4-Pentynoic acid

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  • Identifiers

    CAS number
    6089-09-4

    Molecular formula
    C5H6O2

    SMILES
    C#CCCC(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Odorless 33.69%
    Cheesy 29.29%
    Sour 27.28%
    Fruity 23.98%
    Roasted 23.03%
    Milky 22.24%
    Fatty 21.88%
    Caramellic 21.07%
    Dry 20.59%
    Sharp 19.83%

     

    Flavor
    Odorless 60.13%
    Mild 31.77%
    Sour 26.9%
    Faint 21.9%
    Yeast 21.53%
    Bland 20.56%
    Mousy 19.83%
    Very mild 19.7%
    Formyl 19.69%
    Soy 19.22%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    7.49 (neutral)

    Molecular weight
    98.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    205°C

    Flash point

    • 87.92 ˚C est.

  • Synonyms

    • 4-PENTYNOIC ACID
    • 6089-09-4
    • DTXSID20209730
    • RefChem:100316
    • DTXCID70132221
    • 228-028-0
    • Pent-4-ynoic acid
    • Propargylacetic acid
    • 4-pentynoicacid
    • Pent-4-yn-1-oic acid
    • MFCD00004407
    • pent4-ynoic acid
    • EINECS 228-028-0
    • BRN 1742047
    • Pent-4-yn-1-oicacid
    • 4-Pentynoic acid, 95%
    • SCHEMBL8803
    • LCWG002
    • SCHEMBL968764
    • orb1310475
    • SCHEMBL2025525
    • SCHEMBL10797809
    • MLBYLEUJXUBIJJ-UHFFFAOYSA-
    • 2WV768V33F
    • HY-Y1230
    • BBL103677
    • SBB009121
    • STL557487
    • AKOS000188069
    • CS-W008784
    • FP01965
    • GS-6696
    • BP-14236
    • 4-Pentynoic acid, purum, >=97% (GC)
    • DB-053734
    • DB-367931
    • NS00034491
    • P2341
    • ST51016255
    • EN300-115626
    • 4-02-00-01693 (Beilstein Handbook Reference)
    • F164204
    • Q27455468
    • Z295890062
    • InChI=1/C5H6O2/c1-2-3-4-5(6)7/h1H,3-4H2,(H,6,7)
    • 6089-09-4

