.61
    1,1-dichloroethane 259.15
    2-methyl-1-pentanol 118.09
    methyl formate 155.66
    2-methyl-1-butanol 131.89
    n-decane 14.68
    butyronitrile 157.57
    3,7-dimethyl-1-octanol 103.48
    1-chlorooctane 61.84
    1-chlorotetradecane 24.35
    n-nonane 14.27
    undecane 11.4
    tert-butylcyclohexane 18.16
    cyclooctane 8.41
    cyclopentanol 178.76
    tetrahydropyran 225.91
    tert-amyl methyl ether 77.28
    2,5,8-trioxanonane 307.42
    1-hexene 87.4
    2-isopropoxyethanol 114.29
    2,2,2-trifluoroethanol 170.05
    methyl butyrate 129.94

    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

Botanical

Name CAS Botanical Proportion
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.02%
Solanum stuckertii flower Solanum stuckertii Bitter, fam. Solanaceae 0.93%
Solanum incisum flower Solanum incisum Griseb., fam. Solanaceae 0.01%