(Z)-but-2-enedioic acid;N-[2-(dimethylamino)ethyl]-5-(dithiolan-3-yl)pentanamide

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  • Identifiers

    CAS number
    865661-00-3

    Molecular formula
    C16H28N2O5S2

    SMILES
    CN(C)CCNC(=O)CCCCC1CCSS1.C(=C\C(=O)O)\C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 55.7%
    Savory 44.25%
    Fishy 43.74%
    Roasted 40.11%
    Cooked 32.8%
    Odorless 32.71%
    Cheesy 27.87%
    Nutty 26.86%
    Popcorn 24.84%
    Beefy 24.09%

     

    Flavor
    Odorless 27.03%
    Bland 25.64%
    Sulfurous 24.35%
    Roasted 24.27%
    Mild 23.27%
    Sulfury 21.74%
    Bouillon 19.95%
    Scallion 19.81%
    Cedarleaf 19.63%
    Tomato leaf 19.58%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    6.66 (neutral)

    Molecular weight
    392.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    473°C

    Flash point

    • 187.94 ˚C est.

  • Synonyms

    • (Z)-but-2-enedioic acid;N-(2-(dimethylamino)ethyl)-5-(dithiolan-3-yl)pentanamide
    • (Z)-but-2-enedioic acid;N-[2-(dimethylamino)ethyl]-5-(dithiolan-3-yl)pentanamide
    • RefChem:408688
    • 922-363-2
    • (+/-)-LA plus maleate
    • Liposol maleate, (+/-)-
    • (+/-)-Thioctamidoethyl dimethylamine maleate
    • UNII-0L6TPF5UXK
    • 0L6TPF5UXK
    • 865661-00-3
    • Thioctamidoethyl dimethylamine maleate, (+/-)-
    • 1,2-Dithiolane-3-pentanamide, N-(2-(dimethylamino)ethyl)-, (2Z)-2-butenedioate (1:1)
    • Q27236928
    • 865661-00-3

