diethyl (2R,3S)-2,3-dimethoxybutanedioate
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Identifiers
Molecular formula
C10H18O6SMILES
CCOC(=O)[C@@H]([C@@H](C(=O)OCC)OC)OC
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Odor profile
Fragrance Fruity 89.66% Caramellic 41.33% Buttery 37.66% Winey 37.33% Sweet 33.9% Tropical 31.48% Apple 30.55% Pineapple 28.52% Ethereal 26.85% Fatty 24.9% Flavor Fruity 57.29% Bitter 43.87% Mild 36.67% Odorless 32.17% Creamy 29.87% Waxy 28.32% Wine 28.0% Fatty 25.91% Grape 23.35% Bland 22.71% Odor impact est.
Low -
Properties
XLogP3-AA
0.6pKa est.
5.09 (weak acid)Molecular weight
234.25 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
SlowBoiling point est.
259°CFlash point
- 105.43 ˚C est.
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Applications
Diethyl (2R,3S)-2,3-dimethoxybutanedioate is primarily used as an organic synthesis intermediate and a protected diacid derivative. It is commonly evaluated as a chiral building block for the preparation of advanced pharmaceuticals and fine chemicals, leveraging its diester functionality for selective transformations and its 2,3-dimethoxy substituents as temporary protecting groups. In polymer and materials chemistry, it can serve as a precursor to specialty monomers or as a scaffold for developing asymmetric catalysts and ligands in research settings. It may also appear as a starting material in method development for esterification, acetal formation, or cross-coupling workflows, and as a diester handle in process chemistry to facilitate purification and isolation of intermediates.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 136.54 methanol 239.03 isopropanol 87.44 water 6.94 ethyl acetate 193.04 n-propanol 105.43 acetone 264.76 n-butanol 85.8 acetonitrile 219.81 DMF 517.58 toluene 91.78 isobutanol 79.14 1,4-dioxane 363.29 methyl acetate 234.7 THF 362.03 2-butanone 174.24 n-pentanol 69.53 sec-butanol 93.44 n-hexane 9.83 ethylene glycol 119.21 NMP 824.64 cyclohexane 57.2 DMSO 621.9 n-butyl acetate 120.02 n-octanol 34.0 chloroform 1008.27 n-propyl acetate 105.29 acetic acid 588.38 dichloromethane 1096.32 cyclohexanone 424.11 propylene glycol 74.53 isopropyl acetate 90.49 DMAc 520.45 2-ethoxyethanol 177.7 isopentanol 67.79 n-heptane 8.3 ethyl formate 238.11 1,2-dichloroethane 631.39 n-hexanol 65.29 2-methoxyethanol 315.96 isobutyl acetate 56.53 tetrachloromethane 197.58 n-pentyl acetate 78.1 transcutol 177.44 n-heptanol 36.07 ethylbenzene 59.63 MIBK 56.98 2-propoxyethanol 154.23 tert-butanol 111.11 MTBE 75.28 2-butoxyethanol 90.18 propionic acid 252.4 o-xylene 93.36 formic acid 398.85 diethyl ether 83.86 m-xylene 54.32 p-xylene 90.1 chlorobenzene 279.66 dimethyl carbonate 123.37 n-octane 4.71 formamide 535.64 cyclopentanone 430.1 2-pentanone 106.07 anisole 109.48 cyclopentyl methyl ether 143.56 gamma-butyrolactone 700.51 1-methoxy-2-propanol 150.05 pyridine 471.49 3-pentanone 121.57 furfural 783.97 n-dodecane 3.84 diethylene glycol 188.94 diisopropyl ether 21.08 tert-amyl alcohol 114.98 acetylacetone 196.46 