Methyl 2-undecynoate

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  • Identifiers

    CAS number
    10522-18-6

    Molecular formula
    C12H20O2

    SMILES
    CCCCCCCCC#CC(=O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Green 86.21%
    Floral 69.38%
    Waxy 68.84%
    Fatty 56.5%
    Violet 54.04%
    Fruity 51.53%
    Melon 47.38%
    Fresh 45.66%
    Cucumber 45.28%
    Citrus 43.4%

     

    Flavor
    Bland 31.29%
    Mild 25.29%
    Odorless 24.18%
    Faint 21.87%
    Slightly waxy 20.93%
    Oily 20.57%
    Herbal 20.37%
    Parsley 19.98%
    Bay oil 19.85%
    Delicate 19.78%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    4.8

    pKa est.
    6.61 (neutral)

    Molecular weight
    196.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point

    • 230.00 °C. @ 760.00 mm Hg

    Flash point

    • 111.72 ˚C est.

    Solubility expt.

    • Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Methyl 2-undecynoate
    • methyl undec-2-ynoate
    • 10522-18-6
    • 2-Undecynoic Acid Methyl Ester
    • Methyl decyne carbonate
    • 2-Undecynoic acid, methyl ester
    • Methyl decine carbonate
    • UNII-5Z9OPD17EP
    • 5Z9OPD17EP
    • NSC-289575
    • FEMA No. 2751
    • DTXSID70147017
    • METHYL 2-UNDECYNOATE [FHFI]
    • NSC 289575
    • methyl undecynoate
    • methylundec-2-ynoate
    • SCHEMBL3503759
    • DTXCID9069508
    • FEMA 2751
    • CHEBI:172041
    • LMFA07010946
    • NSC289575
    • AKOS009158880
    • DB-040601
    • CS-0440546
    • U0063
    • D92770
    • Q27263091