  • Applications

    (Z)-but-2-enedioic acid;N-[2-(dimethylamino)ethyl]-5-(dithiolan-3-yl)pentanamide, CAS number: 865661-00-3, is a multifunctional building block used in polymers and coatings, potentially serving as a crosslinking agent or multifunctional monomer in unsaturated resin and epoxy systems; the cis-2-butene-1,4-dioic backbone provides a platform for conjugate-type reactions with nucleophiles such as thiols or amines under suitable conditions; the N-(dimethylaminoethyl) group offers tertiary amine functionality that can aid processing and participate in alkylation or quaternization to tune solubility and reactivity; the 1,3-dithiane (dithiolan-3-yl) moiety can act as a masked aldehyde, enabling controlled release or delayed crosslinking during synthesis. In practice, this compound may be used as an intermediate for specialty polymer synthesis, a crosslinker for coatings and adhesives, a reactive monomer for printable inks or functional materials, and a building block in industrial manufacturing, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 155.38
    methanol 314.24
    isopropanol 72.81
    water 5.91
    ethyl acetate 184.33
    n-propanol 113.07
    acetone 243.03
    n-butanol 88.24
    acetonitrile 93.62
    DMF 477.23
    toluene 51.97
    isobutanol 81.52
    1,4-dioxane 209.31
    methyl acetate 167.45
    THF 383.42
    2-butanone 167.07
    n-pentanol 73.85
    sec-butanol 63.52
    n-hexane 0.52
    ethylene glycol 89.57
    NMP 635.51
    cyclohexane 4.69
    DMSO 704.67
    n-butyl acetate 149.64
    n-octanol 42.3
    chloroform 758.54
    n-propyl acetate 155.42
    acetic acid 800.59
    dichloromethane 570.25
    cyclohexanone 468.63
    propylene glycol 161.59
    isopropyl acetate 126.81
    DMAc 522.17
    2-ethoxyethanol 290.14
    isopentanol 84.9
    n-heptane 1.26
    ethyl formate 235.43
    1,2-dichloroethane 248.54
    n-hexanol 57.04
    2-methoxyethanol 477.34
    isobutyl acetate 107.82
    tetrachloromethane 53.41
    n-pentyl acetate 107.81
    transcutol 903.34
    n-heptanol 45.35
    ethylbenzene 19.11
    MIBK 101.98
    2-propoxyethanol 249.61
    tert-butanol 77.64
    MTBE 35.76
    2-butoxyethanol 175.3
    propionic acid 277.34
    o-xylene 38.51
    formic acid 495.18
    diethyl ether 23.82
    m-xylene 43.86
    p-xylene 34.94
    chlorobenzene 154.11
    dimethyl carbonate 80.18
    n-octane 0.83
    formamide 469.97
    cyclopentanone 557.68
    2-pentanone 136.83
    anisole 77.57
    cyclopentyl methyl ether 133.25
    gamma-butyrolactone 775.0
    1-methoxy-2-propanol 299.82
    pyridine 316.78
    3-pentanone 78.49
    furfural 894.38
    n-dodecane 0.99
    diethylene glycol 265.75
    diisopropyl ether 11.0
    tert-amyl alcohol 69.77
    acetylacetone 319.98
    n-hexadecane 1.2
    acetophenone 166.68
    methyl propionate 137.91
    isopentyl acetate 142.22
    trichloroethylene 920.83
    n-nonanol 38.62
    cyclohexanol 126.79
    benzyl alcohol 154.43
    2-ethylhexanol 38.79
    isooctanol 40.82
    dipropyl ether 22.6
    1,2-dichlorobenzene 174.83
    ethyl lactate 125.2
    propylene carbonate 510.03
    n-methylformamide 352.4
    2-pentanol 38.42
    n-pentane 0.73
    1-propoxy-2-propanol 169.24
    1-methoxy-2-propyl acetate 235.82
    2-(2-methoxypropoxy) propanol 170.44
    mesitylene 26.23
    ε-caprolactone 448.77
    p-cymene 22.73
    epichlorohydrin 656.41
    1,1,1-trichloroethane 225.49
    2-aminoethanol 178.87
    morpholine-4-carbaldehyde 597.06
    sulfolane 929.42
    2,2,4-trimethylpentane 1.49
    2-methyltetrahydrofuran 218.84
    n-hexyl acetate 119.54
    isooctane 1.1
    2-(2-butoxyethoxy)ethanol 252.06
    sec-butyl acetate 91.24
    tert-butyl acetate 127.5
    decalin 2.6
    glycerin 304.9
    diglyme 477.09
    acrylic acid 321.8
    isopropyl myristate 34.66
    n-butyric acid 444.05
    acetyl acetate 218.54
    di(2-ethylhexyl) phthalate 75.15
    ethyl propionate 87.58
    nitromethane 925.05
    1,2-diethoxyethane 123.91
    benzonitrile 202.37
    trioctyl phosphate 42.74
    1-bromopropane 48.84
    gamma-valerolactone 939.57
    n-decanol 25.88
    triethyl phosphate 65.82
    4-methyl-2-pentanol 30.37
    propionitrile 69.86
    vinylene carbonate 492.98
    1,1,2-trichlorotrifluoroethane 843.4
    DMS 123.72
    cumene 15.82
    2-octanol 26.85
    2-hexanone 97.26
    octyl acetate 54.36
    limonene 30.78
    1,2-dimethoxyethane 244.69
    ethyl orthosilicate 57.12
    tributyl phosphate 56.39
    diacetone alcohol 208.34
    N,N-dimethylaniline 54.06
    acrylonitrile 142.59
    aniline 133.74
    1,3-propanediol 234.11
    bromobenzene 141.57
    dibromomethane 234.33
    1,1,2,2-tetrachloroethane 677.46
    2-methyl-cyclohexyl acetate 113.24
    tetrabutyl urea 75.06
    diisobutyl methanol 21.36
    2-phenylethanol 129.23
    styrene 28.25
    dioctyl adipate 85.4
    dimethyl sulfate 198.53
    ethyl butyrate 103.98
    methyl lactate 170.96
    butyl lactate 151.14
    diethyl carbonate 79.61
    propanediol butyl ether 212.46
    triethyl orthoformate 85.13
    p-tert-butyltoluene 21.73
    methyl 4-tert-butylbenzoate 147.44
    morpholine 317.19
    tert-butylamine 22.72
    n-dodecanol 17.16
    dimethoxymethane 164.44
    ethylene carbonate 383.0
    cyrene 248.4
    2-ethoxyethyl acetate 208.37
    2-ethylhexyl acetate 103.95
    1,2,4-trichlorobenzene 262.54
    4-methylpyridine 248.66
    dibutyl ether 25.9
    2,6-dimethyl-4-heptanol 21.36
    DEF 198.84
    dimethyl isosorbide 301.14
    tetrachloroethylene 377.4
    eugenol 168.36
    triacetin 215.56
    span 80 165.19
    1,4-butanediol 118.17
    1,1-dichloroethane 195.13
    2-methyl-1-pentanol 68.67
    methyl formate 284.2
    2-methyl-1-butanol 77.83
    n-decane 1.68
    butyronitrile 89.14
    3,7-dimethyl-1-octanol 44.49
    1-chlorooctane 14.85
    1-chlorotetradecane 5.06
    n-nonane 1.31
    undecane 1.24
    tert-butylcyclohexane 1.95
    cyclooctane 1.6
    cyclopentanol 164.8
    tetrahydropyran 154.72
    tert-amyl methyl ether 34.34
    2,5,8-trioxanonane 305.67
    1-hexene 4.37
    2-isopropoxyethanol 183.02
    2,2,2-trifluoroethanol 369.15
    methyl butyrate 161.07

    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