n-hexadecane 4.51 acetophenone 160.39 methyl propionate 182.15 isopentyl acetate 103.61 trichloroethylene 1162.76 n-nonanol 31.51 cyclohexanol 186.07 benzyl alcohol 158.85 2-ethylhexanol 48.52 isooctanol 30.13 dipropyl ether 41.05 1,2-dichlorobenzene 286.87 ethyl lactate 85.78 propylene carbonate 410.77 n-methylformamide 349.29 2-pentanol 49.14 n-pentane 10.98 1-propoxy-2-propanol 89.62 1-methoxy-2-propyl acetate 110.23 2-(2-methoxypropoxy) propanol 77.27 mesitylene 37.69 ε-caprolactone 394.26 p-cymene 46.41 epichlorohydrin 602.35 1,1,1-trichloroethane 461.72 2-aminoethanol 127.65 morpholine-4-carbaldehyde 474.5 sulfolane 873.64 2,2,4-trimethylpentane 9.55 2-methyltetrahydrofuran 266.93 n-hexyl acetate 86.48 isooctane 3.91 2-(2-butoxyethoxy)ethanol 90.61 sec-butyl acetate 61.6 tert-butyl acetate 86.13 decalin 21.89 glycerin 160.84 diglyme 198.27 acrylic acid 331.93 isopropyl myristate 30.07 n-butyric acid 250.98 acetyl acetate 194.99 di(2-ethylhexyl) phthalate 53.2 ethyl propionate 104.38 nitromethane 735.54 1,2-diethoxyethane 74.75 benzonitrile 230.1 trioctyl phosphate 36.67 1-bromopropane 175.94 gamma-valerolactone 554.23 n-decanol 22.8 triethyl phosphate 83.06 4-methyl-2-pentanol 27.99 propionitrile 148.6 vinylene carbonate 430.56 1,1,2-trichlorotrifluoroethane 647.09 DMS 135.5 cumene 41.9 2-octanol 26.72 2-hexanone 76.77 octyl acetate 43.96 limonene 65.75 1,2-dimethoxyethane 262.87 ethyl orthosilicate 69.05 tributyl phosphate 45.59 diacetone alcohol 113.75 N,N-dimethylaniline 88.69 acrylonitrile 252.88 aniline 176.81 1,3-propanediol 160.81 bromobenzene 263.11 dibromomethane 609.03 1,1,2,2-tetrachloroethane 965.76 2-methyl-cyclohexyl acetate 95.61 tetrabutyl urea 65.47 diisobutyl methanol 27.87 2-phenylethanol 119.24 styrene 82.83 dioctyl adipate 61.03 dimethyl sulfate 263.14 ethyl butyrate 95.46 methyl lactate 137.95 butyl lactate 70.36 diethyl carbonate 91.09 propanediol butyl ether 74.27 triethyl orthoformate 77.04 p-tert-butyltoluene 41.38 methyl 4-tert-butylbenzoate 108.42 morpholine 378.46 tert-butylamine 65.96 n-dodecanol 17.59 dimethoxymethane 187.27 ethylene carbonate 343.78 cyrene 167.84 2-ethoxyethyl acetate 98.48 2-ethylhexyl acetate 90.82 1,2,4-trichlorobenzene 355.73 4-methylpyridine 320.71 dibutyl ether 33.91 2,6-dimethyl-4-heptanol 27.87 DEF 212.16 dimethyl isosorbide 177.31 tetrachloroethylene 783.95 eugenol 107.6 triacetin 107.95 span 80 72.02 1,4-butanediol 85.11 1,1-dichloroethane 393.45 2-methyl-1-pentanol 67.14 methyl formate 358.16 2-methyl-1-butanol 77.92 n-decane 6.27 butyronitrile 131.53 3,7-dimethyl-1-octanol 34.68 1-chlorooctane 31.44 1-chlorotetradecane 13.42 n-nonane 5.94 undecane 4.76 tert-butylcyclohexane 12.42 cyclooctane 13.93 cyclopentanol 203.3 tetrahydropyran 249.75 tert-amyl methyl ether 72.57 2,5,8-trioxanonane 134.58 1-hexene 31.52 2-isopropoxyethanol 103.91 2,2,2-trifluoroethanol 351.92 methyl butyrate 157.22 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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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 |