1,5-Dimethyl (2R)-2-methylpentanedioate

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  • Identifiers

    CAS number
    33514-22-6

    Molecular formula
    C8H14O4

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

    Safety labels

  • Odor profile

    Fragrance
    Fruity 96.2%
    Sweet 54.73%
    Apple 52.92%
    Winey 52.48%
    Tropical 51.02%
    Green 49.96%
    Pineapple 47.95%
    Ethereal 46.15%
    Rummy 32.5%
    Grape 31.96%

     

    Flavor
    Fruity 90.14%
    Sweet 53.34%
    Apple 46.72%
    Floral 44.7%
    Tropical 44.44%
    Green 43.13%
    Pineapple 42.82%
    Berry 42.57%
    Grape 33.2%
    Fatty 30.86%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    6.65 (neutral)

    Molecular weight
    174.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    216°C

    Flash point

    • 95.8 ˚C est.

  • Synonyms

    • 33514-22-6
    • 1,5-dimethyl (2R)-2-methylpentanedioate
    • RefChem:221304
    • (R)-DIMETHYL 2-METHYLPENTANEDIOATE
    • dimethyl (2R)-2-methylpentanedioate
    • Dimethyl (R)-2-methylglutarate
    • SCHEMBL16300949
    • SCHEMBL28568682
    • Pentanedioic acid,2-methyl-, 1,5-dimethyl ester, (2R)-
    • ZWKKRUNHAVNSFW-ZCFIWIBFSA-N
    • DTXSID301277940
    • AKOS006328127
    • (3r)-methylglutaric acid monomethyl ester
    • NS00055629
    • 33514-22-6

