(R)-Lipoate

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  • Identifiers

    CAS number
    1200-22-2

    Molecular formula
    C8H13O2S2-

    SMILES
    C1CSS[C@@H]1CCCCC(=O)[O-]

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 54.1%
    Roasted 48.31%
    Savory 38.18%
    Nutty 36.56%
    Cooked 34.14%
    Fatty 31.5%
    Sulfurous 30.48%
    Odorless 25.86%
    Beefy 24.42%
    Popcorn 24.11%

     

    Flavor
    Odorless 25.66%
    Roasted 25.19%
    Fruity 24.26%
    Mild 23.01%
    Sulfury 22.29%
    Sulfurous 21.68%
    Bouillon 20.84%
    Fatty 20.47%
    Taco 20.37%
    Scallion 20.24%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    3.54 (weak acid)

    Molecular weight
    205.3 g/mol

    Flash point

    • 155.75 ˚C est.

  • Synonyms

    • (R)-lipoate
    • D-thioctate
    • 6,8-thioctate
    • 5-[(3R)-1,2-dithiolan-3-yl]pentanoate
    • CHEBI:83088
    • 5-(1,2-dithiolan-3-yl)-pentanoate
    • 5-((3R)-1,2-dithiolan-3-yl)pentanoate
    • RefChem:70312
    • (R)-(+)-Lipoate
    • 1200-22-2
    • 5-[(3R)-dithiolan-3-yl]pentanoate
    • 5-[(3R)-3-dithiolanyl]pentanoate
    • 5-[(3R)-1,2-dithiolan-3-yl]pentanoicacid
    • A833786
    • Q27156626
    • 1200-22-2