  • Applications

    Methyl 2-undecynoate is a versatile reactive building block in organic synthesis, commonly used as a precursor to more complex molecules via metal-catalyzed couplings such as Sonogashira and subsequent cyclization steps that form heterocycles or conjugated motifs; in industrial manufacturing it also serves as a functional monomer or co-monomer for polymers and coatings, enabling introduction of alkynyl handles for post-polymerization modification and surface functionalization; it is frequently employed as an intermediate in pharmaceutical and agrochemical research to access diverse scaffolds, and as a route-building component in specialty chemicals for high-value material development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11830.18
    methanol 14305.9
    isopropanol 8540.46
    water 0.08
    ethyl acetate 12041.4
    n-propanol 8339.27
    acetone 21662.05
    n-butanol 6342.69
    acetonitrile 10766.65
    DMF 14785.89
    toluene 2107.02
    isobutanol 5215.9
    1,4-dioxane 8280.48
    methyl acetate 7633.6
    THF 12221.58
    2-butanone 11714.72
    n-pentanol 3680.41
    sec-butanol 5888.32
    n-hexane 581.39
    ethylene glycol 940.42
    NMP 6261.59
    cyclohexane 1077.52
    DMSO 18992.4
    n-butyl acetate 4463.12
    n-octanol 713.31
    chloroform 9766.36
    n-propyl acetate 5218.21
    acetic acid 5204.57
    dichloromethane 12621.94
    cyclohexanone 12885.72
    propylene glycol 1722.5
    isopropyl acetate 5171.67
    DMAc 5170.75
    2-ethoxyethanol 5142.78
    isopentanol 4135.09
    n-heptane 175.4
    ethyl formate 4511.2
    1,2-dichloroethane 11063.72
    n-hexanol 2547.62
    2-methoxyethanol 10756.73
    isobutyl acetate 2101.89
    tetrachloromethane 1319.9
    n-pentyl acetate 2099.37
    transcutol 10204.74
    n-heptanol 736.55
    ethylbenzene 845.88
    MIBK 3531.77
    2-propoxyethanol 3851.91
    tert-butanol 6943.34
    MTBE 6036.72
    2-butoxyethanol 1746.74
    propionic acid 4631.91
    o-xylene 849.03
    formic acid 1402.54
    diethyl ether 9991.11
    m-xylene 1188.59
    p-xylene 947.82
    chlorobenzene 2709.3
    dimethyl carbonate 1524.45
    n-octane 70.27
    formamide 4029.94
    cyclopentanone 12056.0
    2-pentanone 11143.88
    anisole 1876.0
    cyclopentyl methyl ether 6611.55
    gamma-butyrolactone 10341.32
    1-methoxy-2-propanol 7095.26
    pyridine 7685.39
    3-pentanone 5805.61
    furfural 5615.72
    n-dodecane 42.21
    diethylene glycol 2375.16
    diisopropyl ether 1586.23
    tert-amyl alcohol 4675.61
    acetylacetone 7668.51
    n-hexadecane 51.96
    acetophenone 1746.12
    methyl propionate 7056.94
    isopentyl acetate 2941.37
    trichloroethylene 15026.81
    n-nonanol 583.51
    cyclohexanol 4951.75
    benzyl alcohol 1585.2
    2-ethylhexanol 1107.52
    isooctanol 605.08
    dipropyl ether 1996.33
    1,2-dichlorobenzene 2130.34
    ethyl lactate 1135.17
    propylene carbonate 3931.28
    n-methylformamide 9268.32
    2-pentanol 4104.9
    n-pentane 487.31
    1-propoxy-2-propanol 2822.33
    1-methoxy-2-propyl acetate 3147.53
    2-(2-methoxypropoxy) propanol 1142.29
    mesitylene 669.13
    ε-caprolactone 7108.77
    p-cymene 364.72
    epichlorohydrin 11823.77
    1,1,1-trichloroethane 6899.16
    2-aminoethanol 3105.38
    morpholine-4-carbaldehyde 5349.4
    sulfolane 9278.98
    2,2,4-trimethylpentane 136.99
    2-methyltetrahydrofuran 10035.75
    n-hexyl acetate 2353.98
    isooctane 127.54
    2-(2-butoxyethoxy)ethanol 2017.79
    sec-butyl acetate 2675.42
    tert-butyl acetate 4213.95
    decalin 242.94
    glycerin 1597.88
    diglyme 4516.86
    acrylic acid 2880.85
    isopropyl myristate 589.73
    n-butyric acid 7598.33
    acetyl acetate 3495.45
    di(2-ethylhexyl) phthalate 439.6
    ethyl propionate 3906.38
    nitromethane 14441.26
    1,2-diethoxyethane 3836.8
    benzonitrile 2435.48
    trioctyl phosphate 351.11
    1-bromopropane 6369.1
    gamma-valerolactone 11413.33
    n-decanol 385.82
    triethyl phosphate 557.85
    4-methyl-2-pentanol 1376.37
    propionitrile 6693.3
    vinylene carbonate 3344.23
    1,1,2-trichlorotrifluoroethane 6001.33
    DMS 1595.39
    cumene 441.43
    2-octanol 582.57
    2-hexanone 4717.54
    octyl acetate 768.94
    limonene 692.93
    1,2-dimethoxyethane 7266.13
    ethyl orthosilicate 569.74
    tributyl phosphate 529.08
    diacetone alcohol 4078.1
    N,N-dimethylaniline 915.92
    acrylonitrile 7057.26
    aniline 2674.3
    1,3-propanediol 4314.74
    bromobenzene 3042.81
    dibromomethane 8554.06
    1,1,2,2-tetrachloroethane 10971.74
    2-methyl-cyclohexyl acetate 1092.65
    tetrabutyl urea 697.67
    diisobutyl methanol 595.29
    2-phenylethanol 1232.82
    styrene 1326.56
    dioctyl adipate 862.76
    dimethyl sulfate 2254.94
    ethyl butyrate 2330.84
    methyl lactate 1781.5
    butyl lactate 1411.43
    diethyl carbonate 1176.43
    propanediol butyl ether 1703.13
    triethyl orthoformate 1144.04
    p-tert-butyltoluene 354.79
    methyl 4-tert-butylbenzoate 983.07
    morpholine 13918.49
    tert-butylamine 3617.85
    n-dodecanol 274.3
    dimethoxymethane 7023.84
    ethylene carbonate 3077.07
    cyrene 1027.34
    2-ethoxyethyl acetate 2930.3
    2-ethylhexyl acetate 2027.73
    1,2,4-trichlorobenzene 2315.24
    4-methylpyridine 6644.1
    dibutyl ether 1520.19
    2,6-dimethyl-4-heptanol 595.29
    DEF 8892.62
    dimethyl isosorbide 1957.9
    tetrachloroethylene 6491.61
    eugenol 1061.82
    triacetin 1702.44
    span 80 1159.19
    1,4-butanediol 1370.03
    1,1-dichloroethane 10128.15
    2-methyl-1-pentanol 2437.6
    methyl formate 4540.16
    2-methyl-1-butanol 3952.62
    n-decane 85.72
    butyronitrile 7148.17
    3,7-dimethyl-1-octanol 732.46
    1-chlorooctane 565.53
    1-chlorotetradecane 167.52
    n-nonane 93.64
    undecane 57.23
    tert-butylcyclohexane 205.68
    cyclooctane 208.22
    cyclopentanol 4888.59
    tetrahydropyran 13286.15
    tert-amyl methyl ether 3364.38
    2,5,8-trioxanonane 2150.32
    1-hexene 2721.97
    2-isopropoxyethanol 2711.9
    2,2,2-trifluoroethanol 1131.79
    methyl butyrate 5762.61

    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