Ethynylbenzene

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  • Identifiers

    CAS number
    536-74-3

    Molecular formula
    C8H6

    SMILES
    C#CC1=CC=CC=C1

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Sweet 49.91%
    Spicy 47.39%
    Bitter 37.02%
    Almond 35.99%
    Floral 32.18%
    Anisic 31.18%
    Green 29.82%
    Phenolic 29.34%
    Cinnamon 27.38%
    Pungent 27.18%

     

    Flavor
    Phenolic 26.15%
    Bitter 24.75%
    Nitrile 24.16%
    Medicinal 22.19%
    Penetrating 20.89%
    Almond shell 20.77%
    Tar 20.37%
    Guaiacol 20.22%
    Tarry 20.03%
    Cinnamon 19.93%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    6.33 (neutral)

    Molecular weight
    102.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    143°C

    Flash point

    • 48.53 ˚C est.

  • Synonyms

    • Ethynylbenzene
    • PHENYLACETYLENE
    • 536-74-3
    • Phenylethyne
    • Benzene, ethynyl-
    • ethynyl-benzene
    • 1-Phenylethyne
    • Phenylacetylide
    • phenyl acetylene
    • Ethyne, phenyl-
    • Acetylene, phenyl-
    • 126716-66-3
    • Phenylacethylene
    • 1-ethynylbenzene
    • ethynyl benzene
    • phenyl-acetylene
    • NSC 4957
    • EINECS 208-645-1
    • 239WSR2IBO
    • AI3-24180
    • ETHYNYL-D-BENZENE
    • NSC-4957
    • ETHYNYLBENZENE [MI]
    • DTXSID1060211
    • ETHYNYL-BENZENE (PHENYLACETYLENE)
    • C8H6
    • UNII-239WSR2IBO
    • ethynylbenzen
    • phenylacetylen
    • Ethinylbenzene
    • 1Phenylethyne
    • Ethyne, phenyl
    • benzene, ethynyl
    • 1-phenylacetylene
    • Acetylene, phenyl
    • 1-ethynyl-benzene
    • MFCD00008570
    • Phenylacetylene, 98%
    • Ph-C=CH
    • Phenylacetylene, ~98%
    • WLN: 1UU1R
    • CHEMBL234833
    • DTXCID1041477
    • NSC4957
    • CHEBI:167069
    • AKOS000269051
    • AS-12473
    • Phenylacetylene, purum, >=97.0% (GC)
    • E0196
    • NS00020424
    • EN300-19670
    • D90456
    • A829727
    • Q417321
    • F0001-1393
    • Ethynyl Phenyl Ether; Phenoxyacetylene; Phenyl Ethynyl Ether;
    • 120851-94-7
    • 208-645-1