  • Applications

    (R)-Lipoate (CAS 1200-22-2) is used as an antioxidant active ingredient in dietary supplements and pharmaceutical formulations, helping to protect products from oxidation and support basic biological functions. In cosmetics and personal care, it serves as an antioxidant additive and formulation stabilizer. It is also employed as a chiral building block and reagent in organic synthesis, leveraging its dithiol functionality for disulfide chemistry. Because of its reducing/disulfide-exchange properties, it finds use in various synthetic procedures and as a research reagent in chemical studies. Additionally, owing to its antioxidant nature, it can act as a stabilizer for polymers and plastics to retard oxidative degradation. Actual use depends on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 176.35
    methanol 167.43
    isopropanol 115.54
    water 0.12
    ethyl acetate 699.85
    n-propanol 131.32
    acetone 1017.72
    n-butanol 116.78
    acetonitrile 262.0
    DMF 1561.73
    toluene 276.38
    isobutanol 96.09
    1,4-dioxane 813.06
    methyl acetate 541.48
    THF 1306.89
    2-butanone 667.87
    n-pentanol 120.43
    sec-butanol 109.37
    n-hexane 3.9
    ethylene glycol 76.82
    NMP 1274.17
    cyclohexane 15.33
    DMSO 2523.12
    n-butyl acetate 381.65
    n-octanol 77.02
    chloroform 933.06
    n-propyl acetate 436.98
    acetic acid 405.19
    dichloromethane 879.95
    cyclohexanone 1102.73
    propylene glycol 137.24
    isopropyl acetate 460.3
    DMAc 1080.3
    2-ethoxyethanol 437.62
    isopentanol 136.32
    n-heptane 3.82
    ethyl formate 332.77
    1,2-dichloroethane 708.03
    n-hexanol 130.15
    2-methoxyethanol 710.61
    isobutyl acetate 264.03
    tetrachloromethane 74.04
    n-pentyl acetate 265.3
    transcutol 3349.15
    n-heptanol 71.18
    ethylbenzene 108.71
    MIBK 375.83
    2-propoxyethanol 444.02
    tert-butanol 197.31
    MTBE 223.53
    2-butoxyethanol 253.68
    propionic acid 286.9
    o-xylene 161.66
    formic acid 180.58
    diethyl ether 176.84
    m-xylene 198.92
    p-xylene 144.12
    chlorobenzene 501.25
    dimethyl carbonate 339.34
    n-octane 2.3
    formamide 434.49
    cyclopentanone 1565.69
    2-pentanone 571.81
    anisole 462.77
    cyclopentyl methyl ether 536.24
    gamma-butyrolactone 1671.95
    1-methoxy-2-propanol 620.85
    pyridine 853.56
    3-pentanone 371.18
    furfural 1818.49
    n-dodecane 2.81
    diethylene glycol 469.66
    diisopropyl ether 72.68
    tert-amyl alcohol 173.5
    acetylacetone 1281.49
    n-hexadecane 3.59
    acetophenone 542.61
    methyl propionate 543.4
    isopentyl acetate 364.03
    trichloroethylene 1991.59
    n-nonanol 72.29
    cyclohexanol 215.43
    benzyl alcohol 357.38
    2-ethylhexanol 92.85
    isooctanol 67.89
    dipropyl ether 85.85
    1,2-dichlorobenzene 554.27
    ethyl lactate 229.48
    propylene carbonate 900.27
    n-methylformamide 605.44
    2-pentanol 95.05
    n-pentane 3.41
    1-propoxy-2-propanol 345.73
    1-methoxy-2-propyl acetate 619.62
    2-(2-methoxypropoxy) propanol 429.74
    mesitylene 115.64
    ε-caprolactone 967.42
    p-cymene 72.65
    epichlorohydrin 1748.87
    1,1,1-trichloroethane 566.91
    2-aminoethanol 152.91
    morpholine-4-carbaldehyde 1638.89
    sulfolane 2291.88
    2,2,4-trimethylpentane 5.43
    2-methyltetrahydrofuran 726.62
    n-hexyl acetate 346.5
    isooctane 5.67
    2-(2-butoxyethoxy)ethanol 637.29
    sec-butyl acetate 317.86
    tert-butyl acetate 551.01
    decalin 12.91
    glycerin 305.39
    diglyme 1209.18
    acrylic acid 330.23
    isopropyl myristate 123.0
    n-butyric acid 455.52
    acetyl acetate 559.53
    di(2-ethylhexyl) phthalate 145.45
    ethyl propionate 355.06
    nitromethane 1298.08
    1,2-diethoxyethane 532.61
    benzonitrile 513.8
    trioctyl phosphate 86.23
    1-bromopropane 161.4
    gamma-valerolactone 2282.55
    n-decanol 53.43
    triethyl phosphate 145.13
    4-methyl-2-pentanol 80.72
    propionitrile 192.4
    vinylene carbonate 841.37
    1,1,2-trichlorotrifluoroethane 1173.73
    DMS 460.82
    cumene 72.86
    2-octanol 58.64
    2-hexanone 393.49
    octyl acetate 158.59
    limonene 96.78
    1,2-dimethoxyethane 738.2
    ethyl orthosilicate 130.27
    tributyl phosphate 137.25
    diacetone alcohol 676.79
    N,N-dimethylaniline 247.62
    acrylonitrile 403.31
    aniline 400.29
    1,3-propanediol 232.09
    bromobenzene 513.56
    dibromomethane 408.64
    1,1,2,2-tetrachloroethane 1390.36
    2-methyl-cyclohexyl acetate 253.67
    tetrabutyl urea 183.73
    diisobutyl methanol 68.02
    2-phenylethanol 303.54
    styrene 169.5
    dioctyl adipate 237.94
    dimethyl sulfate 725.46
    ethyl butyrate 266.15
    methyl lactate 363.47
    butyl lactate 271.05
    diethyl carbonate 191.88
    propanediol butyl ether 397.17
    triethyl orthoformate 196.38
    p-tert-butyltoluene 73.5
    methyl 4-tert-butylbenzoate 361.47
    morpholine 929.71
    tert-butylamine 82.66
    n-dodecanol 38.93
    dimethoxymethane 754.8
    ethylene carbonate 633.0
    cyrene 472.62
    2-ethoxyethyl acetate 572.5
    2-ethylhexyl acetate 269.0
    1,2,4-trichlorobenzene 688.45
    4-methylpyridine 869.32
    dibutyl ether 110.38
    2,6-dimethyl-4-heptanol 68.02
    DEF 654.28
    dimethyl isosorbide 782.42
    tetrachloroethylene 727.42
    eugenol 385.04
    triacetin 545.29
    span 80 341.26
    1,4-butanediol 117.58
    1,1-dichloroethane 512.77
    2-methyl-1-pentanol 131.41
    methyl formate 504.5
    2-methyl-1-butanol 115.13
    n-decane 4.69
    butyronitrile 199.96
    3,7-dimethyl-1-octanol 105.98
    1-chlorooctane 47.57
    1-chlorotetradecane 17.74
    n-nonane 3.91
    undecane 3.51
    tert-butylcyclohexane 10.89
    cyclooctane 5.72
    cyclopentanol 250.58
    tetrahydropyran 532.71
    tert-amyl methyl ether 180.67
    2,5,8-trioxanonane 813.42
    1-hexene 32.84
    2-isopropoxyethanol 321.68
    2,2,2-trifluoroethanol 238.35
    methyl butyrate 483.49

    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