1-Ethynylcyclohexanol

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  • Identifiers

    CAS number
    78-27-3

    Molecular formula
    C8H12O

    SMILES
    C#CC1(CCCCC1)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Woody 47.33%
    Floral 34.99%
    Earthy 32.39%
    Dry 32.21%
    Camphoreous 31.19%
    Sweet 30.95%
    Animal 30.84%
    Mint 30.71%
    Herbal 30.23%
    Amber 25.95%

     

    Flavor
    Bitter 56.1%
    Odorless 22.55%
    Alkaline 21.36%
    Minty 20.79%
    Shrimp 20.02%
    Bouillon 20.01%
    Cedarleaf 19.76%
    Nitrile 19.75%
    Mentholic 19.57%
    Beet 19.52%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    8.05 (weak base)

    Molecular weight
    124.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    175°C

    Flash point

    • 77.04 ˚C est.

  • Synonyms

    • 1-Ethynyl-1-cyclohexanol
    • 1-Ethynylcyclohexanol
    • 78-27-3
    • 1-Ethynylcyclohexan-1-ol
    • Ethynylcyclohexanol
    • CYCLOHEXANOL, 1-ETHYNYL-
    • (1-Hydroxycyclohexyl)ethyne
    • 1-Ethynyl-1-hydroxycyclohexane
    • NSC 8194
    • EINECS 201-100-9
    • BRN 0471404
    • 1-Hydroxy-1-ethynylcyclohexane
    • DTXSID0021757
    • AI3-07064
    • 6RV04025EH
    • NSC-8194
    • DTXCID801757
    • EC 201-100-9
    • 4-06-00-00348 (Beilstein Handbook Reference)
    • 1Ethynyl1cyclohexanol
    • 1Ethynylcyclohexan1ol
    • Cyclohexanol, 1ethynyl
    • RefChem:432734
    • (1Hydroxycyclohexyl)ethyne
    • 1Ethynyl1hydroxycyclohexane
    • DTXSID001058894
    • 201-100-9
    • InChI=1/C8H12O/c1-2-8(9)6-4-3-5-7-8/h1,9H,3-7H
    • 1-ethynyl-cyclohexanol
    • MFCD00003858
    • 1-ethynyl-cyclohexan-1-ol
    • 28652-54-2
    • 1-ethynyl cyclohexanol
    • Cyclohexyl ethynyl carbinol
    • 1-Ethynyl-1-cyclohexano
    • Ethynylcyclohexan-1-ol
    • UNII-6RV04025EH
    • NSC8194
    • 1-ethynylcyclohexane-1-ol
    • 1-(1-Ethynyl)cyclohexanol
    • SCHEMBL36060
    • CHEMBL394631
    • orb3030390
    • SCHEMBL1266102
    • SCHEMBL1964800
    • WLN: L6TJ AQ A1UU1
    • SCHEMBL27946622
    • Tox21_302106
    • 1-Ethynyl-1-cyclohexanol, >=99%
    • SBB008829
    • AKOS009156705
    • CS-W011179
    • FE34314
    • CAS-78-27-3
    • NCGC00255158-01
    • LS-13454
    • DB-027413
    • DB-254824
    • E0297
    • NS00002418
    • ST51037477
    • EN300-152788
    • N11899
    • F544440
    • Q27265398
    • F8883-8239
    • 78-27-3