  • Applications

    1,5-Dimethyl (2R)-2-methylpentanedioate is commonly used as a chiral building block and intermediate in organic synthesis, enabling access to enantioenriched compounds for pharmaceutical and fine-chemical applications. It can serve as a precursor or co-monomer for specialty polyesters and coatings, helping tailor polymer properties. In industrial manufacturing, it may function as a solvent or processing aid during production and polymer processing, and it can act as a plasticizer in certain formulations. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 186.25
    methanol 329.26
    isopropanol 137.87
    water 13.15
    ethyl acetate 163.27
    n-propanol 117.65
    acetone 481.31
    n-butanol 97.87
    acetonitrile 344.91
    DMF 1176.84
    toluene 83.34
    isobutanol 92.16
    1,4-dioxane 317.69
    methyl acetate 244.92
    THF 410.54
    2-butanone 261.37
    n-pentanol 89.58
    sec-butanol 117.96
    n-hexane 11.07
    ethylene glycol 86.48
    NMP 1204.8
    cyclohexane 12.2
    DMSO 1599.8
    n-butyl acetate 104.66
    n-octanol 32.62
    chloroform 566.94
    n-propyl acetate 122.42
    acetic acid 819.09
    dichloromethane 721.3
    cyclohexanone 346.91
    propylene glycol 84.86
    isopropyl acetate 103.4
    DMAc 938.94
    2-ethoxyethanol 277.89
    isopentanol 99.76
    n-heptane 4.04
    ethyl formate 207.75
    1,2-dichloroethane 419.39
    n-hexanol 52.19
    2-methoxyethanol 405.55
    isobutyl acetate 59.63
    tetrachloromethane 85.04
    n-pentyl acetate 64.74
    transcutol 676.04
    n-heptanol 28.77
    ethylbenzene 61.33
    MIBK 111.03
    2-propoxyethanol 150.03
    tert-butanol 236.88
    MTBE 180.06
    2-butoxyethanol 90.76
    propionic acid 288.62
    o-xylene 95.48
    formic acid 674.61
    diethyl ether 116.79
    m-xylene 64.95
    p-xylene 91.14
    chlorobenzene 185.27
    dimethyl carbonate 133.84
    n-octane 1.93
    formamide 1049.33
    cyclopentanone 524.7
    2-pentanone 176.0
    anisole 210.04
    cyclopentyl methyl ether 155.3
    gamma-butyrolactone 716.32
    1-methoxy-2-propanol 243.81
    pyridine 406.01
    3-pentanone 161.84
    furfural 898.48
    n-dodecane 1.49
    diethylene glycol 167.41
    diisopropyl ether 33.5
    tert-amyl alcohol 221.0
    acetylacetone 303.18
    n-hexadecane 1.77
    acetophenone 267.72
    methyl propionate 181.44
    isopentyl acetate 100.53
    trichloroethylene 1016.96
    n-nonanol 29.2
    cyclohexanol 108.28
    benzyl alcohol 191.97
    2-ethylhexanol 36.46
    isooctanol 25.83
    dipropyl ether 38.97
    1,2-dichlorobenzene 227.72
    ethyl lactate 94.0
    propylene carbonate 319.5
    n-methylformamide 611.96
    2-pentanol 69.18
    n-pentane 7.81
    1-propoxy-2-propanol 102.43
    1-methoxy-2-propyl acetate 133.6
    2-(2-methoxypropoxy) propanol 151.36
    mesitylene 42.21
    ε-caprolactone 328.88
    p-cymene 32.64
    epichlorohydrin 656.34
    1,1,1-trichloroethane 282.23
    2-aminoethanol 142.01
    morpholine-4-carbaldehyde 711.86
    sulfolane 1104.77
    2,2,4-trimethylpentane 9.02
    2-methyltetrahydrofuran 286.01
    n-hexyl acetate 88.03
    isooctane 4.51
    2-(2-butoxyethoxy)ethanol 167.14
    sec-butyl acetate 77.47
    tert-butyl acetate 145.96
    decalin 11.8
    glycerin 181.62
    diglyme 384.72
    acrylic acid 414.32
    isopropyl myristate 33.29
    n-butyric acid 243.01
    acetyl acetate 168.57
    di(2-ethylhexyl) phthalate 55.36
    ethyl propionate 110.52
    nitromethane 1484.34
    1,2-diethoxyethane 124.02
    benzonitrile 242.37
    trioctyl phosphate 32.63
    1-bromopropane 129.9
    gamma-valerolactone 693.72
    n-decanol 19.62
    triethyl phosphate 68.6
    4-methyl-2-pentanol 43.56
    propionitrile 176.74
    vinylene carbonate 351.94
    1,1,2-trichlorotrifluoroethane 606.81
    DMS 138.93
    cumene 47.02
    2-octanol 20.45
    2-hexanone 132.93
    octyl acetate 44.18
    limonene 44.6
    1,2-dimethoxyethane 427.15
    ethyl orthosilicate 57.64
    tributyl phosphate 49.77
    diacetone alcohol 206.15
    N,N-dimethylaniline 168.94
    acrylonitrile 339.64
    aniline 196.3
    1,3-propanediol 179.2
    bromobenzene 167.32
    dibromomethane 360.51
    1,1,2,2-tetrachloroethane 654.37
    2-methyl-cyclohexyl acetate 96.57
    tetrabutyl urea 67.21
    diisobutyl methanol 26.15
    2-phenylethanol 108.16
    styrene 87.42
    dioctyl adipate 75.2
    dimethyl sulfate 378.76
    ethyl butyrate 85.05
    methyl lactate 140.25
    butyl lactate 77.78
    diethyl carbonate 76.76
    propanediol butyl ether 108.24
    triethyl orthoformate 67.98
    p-tert-butyltoluene 29.98
    methyl 4-tert-butylbenzoate 152.88
    morpholine 374.97
    tert-butylamine 126.07
    n-dodecanol 13.69
    dimethoxymethane 330.27
    ethylene carbonate 222.56
    cyrene 225.48
    2-ethoxyethyl acetate 122.05
    2-ethylhexyl acetate 79.65
    1,2,4-trichlorobenzene 292.95
    4-methylpyridine 409.43
    dibutyl ether 36.24
    2,6-dimethyl-4-heptanol 26.15
    DEF 315.79
    dimethyl isosorbide 260.34
    tetrachloroethylene 456.68
    eugenol 139.86
    triacetin 156.66
    span 80 104.77
    1,4-butanediol 90.42
    1,1-dichloroethane 306.02
    2-methyl-1-pentanol 97.85
    methyl formate 458.08
    2-methyl-1-butanol 98.38
    n-decane 2.89
    butyronitrile 140.28
    3,7-dimethyl-1-octanol 38.61
    1-chlorooctane 19.08
    1-chlorotetradecane 6.77
    n-nonane 2.75
    undecane 1.97
    tert-butylcyclohexane 10.61
    cyclooctane 4.45
    cyclopentanol 137.32
    tetrahydropyran 184.56
    tert-amyl methyl ether 149.74
    2,5,8-trioxanonane 263.99
    1-hexene 40.95
    2-isopropoxyethanol 159.29
    2,2,2-trifluoroethanol 378.95
    methyl butyrate 169.2

    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