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Dimethyl L-tartrate

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Identification
Molecular formula
C6H10O6
CAS number
608-66-2
IUPAC name
dimethyl (2S,3S)-2,3-dihydroxybutanedioate
State
State

The compound is typically found as a liquid at room temperature. However, it may exist in a solid state below its melting point.

Melting point (Celsius)
18.50
Melting point (Kelvin)
291.65
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
178.14g/mol
Molar mass
178.1410g/mol
Density
1.2980g/cm3
Appearence

Dimethyl L-tartrate appears as a colorless to pale yellow liquid. It might solidify upon cooling, forming crystalline solids, depending on the conditions and purity.

Comment on solubility

Solubility of Dimethyl (2S,3S)-2,3-dihydroxybutanedioate

Dimethyl (2S,3S)-2,3-dihydroxybutanedioate, also known as dimethyl tartarate, exhibits interesting solubility properties due to its unique chemical structure.

Key points to consider about its solubility include:

  • Polar Nature: The presence of hydroxyl groups (-OH) contributes to its polarity, enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules increases its solubility, making it quite soluble in aqueous solutions.
  • Solvent Compatibility: Dimethyl (2S,3S)-2,3-dihydroxybutanedioate is likely to be less soluble in non-polar solvents, where its polar characteristics are not adequately accommodated.

In summary, the solubility of dimethyl (2S,3S)-2,3-dihydroxybutanedioate highlights its utility in various applications, particularly in the realm of organic chemistry, where solubility in polar solvents is often a desirable trait. As a result, it can be said that “like dissolves like”, favoring its solubility in polar environments.

Interesting facts

Interesting Facts About Dimethyl (2S,3S)-2,3-dihydroxybutanedioate

Dimethyl (2S,3S)-2,3-dihydroxybutanedioate, commonly referred to as a diester, is a fascinating organic compound that brings a significant array of applications and biochemical importance. Here are some noteworthy facts:

  • Biological Significance: This compound is found naturally in various metabolic pathways, playing a vital role in the production of certain amino acids and carbohydrates.
  • Chirality: Its chiral nature is characterized by the (2S,3S) configuration, leading to potential enantioselectivity in reactions, which is crucial in pharmaceutical applications.
  • Applications in Synthesis: Dimethyl (2S,3S)-2,3-dihydroxybutanedioate serves as a building block in organic synthesis, particularly in forming larger, more complex molecules. It’s essential in producing bioactive compounds.
  • Versatile Intermediates: This compound is an important intermediate in the synthesis of other chemical agents, reflecting its versatility in chemical transformations.
  • Food Industry: Due to its structure, it can function as a food additive, contributing to the aroma and flavor profiles of different products.

In the words of a renowned chemist, “The beauty of chemistry lies in its ability to connect complex ideas through simple structures.” Dimethyl (2S,3S)-2,3-dihydroxybutanedioate is a perfect example of how a single compound can bridge various disciplines—from biochemistry and pharmaceuticals to food technology—highlighting the interdisciplinary nature of modern science.

Overall, this compound embodies the magic of chemistry, demonstrating how foundational molecules underpin much of the biochemical pathways and synthetic techniques we rely upon today.

Synonyms
13171-64-7
Butanedioic acid, 2,3-dihydroxy-, dimethyl ester, (2S,3S)-
dimethyl (2S,3S)-2,3-dihydroxybutanedioate
Dimethyl (S(R*,R*))-tartrate
EINECS 236-118-6
Dimethyl [S(R*,R*)]-tartrate
dimethyl [2S,3S]-2,3-dihydroxybutanedioate
236-118-6
Dimethyl d-tartrate
(-)-Dimethyl D-tartrate
Dimethyl D-(-)-Tartrate
Dimethyl-D-tartrate
(2S,3S)-dimethyl 2,3-dihydroxysuccinate
608-69-5
5057-96-5
1,4-dimethyl (2S,3S)-2,3-dihydroxybutanedioate
D-(-)-Tartaric acid dimethyl ester
MFCD00008445
Dimethyl (2S,3S)-2,3-Dihydroxysuccinate
dl-Dimethyl tartrate
DL-Dimethyl tartarate
meso-tartaric acid, dimethyl ester
Racemic dimethyl tartrate
Tartaric acid, dimethyl ester, DL-
(2S,3S)-dimethyl tartrate
SCHEMBL590894
(-)-Dimethyl D-tartrate, 99%
AKOS024437565
FD16062
AS-11873
NS00124527
T1659
Rel-dimethyl (2S,3S)-2,3-dihydroxysuccinate
D70237
(-)-Dimethyl D-tartrate, purum, >=99.0% (sum of enantiomers, GC)
Butanedioic acid, 2,3-dihydroxy-, 1,4-dimethyl ester, (2R,3R)-rel-
InChI=1/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m0/s