2-Butyne-1,4-diol

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  • Identifiers

    CAS number
    110-65-6

    Molecular formula
    C4H6O2

    SMILES
    C(C#CCO)O

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Sweet 33.89%
    Floral 32.51%
    Odorless 28.1%
    Alcoholic 25.71%
    Fruity 22.11%
    Ethereal 19.95%
    Pungent 19.58%
    Oily 19.11%
    Fresh 18.8%
    Fishy 18.73%

     

    Flavor
    Odorless 52.56%
    Bitter 44.76%
    Mild 24.87%
    Sweet-like 24.06%
    Bland 20.64%
    Very slight 20.08%
    Yeast 19.39%
    Formyl 19.33%
    Cardboard 19.16%
    Nitrile 19.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.1

    pKa est.
    7.13 (neutral)

    Molecular weight
    86.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 50 °C
    • 58 °C

    Boiling point

    • 460 °F at 760 mmHg (USCG, 1999)
    • 238 °C
    • No boiling point at normal pressure; decomposes at >160 °C

    Flash point

    • 125.1 ˚C est.
    • 263 °F (USCG, 1999)
    • 128 °C
    • 263 °F (OPEN CUP)
    • 152 °C

    Solubility expt.

    • Insoluble in benzene; slightly soluble in ethyl ether, choroform; very soluble in ethanol, acetone, methanol
    • Soluble in aqueous acids.
    • In water, 3.74X10+6 mg/L at 25 °C
    • Solubility in water, g/100ml at 20 °C: 75 (good)

  • Synonyms

    • 2-Butyne-1,4-diol
    • 110-65-6
    • But-2-yne-1,4-diol
    • Butynediol
    • 1,4-Dihydroxy-2-butyne
    • 1,4-BUTYNEDIOL
    • Bis(hydroxymethyl)acetylene
    • 2-Butynediol
    • Agrisynth B3D
    • 2-Butin-1,4-diol
    • 1,4-Butinodiol
    • Butynediol-1,4
    • DTXSID4021921
    • AXH202FPQM
    • NSC-834
    • 2-Butin-1,4-diol [Czechoslovakia]
    • DTXCID901921
    • CHEBI:16413
    • 2-Butin-1,4-diol (Czechoslovakia)
    • RefChem:86062
    • 2-Butyne-1, 4-diol
    • GlyTouCan:G80992YA
    • CHEBI:22970
    • G80992YA
    • Advancedretinol Moisturizing Facial Cream
    • DR.HUI B-HA Multi Effect Repair Essence
    • Auquest Advancedretinol Moisturizing Facial Cream
    • 203-788-6
    • 2-BUTYNE-1,4-DIOL; ALLANTOIN; BETAINE; CENTELLA ASIATICA TRITERPENOIDS; ECTOINE; GLYCERYL GLUCOSIDE; HYALURONATE SODIUM; ISOAMYL MERCAPTAN; PENTYLENE GLYCOL
    • NSC 834
    • MFCD00002915
    • 2-butyn-1,4-diol
    • 1,4-Dimethoxyacetylene
    • 1,4-Butynediol (VAN)
    • Butynediol-1,4 [French]
    • 1,4-Butinodiol [Spanish]
    • CAS-110-65-6
    • 2-Butin-1,4-diol [Czech]
    • HSDB 2004
    • EINECS 203-788-6
    • UNII-AXH202FPQM
    • UN2716
    • BRN 1071237
    • AI3-61467
    • 2-butyne-l,4-diol
    • but-2-yne-1,4diol
    • 1,2-Dimethoxyacetylene
    • 1,4Dihydroxy-2-butyne
    • 2-butyne-1,4-di-ol
    • EC 203-788-6
    • WLN: Q2UU2Q
    • 1,4-BUTYNE GLYCOL
    • 4-01-00-02687 (Beilstein Handbook Reference)
    • SCHEMBL148914
    • 1,2-Dihydroxydimethylacetylene
    • NSC834
    • SCHEMBL1098590
    • SCHEMBL5125793
    • 2-Butyne-1,4-diol, 99%
    • CHEMBL3187551
    • SCHEMBL15438350
    • 1,4-BUTYNEDIOL [HSDB]
    • Tox21_201284
    • Tox21_302875
    • SBB067656
    • STL185542
    • AKOS000118736
    • UN 2716
    • NCGC00249014-01
    • NCGC00256535-01
    • NCGC00258836-01
    • 1,4-Butynediol [UN2716] [Poison]
    • B0749
    • NS00009569
    • EN300-19323
    • Butynediol 1,4-Butynediol 2-Butyne-1,4-diol
    • C02497
    • E78871
    • F117300
    • Q209328
    • F0001-0223
    • InChI=1/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H
    • 1,4-Butynediol; 1,4-Dihydroxy-2-butyne; 2-Butynediol; Bis(hydroxymethyl)acetylene; Butynediol; NSC 834
    • 110-65-6

