Dimethyl L-tartrate

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  • Identifiers

    CAS number
    608-68-4

    Molecular formula
    C6H10O6

    SMILES
    COC(=O)[C@@H]([C@H](C(=O)OC)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 72.49%
    Caramellic 68.07%
    Buttery 44.51%
    Winey 43.95%
    Sweet 40.74%
    Ethereal 35.32%
    Burnt 32.67%
    Sour 29.68%
    Rummy 28.23%
    Milky 26.67%

     

    Flavor
    Odorless 43.79%
    Fruity 37.42%
    Very mild 31.35%
    Mild 28.53%
    Bland 25.36%
    Creamy 24.05%
    Sweet-like 23.12%
    Yeast 20.61%
    Buttery 20.25%
    Caramellic 19.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.0

    pKa est.
    4.88 (weak acid)

    Molecular weight
    178.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    276°C

    Flash point

    • 118.8 ˚C est.

  • Synonyms

    • 608-68-4
    • Dimethyl L-tartrate
    • L-DIMETHYL TARTRATE
    • NSC 517
    • EINECS 210-166-8
    • Dimethyl (R(R*,R*))-tartrate
    • Dimethyl [R(R*,R*)]-tartrate
    • DTXSID50883209
    • L(+)tartaric acid dimethyl ester
    • LDimethyl tartrate
    • (+)Dimethyl Ltartrate
    • RefChem:588280
    • Dimethyl (R(R*,R*))tartrate
    • DTXCID901022757
    • 1,4-Dimethyl 2,3-dihydroxy-(2R,3R)butanedioate
    • Butanedioic acid, 2,3dihydroxy (2R,3R), dimethyl ester
    • Butanedioic acid, 2,3dihydroxy (2R,3R), 1,4dimethyl ester
    • Butanedioic acid, 2,3-dihydroxy-(2R,3R)-, 1,4-dimethyl ester
    • 210-166-8
    • (+)-Dimethyl L-tartrate
    • Dimethyl L-(+)-Tartrate
    • (2R,3R)-dimethyl 2,3-dihydroxysuccinate
    • dimethyl (2R,3R)-2,3-dihydroxybutanedioate
    • L-(+)-Tartaric acid dimethyl ester
    • MFCD00064437
    • dimethyl (2R,3R)-2,3-dihydroxysuccinate
    • Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, 1,4-dimethyl ester
    • 1,4-dimethyl (2R,3R)-2,3-dihydroxybutanedioate
    • Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, dimethyl ester
    • Dimethyl (+)-tartrate
    • l-Tartaric acid, dimethyl ester
    • Dimethyl 2,3-dihydroxysuccinate #
    • L-(+)-Tartaric acid, dimethyl ester
    • (+)-DIMETHYL-L-TARTRATE
    • dimethyl l-tartarate
    • L-DMT
    • dimethyl L(+)-tartrate
    • Dimethyl (R,R)-tartrate
    • (+)-Dimethyl L-tartarate
    • R2E7EA6BJ2
    • SCHEMBL590895
    • L-Tartaric acid dimethyl ester
    • LCZC1826
    • (+)-Tartaric acid dimethyl ester
    • (+)-Dimethyl L-tartrate, 99%
    • (2R,3R)-(+)-Dimethyl tartrate
    • BB_NC-00150
    • STR02392
    • AKOS015894938
    • AC-3434
    • FD60153
    • SY017639
    • CS-0093793
    • T0006
    • F20334
    • EN300-1703345
    • F240989
    • 1,4-Dimethyl 2,3-dihydroxy- (2R,3R)butanedioate
    • doi:10.14272/PVRATXCXJDHJJN-QWWZWVQMSA-N.1
    • (+)-Dimethyl L-tartrate, purum, >=99.0% (sum of enantiomers, GC)
    • 608-68-4