  • Applications

    4-Pentynoic acid (CAS number: 6089-09-4) serves as a versatile building block to introduce terminal alkyne functionality into molecules, enabling post-synthesis modification via click chemistry (e.g., CuAAC) and surface functionalization in polymers and materials. It is commonly used to prepare propargyl esters that act as reactive intermediates in coatings, inks, adhesives, and resin systems, facilitating crosslinking and tailored surface chemistry. In polymer chemistry, it can be incorporated to furnish alkyne-functional polymers with pendant or chain-end propargyl groups. It also serves as a pharmaceutical and agrochemical synthesis intermediate for propargyl-containing motifs, contributing to the development of specialty chemicals. Overall, 4-Pentynoic acid is valued as a chemical intermediate in industrial manufacturing and materials science, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 179.84
    methanol 340.02
    isopropanol 102.43
    water 579.12
    ethyl acetate 22.09
    n-propanol 105.38
    acetone 72.3
    n-butanol 80.09
    acetonitrile 29.35
    DMF 657.0
    toluene 3.46
    isobutanol 69.2
    1,4-dioxane 51.59
    methyl acetate 39.58
    THF 97.19
    2-butanone 42.43
    n-pentanol 63.14
    sec-butanol 68.44
    n-hexane 2.9
    ethylene glycol 255.73
    NMP 235.64
    cyclohexane 1.08
    DMSO 335.28
    n-butyl acetate 22.66
    n-octanol 34.97
    chloroform 17.54
    n-propyl acetate 24.6
    acetic acid 102.49
    dichloromethane 21.35
    cyclohexanone 45.71
    propylene glycol 212.83
    isopropyl acetate 17.07
    DMAc 348.3
    2-ethoxyethanol 160.85
    isopentanol 61.72
    n-heptane 2.51
    ethyl formate 79.17
    1,2-dichloroethane 18.92
    n-hexanol 51.51
    2-methoxyethanol 300.83
    isobutyl acetate 16.54
    tetrachloromethane 7.15
    n-pentyl acetate 22.04
    transcutol 146.16
    n-heptanol 37.72
    ethylbenzene 6.51
    MIBK 27.27
    2-propoxyethanol 128.1
    tert-butanol 97.61
    MTBE 28.03
    2-butoxyethanol 91.42
    propionic acid 82.33
    o-xylene 6.9
    formic acid 258.89
    diethyl ether 14.67
    m-xylene 6.16
    p-xylene 7.88
    chlorobenzene 7.37
    dimethyl carbonate 38.12
    n-octane 1.51
    formamide 232.43
    cyclopentanone 85.91
    2-pentanone 34.45
    anisole 29.51
    cyclopentyl methyl ether 28.14
    gamma-butyrolactone 102.03
    1-methoxy-2-propanol 186.89
    pyridine 23.42
    3-pentanone 17.98
    furfural 130.44
    n-dodecane 1.65
    diethylene glycol 178.5
    diisopropyl ether 5.72
    tert-amyl alcohol 73.0
    acetylacetone 43.87
    n-hexadecane 1.7
    acetophenone 32.35
    methyl propionate 34.69
    isopentyl acetate 21.84
    trichloroethylene 27.76
    n-nonanol 29.42
    cyclohexanol 32.53
    benzyl alcohol 43.63
    2-ethylhexanol 24.8
    isooctanol 28.75
    dipropyl ether 14.46
    1,2-dichlorobenzene 11.48
    ethyl lactate 43.14
    propylene carbonate 55.76
    n-methylformamide 284.69
    2-pentanol 37.05
    n-pentane 1.96
    1-propoxy-2-propanol 73.01
    1-methoxy-2-propyl acetate 34.01
    2-(2-methoxypropoxy) propanol 74.69
    mesitylene 5.34
    ε-caprolactone 47.86
    p-cymene 7.28
    epichlorohydrin 83.69
    1,1,1-trichloroethane 11.88
    2-aminoethanol 259.18
    morpholine-4-carbaldehyde 219.97
    sulfolane 155.53
    2,2,4-trimethylpentane 1.85
    2-methyltetrahydrofuran 44.69
    n-hexyl acetate 31.97
    isooctane 1.68
    2-(2-butoxyethoxy)ethanol 93.87
    sec-butyl acetate 14.78
    tert-butyl acetate 22.74
    decalin 2.03
    glycerin 327.12
    diglyme 150.08
    acrylic acid 88.69
    isopropyl myristate 14.31
    n-butyric acid 68.09
    acetyl acetate 16.56
    di(2-ethylhexyl) phthalate 23.31
    ethyl propionate 22.04
    nitromethane 151.02
    1,2-diethoxyethane 26.0
    benzonitrile 25.58
    trioctyl phosphate 19.62
    1-bromopropane 8.61
    gamma-valerolactone 135.36
    n-decanol 22.36
    triethyl phosphate 16.37
    4-methyl-2-pentanol 25.9
    propionitrile 28.74
    vinylene carbonate 56.68
    1,1,2-trichlorotrifluoroethane 119.23
    DMS 24.48
    cumene 7.77
    2-octanol 23.18
    2-hexanone 31.11
    octyl acetate 20.69
    limonene 9.29
    1,2-dimethoxyethane 177.46
    ethyl orthosilicate 15.35
    tributyl phosphate 18.97
    diacetone alcohol 67.99
    N,N-dimethylaniline 32.68
    acrylonitrile 49.14
    aniline 17.73
    1,3-propanediol 204.45
    bromobenzene 4.78
    dibromomethane 11.3
    1,1,2,2-tetrachloroethane 30.01
    2-methyl-cyclohexyl acetate 20.9
    tetrabutyl urea 32.93
    diisobutyl methanol 14.88
    2-phenylethanol 35.82
    styrene 6.46
    dioctyl adipate 23.37
    dimethyl sulfate 89.77
    ethyl butyrate 18.91
    methyl lactate 77.34
    butyl lactate 37.61
    diethyl carbonate 14.82
    propanediol butyl ether 108.39
    triethyl orthoformate 16.73
    p-tert-butyltoluene 7.46
    methyl 4-tert-butylbenzoate 44.34
    morpholine 84.43
    tert-butylamine 45.38
    n-dodecanol 16.99
    dimethoxymethane 145.27
    ethylene carbonate 40.74
    cyrene 75.83
    2-ethoxyethyl acetate 28.62
    2-ethylhexyl acetate 15.6
    1,2,4-trichlorobenzene 13.23
    4-methylpyridine 32.26
    dibutyl ether 15.22
    2,6-dimethyl-4-heptanol 14.88
    DEF 78.91
    dimethyl isosorbide 80.49
    tetrachloroethylene 22.9
    eugenol 64.09
    triacetin 33.81
    span 80 56.93
    1,4-butanediol 123.9
    1,1-dichloroethane 13.52
    2-methyl-1-pentanol 49.94
    methyl formate 203.02
    2-methyl-1-butanol 57.82
    n-decane 2.28
    butyronitrile 34.63
    3,7-dimethyl-1-octanol 26.47
    1-chlorooctane 8.98
    1-chlorotetradecane 4.42
    n-nonane 2.13
    undecane 1.88
    tert-butylcyclohexane 2.82
    cyclooctane 0.69
    cyclopentanol 59.4
    tetrahydropyran 24.8
    tert-amyl methyl ether 24.18
    2,5,8-trioxanonane 111.36
    1-hexene 8.74
    2-isopropoxyethanol 84.59
    2,2,2-trifluoroethanol 78.65
    methyl butyrate 41.23

    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