  • Applications

    2-Butyne-1,4-diol (CAS 110-65-6) is primarily used as a reactive diol building block in polymer synthesis, serving as a precursor to alkyne-terminated monomers and crosslinkable resins. It enables the introduction of alkyne functionality for click-chemistry (azide-alkyne) in coatings, adhesives, and UV-curable systems; it acts as a chain extender or functional diol in specialized polyester and polyurethane formulations; it can be used to prepare functional monomers for specialty polymers and hydrogel networks that rely on click-chemistry; applicability spans polymers/plastics, coatings/inks, adhesives, and electronic/optical materials, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 106.67
    methanol 216.15
    isopropanol 66.17
    water 58.44
    ethyl acetate 40.76
    n-propanol 80.44
    acetone 80.71
    n-butanol 58.38
    acetonitrile 66.54
    DMF 418.12
    toluene 4.19
    isobutanol 43.09
    1,4-dioxane 164.58
    methyl acetate 62.73
    THF 160.76
    2-butanone 50.87
    n-pentanol 31.32
    sec-butanol 45.13
    n-hexane 2.88
    ethylene glycol 169.18
    NMP 277.82
    cyclohexane 5.83
    DMSO 688.05
    n-butyl acetate 31.23
    n-octanol 25.41
    chloroform 62.49
    n-propyl acetate 25.78
    acetic acid 195.8
    dichloromethane 60.27
    cyclohexanone 78.84
    propylene glycol 76.72
    isopropyl acetate 21.28
    DMAc 183.41
    2-ethoxyethanol 105.61
    isopentanol 34.64
    n-heptane 7.94
    ethyl formate 63.25
    1,2-dichloroethane 56.17
    n-hexanol 39.64
    2-methoxyethanol 231.43
    isobutyl acetate 13.26
    tetrachloromethane 26.78
    n-pentyl acetate 25.03
    transcutol 146.72
    n-heptanol 28.07
    ethylbenzene 4.05
    MIBK 21.37
    2-propoxyethanol 92.36
    tert-butanol 72.49
    MTBE 27.4
    2-butoxyethanol 64.76
    propionic acid 115.34
    o-xylene 6.69
    formic acid 249.94
    diethyl ether 32.57
    m-xylene 5.18
    p-xylene 5.19
    chlorobenzene 15.29
    dimethyl carbonate 34.46
    n-octane 3.37
    formamide 300.3
    cyclopentanone 132.13
    2-pentanone 37.5
    anisole 21.06
    cyclopentyl methyl ether 46.63
    gamma-butyrolactone 203.74
    1-methoxy-2-propanol 123.41
    pyridine 62.49
    3-pentanone 29.94
    furfural 174.99
    n-dodecane 2.67
    diethylene glycol 132.44
    diisopropyl ether 8.7
    tert-amyl alcohol 48.84
    acetylacetone 52.28
    n-hexadecane 2.83
    acetophenone 26.68
    methyl propionate 49.08
    isopentyl acetate 22.85
    trichloroethylene 82.22
    n-nonanol 22.85
    cyclohexanol 45.38
    benzyl alcohol 26.94
    2-ethylhexanol 22.16
    isooctanol 21.25
    dipropyl ether 28.98
    1,2-dichlorobenzene 22.17
    ethyl lactate 34.39
    propylene carbonate 82.4
    n-methylformamide 253.01
    2-pentanol 28.57
    n-pentane 3.8
    1-propoxy-2-propanol 65.0
    1-methoxy-2-propyl acetate 37.71
    2-(2-methoxypropoxy) propanol 49.29