  • Applications

    1-Ethynylcyclohexanol (CAS number: 78-27-3) is primarily used as an organic synthesis intermediate in industrial settings; it serves as a building block for alkyne chemistry (notably Sonogashira-type couplings) to access more complex molecules, including pharmaceutical and agrochemical precursors as well as other specialty chemicals. It also finds use in polymers and coatings/inks as a reactive functional unit suitable for crosslinking or further functionalization. In materials science, it may be explored as a precursor for organic electronic or high-performance materials where the alkyne functionality enables subsequent coupling steps. In general chemical manufacturing, it provides a starting point for various synthetic routes, with applications governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 694.65
    methanol 1100.16
    isopropanol 490.76
    water 4.02
    ethyl acetate 333.48
    n-propanol 563.18
    acetone 513.35
    n-butanol 453.4
    acetonitrile 417.41
    DMF 617.2
    toluene 94.82
    isobutanol 332.62
    1,4-dioxane 697.41
    methyl acetate 364.3
    THF 853.5
    2-butanone 399.38
    n-pentanol 285.52
    sec-butanol 355.95
    n-hexane 73.28
    ethylene glycol 187.09
    NMP 455.26
    cyclohexane 56.49
    DMSO 699.98
    n-butyl acetate 250.44
    n-octanol 177.04
    chloroform 762.49
    n-propyl acetate 233.87
    acetic acid 419.52
    dichloromethane 549.52
    cyclohexanone 501.14
    propylene glycol 228.34
    isopropyl acetate 212.42
    DMAc 329.5
    2-ethoxyethanol 383.07
    isopentanol 302.47
    n-heptane 53.22
    ethyl formate 261.74
    1,2-dichloroethane 332.27
    n-hexanol 335.01
    2-methoxyethanol 574.8
    isobutyl acetate 157.31
    tetrachloromethane 154.51
    n-pentyl acetate 193.75
    transcutol 906.85
    n-heptanol 183.16
    ethylbenzene 63.93
    MIBK 223.9
    2-propoxyethanol 471.78
    tert-butanol 419.11
    MTBE 270.1
    2-butoxyethanol 287.65
    propionic acid 428.58
    o-xylene 70.26
    formic acid 211.69
    diethyl ether 383.82
    m-xylene 80.54
    p-xylene 84.82
    chlorobenzene 170.25
    dimethyl carbonate 116.32
    n-octane 26.75
    formamide 265.24
    cyclopentanone 638.63
    2-pentanone 346.28
    anisole 162.89
    cyclopentyl methyl ether 349.43
    gamma-butyrolactone 681.35
    1-methoxy-2-propanol 473.33
    pyridine 324.95
    3-pentanone 231.81
    furfural 465.43
    n-dodecane 21.3
    diethylene glycol 373.48
    diisopropyl ether 117.16
    tert-amyl alcohol 281.91
    acetylacetone 328.83
    n-hexadecane 22.78
    acetophenone 152.15
    methyl propionate 253.64
    isopentyl acetate 199.71
    trichloroethylene 531.27
    n-nonanol 147.69
    cyclohexanol 275.96
    benzyl alcohol 141.88
    2-ethylhexanol 163.15
    isooctanol 145.53
    dipropyl ether 222.65
    1,2-dichlorobenzene 157.92
    ethyl lactate 131.1
    propylene carbonate 334.94
    n-methylformamide 449.43
    2-pentanol 280.79
    n-pentane 62.39
    1-propoxy-2-propanol 315.64
    1-methoxy-2-propyl acetate 202.58
    2-(2-methoxypropoxy) propanol 203.04
    mesitylene 63.92
    ε-caprolactone 376.69
    p-cymene 59.04
    epichlorohydrin 529.84
    1,1,1-trichloroethane 330.28
    2-aminoethanol 366.44
    morpholine-4-carbaldehyde 475.16
    sulfolane 691.31
    2,2,4-trimethylpentane 29.59
    2-methyltetrahydrofuran 509.84
    n-hexyl acetate 252.36
    isooctane 30.49
    2-(2-butoxyethoxy)ethanol 315.31
    sec-butyl acetate 152.13
    tert-butyl acetate 232.1
    decalin 33.06
    glycerin 315.56
    diglyme 549.17
    acrylic acid 345.03
    isopropyl myristate 104.99
    n-butyric acid 463.61
    acetyl acetate 193.11
    di(2-ethylhexyl) phthalate 86.53
    ethyl propionate 186.59
    nitromethane 617.21
    1,2-diethoxyethane 271.94
    benzonitrile 207.2
    trioctyl phosphate 82.04
    1-bromopropane 263.53
    gamma-valerolactone 625.56
    n-decanol 109.35
    triethyl phosphate 84.83
    4-methyl-2-pentanol 161.26
    propionitrile 381.24
    vinylene carbonate 309.74
    1,1,2-trichlorotrifluoroethane 364.02
    DMS 160.03
    cumene 58.93
    2-octanol 129.02
    2-hexanone 266.06
    octyl acetate 125.9
    limonene 88.7
    1,2-dimethoxyethane 511.56
    ethyl orthosilicate 87.32
    tributyl phosphate 92.37
    diacetone alcohol 266.98
    N,N-dimethylaniline 115.16
    acrylonitrile 417.12
    aniline 161.5
    1,3-propanediol 393.88
    bromobenzene 159.1
    dibromomethane 421.04
    1,1,2,2-tetrachloroethane 446.73
    2-methyl-cyclohexyl acetate 133.2
    tetrabutyl urea 107.18
    diisobutyl methanol 107.5
    2-phenylethanol 154.54
    styrene 79.81
    dioctyl adipate 128.73
    dimethyl sulfate 194.85
    ethyl butyrate 176.48
    methyl lactate 177.95
    butyl lactate 161.37
    diethyl carbonate 112.46
    propanediol butyl ether 267.26
    triethyl orthoformate 122.52
    p-tert-butyltoluene 60.38
    methyl 4-tert-butylbenzoate 173.94
    morpholine 648.33
    tert-butylamine 279.35
    n-dodecanol 84.76
    dimethoxymethane 360.55
    ethylene carbonate 283.69
    cyrene 170.26
    2-ethoxyethyl acetate 214.16
    2-ethylhexyl acetate 153.53
    1,2,4-trichlorobenzene 171.58
    4-methylpyridine 266.83
    dibutyl ether 176.01
    2,6-dimethyl-4-heptanol 107.5
    DEF 292.7
    dimethyl isosorbide 278.65
    tetrachloroethylene 333.15
    eugenol 166.01
    triacetin 211.23
    span 80 193.3
    1,4-butanediol 191.46
    1,1-dichloroethane 375.82
    2-methyl-1-pentanol 201.5
    methyl formate 288.39
    2-methyl-1-butanol 273.89
    n-decane 34.31
    butyronitrile 384.84
    3,7-dimethyl-1-octanol 145.8
    1-chlorooctane 111.71
    1-chlorotetradecane 45.8
    n-nonane 35.8
    undecane 26.02
    tert-butylcyclohexane 37.29
    cyclooctane 23.48
    cyclopentanol 363.68
    tetrahydropyran 557.12
    tert-amyl methyl ether 188.14
    2,5,8-trioxanonane 345.9
    1-hexene 192.19
    2-isopropoxyethanol 268.8
    2,2,2-trifluoroethanol 177.27
    methyl butyrate 254.18

    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