  • Applications

    Ethynylbenzene (CAS 536-74-3) is a versatile building block in organic synthesis, commonly used as an alkyne partner in cross-coupling reactions such as the Sonogashira coupling to access arenes and other complex frameworks for pharmaceutical and agrochemical development; it also serves as a monomer precursor for specialty polymers, including polyphenylacetylene, enabling conductive and optoelectronic materials; as a platform for dye and pigment synthesis it supports colorants used in inks, coatings, and textiles; in pharmaceutical and agricultural research it is frequently evaluated as a flexible alkyne component for assembling diverse target molecules; and in electronics and sensing it contributes to conjugated motifs for organic electronic devices and chemical sensors.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 630.33
    methanol 696.21
    isopropanol 454.73
    water 3.44
    ethyl acetate 1327.92
    n-propanol 555.26
    acetone 1923.28
    n-butanol 518.06
    acetonitrile 1506.06
    DMF 2420.17
    toluene 544.81
    isobutanol 386.64
    1,4-dioxane 2504.66
    methyl acetate 1429.74
    THF 1690.84
    2-butanone 1352.66
    n-pentanol 402.78
    sec-butanol 397.58
    n-hexane 211.77
    ethylene glycol 209.53
    NMP 1681.51
    cyclohexane 234.6
    DMSO 2176.5
    n-butyl acetate 894.07
    n-octanol 273.8
    chloroform 2458.76
    n-propyl acetate 1009.79
    acetic acid 842.73
    dichloromethane 2507.14
    cyclohexanone 1707.61
    propylene glycol 200.91
    isopropyl acetate 635.81
    DMAc 1079.77
    2-ethoxyethanol 674.09
    isopentanol 406.09
    n-heptane 156.46
    ethyl formate 855.13
    1,2-dichloroethane 1650.43
    n-hexanol 466.86
    2-methoxyethanol 973.21
    isobutyl acetate 581.15
    tetrachloromethane 525.3
    n-pentyl acetate 438.85
    transcutol 1673.57
    n-heptanol 242.63
    ethylbenzene 293.89
    MIBK 572.26
    2-propoxyethanol 756.56
    tert-butanol 497.59
    MTBE 572.83
    2-butoxyethanol 453.69
    propionic acid 809.25
    o-xylene 252.67
    formic acid 264.28
    diethyl ether 1018.9
    m-xylene 306.49
    p-xylene 343.22
    chlorobenzene 748.21
    dimethyl carbonate 676.55
    n-octane 73.59
    formamide 573.19
    cyclopentanone 1947.35
    2-pentanone 1077.15
    anisole 719.38
    cyclopentyl methyl ether 916.12
    gamma-butyrolactone 2197.25
    1-methoxy-2-propanol 726.57
    pyridine 1524.51
    3-pentanone 885.35
    furfural 1564.31
    n-dodecane 54.48
    diethylene glycol 574.39
    diisopropyl ether 286.78
    tert-amyl alcohol 395.86
    acetylacetone 1214.93
    n-hexadecane 61.16
    acetophenone 594.33
    methyl propionate 1106.87
    isopentyl acetate 562.84
    trichloroethylene 2498.04
    n-nonanol 244.67
    cyclohexanol 461.63
    benzyl alcohol 401.21
    2-ethylhexanol 311.13
    isooctanol 207.21
    dipropyl ether 633.21
    1,2-dichlorobenzene 597.01
    ethyl lactate 339.23
    propylene carbonate 1110.31
    n-methylformamide 1299.0
    2-pentanol 364.12
    n-pentane 148.88
    1-propoxy-2-propanol 550.18
    1-methoxy-2-propyl acetate 620.89
    2-(2-methoxypropoxy) propanol 380.83
    mesitylene 200.44
    ε-caprolactone 1385.04
    p-cymene 159.18
    epichlorohydrin 1907.55
    1,1,1-trichloroethane 1393.08
    2-aminoethanol 319.29
    morpholine-4-carbaldehyde 1879.47
    sulfolane 2102.23
    2,2,4-trimethylpentane 62.02
    2-methyltetrahydrofuran 1276.71
    n-hexyl acetate 597.35
    isooctane 64.83
    2-(2-butoxyethoxy)ethanol 562.3
    sec-butyl acetate 517.2
    tert-butyl acetate 622.36
    decalin 107.57
    glycerin 325.94
    diglyme 1285.79
    acrylic acid 716.8
    isopropyl myristate 251.03
    n-butyric acid 923.28
    acetyl acetate 800.07
    di(2-ethylhexyl) phthalate 165.45
    ethyl propionate 778.77
    nitromethane 2498.67
    1,2-diethoxyethane 773.31
    benzonitrile 640.76
    trioctyl phosphate 155.02
    1-bromopropane 950.37
    gamma-valerolactone 2119.38
    n-decanol 193.26
    triethyl phosphate 227.55
    4-methyl-2-pentanol 223.5
    propionitrile 1010.89
    vinylene carbonate 1112.95
    1,1,2-trichlorotrifluoroethane 1099.06
    DMS 619.31
    cumene 187.85
    2-octanol 183.84
    2-hexanone 877.73
    octyl acetate 301.72
    limonene 236.84
    1,2-dimethoxyethane 1447.2
    ethyl orthosilicate 209.35
    tributyl phosphate 180.74
    diacetone alcohol 602.19
    N,N-dimethylaniline 401.49
    acrylonitrile 1259.83
    aniline 488.05
    1,3-propanediol 462.09
    bromobenzene 854.13
    dibromomethane 1703.93
    1,1,2,2-tetrachloroethane 1731.64
    2-methyl-cyclohexyl acetate 343.82
    tetrabutyl urea 255.02
    diisobutyl methanol 201.24
    2-phenylethanol 387.0
    styrene 444.47
    dioctyl adipate 304.3
    dimethyl sulfate 937.97
    ethyl butyrate 673.65
    methyl lactate 477.23
    butyl lactate 297.04
    diethyl carbonate 394.68
    propanediol butyl ether 356.13
    triethyl orthoformate 356.28
    p-tert-butyltoluene 153.3
    methyl 4-tert-butylbenzoate 378.58
    morpholine 1881.58
    tert-butylamine 310.06
    n-dodecanol 159.3
    dimethoxymethane 1348.81
    ethylene carbonate 996.68
    cyrene 380.26
    2-ethoxyethyl acetate 549.6
    2-ethylhexyl acetate 465.18
    1,2,4-trichlorobenzene 634.06
    4-methylpyridine 1240.71
    dibutyl ether 470.18
    2,6-dimethyl-4-heptanol 201.24
    DEF 1202.03
    dimethyl isosorbide 640.89
    tetrachloroethylene 1212.54
    eugenol 396.41
    triacetin 499.85
    span 80 348.09
    1,4-butanediol 241.99
    1,1-dichloroethane 1477.03
    2-methyl-1-pentanol 315.28
    methyl formate 1072.38
    2-methyl-1-butanol 364.81
    n-decane 83.58
    butyronitrile 880.46
    3,7-dimethyl-1-octanol 241.93
    1-chlorooctane 276.03
    1-chlorotetradecane 116.42
    n-nonane 93.63
    undecane 65.07
    tert-butylcyclohexane 106.67
    cyclooctane 98.68
    cyclopentanol 501.37
    tetrahydropyran 1588.69
    tert-amyl methyl ether 405.56
    2,5,8-trioxanonane 730.45
    1-hexene 497.84
    2-isopropoxyethanol 482.62
    2,2,2-trifluoroethanol 392.63
    methyl butyrate 1050.19

    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