    mesitylene 5.46
    ε-caprolactone 75.28
    p-cymene 9.08
    epichlorohydrin 122.35
    1,1,1-trichloroethane 36.7
    2-aminoethanol 155.94
    morpholine-4-carbaldehyde 236.26
    sulfolane 334.08
    2,2,4-trimethylpentane 2.57
    2-methyltetrahydrofuran 77.55
    n-hexyl acetate 31.82
    isooctane 2.03
    2-(2-butoxyethoxy)ethanol 70.22
    sec-butyl acetate 13.26
    tert-butyl acetate 27.14
    decalin 2.94
    glycerin 172.55
    diglyme 149.1
    acrylic acid 135.77
    isopropyl myristate 14.93
    n-butyric acid 95.66
    acetyl acetate 30.25
    di(2-ethylhexyl) phthalate 16.66
    ethyl propionate 23.92
    nitromethane 307.47
    1,2-diethoxyethane 38.92
    benzonitrile 29.29
    trioctyl phosphate 17.11
    1-bromopropane 21.39
    gamma-valerolactone 174.64
    n-decanol 17.5
    triethyl phosphate 22.64
    4-methyl-2-pentanol 15.67
    propionitrile 48.47
    vinylene carbonate 75.98
    1,1,2-trichlorotrifluoroethane 168.92
    DMS 28.36
    cumene 4.88
    2-octanol 17.93
    2-hexanone 22.83
    octyl acetate 21.08
    limonene 14.1
    1,2-dimethoxyethane 136.49
    ethyl orthosilicate 20.09
    tributyl phosphate 17.41
    diacetone alcohol 63.11
    N,N-dimethylaniline 19.61
    acrylonitrile 83.2
    aniline 23.81
    1,3-propanediol 150.04
    bromobenzene 10.42
    dibromomethane 39.67
    1,1,2,2-tetrachloroethane 84.08
    2-methyl-cyclohexyl acetate 22.06
    tetrabutyl urea 27.76
    diisobutyl methanol 16.01
    2-phenylethanol 29.34
    styrene 5.27
    dioctyl adipate 24.18
    dimethyl sulfate 94.8
    ethyl butyrate 28.73
    methyl lactate 66.03
    butyl lactate 30.35
    diethyl carbonate 21.2
    propanediol butyl ether 53.39
    triethyl orthoformate 24.87
    p-tert-butyltoluene 9.66
    methyl 4-tert-butylbenzoate 43.01
    morpholine 165.56
    tert-butylamine 34.58
    n-dodecanol 14.16
    dimethoxymethane 119.67
    ethylene carbonate 59.44
    cyrene 60.8
    2-ethoxyethyl acetate 33.25
    2-ethylhexyl acetate 17.28
    1,2,4-trichlorobenzene 26.31
    4-methylpyridine 36.62
    dibutyl ether 19.5
    2,6-dimethyl-4-heptanol 16.01
    DEF 81.68
    dimethyl isosorbide 84.03
    tetrachloroethylene 75.49
    eugenol 48.05
    triacetin 36.5
    span 80 47.41
    1,4-butanediol 60.55
    1,1-dichloroethane 33.31
    2-methyl-1-pentanol 19.76
    methyl formate 156.29
    2-methyl-1-butanol 33.09
    n-decane 4.11
    butyronitrile 38.84
    3,7-dimethyl-1-octanol 19.41
    1-chlorooctane 13.97
    1-chlorotetradecane 6.26
    n-nonane 4.0
    undecane 3.16
    tert-butylcyclohexane 2.91
    cyclooctane 2.47
    cyclopentanol 76.61
    tetrahydropyran 71.0
    tert-amyl methyl ether 23.31
    2,5,8-trioxanonane 107.67
    1-hexene 7.01
    2-isopropoxyethanol 52.77
    2,2,2-trifluoroethanol 130.22
    methyl butyrate 36.89

    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