  • Applications

    Dimethyl L-tartrate (CAS 608-68-4) is a chiral tartrate diester widely used as a building block in asymmetric synthesis. It serves as a precursor to tartrate-derived chiral ligands (notably TADDOL-type ligands) and as a chiral auxiliary to enable enantioselective transformations. In practice, it supports catalyst design for pharmaceutical and agrochemical manufacturing, including aldol, Diels–Alder, and hydrogenation reactions. It is commonly used as a starting material for enantiomerically enriched pharmaceutical and agrochemical intermediates, and may be employed to access chiral polymers or materials where controlled chirality is required.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 27.13
    methanol 66.74
    isopropanol 17.93
    water 100.45
    ethyl acetate 8.0
    n-propanol 17.99
    acetone 15.68
    n-butanol 13.62
    acetonitrile 7.84
    DMF 134.65
    toluene 2.22
    isobutanol 10.92
    1,4-dioxane 35.24
    methyl acetate 12.63
    THF 39.14
    2-butanone 10.63
    n-pentanol 8.2
    sec-butanol 14.45
    n-hexane 0.98
    ethylene glycol 51.57
    NMP 164.5
    cyclohexane 3.66
    DMSO 286.19
    n-butyl acetate 3.78
    n-octanol 5.47
    chloroform 7.83
    n-propyl acetate 4.24
    acetic acid 51.09
    dichloromethane 10.99
    cyclohexanone 24.19
    propylene glycol 19.97
    isopropyl acetate 4.9
    DMAc 149.28
    2-ethoxyethanol 45.29
    isopentanol 10.14
    n-heptane 1.83
    ethyl formate 13.85
    1,2-dichloroethane 11.28
    n-hexanol 6.22
    2-methoxyethanol 96.61
    isobutyl acetate 2.0
    tetrachloromethane 3.58
    n-pentyl acetate 3.82
    transcutol 37.79
    n-heptanol 5.81
    ethylbenzene 2.35
    MIBK 4.96
    2-propoxyethanol 22.89
    tert-butanol 27.51
    MTBE 10.68
    2-butoxyethanol 16.32
    propionic acid 21.58
    o-xylene 5.14
    formic acid 175.12
    diethyl ether 9.22
    m-xylene 2.53
    p-xylene 3.07
    chlorobenzene 2.46
    dimethyl carbonate 14.39
    n-octane 0.95
    formamide 220.59
    cyclopentanone 30.05
    2-pentanone 7.71
    anisole 6.49
    cyclopentyl methyl ether 16.17
    gamma-butyrolactone 50.98
    1-methoxy-2-propanol 43.31
    pyridine 14.98
    3-pentanone 9.09
    furfural 49.29
    n-dodecane 0.63
    diethylene glycol 42.99
    diisopropyl ether 2.66
    tert-amyl alcohol 22.0
    acetylacetone 12.8
    n-hexadecane 0.69
    acetophenone 10.69
    methyl propionate 14.89
    isopentyl acetate 3.88
    trichloroethylene 14.18
    n-nonanol 5.44
    cyclohexanol 17.43
    benzyl alcohol 10.55
    2-ethylhexanol 4.55
    isooctanol 4.77
    dipropyl ether 5.2
    1,2-dichlorobenzene 4.23
    ethyl lactate 9.47
    propylene carbonate 18.15
    n-methylformamide 69.13
    2-pentanol 8.23
    n-pentane 1.67
    1-propoxy-2-propanol 12.94
    1-methoxy-2-propyl acetate 8.68
    2-(2-methoxypropoxy) propanol 16.6
    mesitylene 2.47
    ε-caprolactone 25.33
    p-cymene 2.81
    epichlorohydrin 31.05
    1,1,1-trichloroethane 4.42
    2-aminoethanol 45.61
    morpholine-4-carbaldehyde 100.1
    sulfolane 106.55
    2,2,4-trimethylpentane 1.23
    2-methyltetrahydrofuran 24.57
    n-hexyl acetate 5.95
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 19.45
    sec-butyl acetate 3.03
    tert-butyl acetate 6.93
    decalin 1.42
    glycerin 62.16
    diglyme 40.95
    acrylic acid 30.66
    isopropyl myristate 2.92
    n-butyric acid 16.19
    acetyl acetate 6.76
    di(2-ethylhexyl) phthalate 4.63
    ethyl propionate 6.06
    nitromethane 69.35
    1,2-diethoxyethane 8.08
    benzonitrile 5.34
    trioctyl phosphate 3.94
    1-bromopropane 3.83
    gamma-valerolactone 54.83
    n-decanol 4.12
    triethyl phosphate 6.76
    4-methyl-2-pentanol 4.54
    propionitrile 6.64
    vinylene carbonate 18.98
    1,1,2-trichlorotrifluoroethane 56.78
    DMS 8.66
    cumene 2.36
    2-octanol 3.83
    2-hexanone 4.8
    octyl acetate 4.09
    limonene 4.41
    1,2-dimethoxyethane 45.94
    ethyl orthosilicate 6.13
    tributyl phosphate 3.73
    diacetone alcohol 17.81
    N,N-dimethylaniline 9.97
    acrylonitrile 11.55
    aniline 8.72
    1,3-propanediol 46.07
    bromobenzene 1.82
    dibromomethane 6.5
    1,1,2,2-tetrachloroethane 15.84
    2-methyl-cyclohexyl acetate 6.29
    tetrabutyl urea 7.66
    diisobutyl methanol 3.59
    2-phenylethanol 7.52
    styrene 2.33
    dioctyl adipate 5.32
    dimethyl sulfate 45.22
    ethyl butyrate 4.83
    methyl lactate 21.91
    butyl lactate 6.45
    diethyl carbonate 4.45
    propanediol butyl ether 13.89
    triethyl orthoformate 5.86
    p-tert-butyltoluene 2.87
    methyl 4-tert-butylbenzoate 12.87
    morpholine 47.66
    tert-butylamine 14.17
    n-dodecanol 3.21
    dimethoxymethane 48.97
    ethylene carbonate 14.39
    cyrene 29.95
    2-ethoxyethyl acetate 6.71
    2-ethylhexyl acetate 3.29
    1,2,4-trichlorobenzene 6.14
    4-methylpyridine 10.53
    dibutyl ether 3.68
    2,6-dimethyl-4-heptanol 3.59
    DEF 32.58
    dimethyl isosorbide 26.27
    tetrachloroethylene 16.19
    eugenol 12.6
    triacetin 9.87
    span 80 11.8
    1,4-butanediol 18.89
    1,1-dichloroethane 4.28
    2-methyl-1-pentanol 7.21
    methyl formate 46.75
    2-methyl-1-butanol 10.73
    n-decane 1.03
    butyronitrile 5.54
    3,7-dimethyl-1-octanol 4.4
    1-chlorooctane 2.41
    1-chlorotetradecane 1.25
    n-nonane 0.98
    undecane 0.79
    tert-butylcyclohexane 0.98
    cyclooctane 1.66
    cyclopentanol 22.8
    tetrahydropyran 16.74
    tert-amyl methyl ether 12.38
    2,5,8-trioxanonane 30.66
    1-hexene 1.82
    2-isopropoxyethanol 19.66
    2,2,2-trifluoroethanol 53.53
    methyl butyrate 8.8

    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