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Dimethyl L-tartrate

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Identification
Molecular formula
C6H10O6
CAS number
608-69-5
IUPAC name
dimethyl (2R,3R)-2,3-dihydroxybutanedioate
State
State

Dimethyl L-tartrate is typically found as a liquid at room temperature, distinguishing it from the solid forms of other tartrate compounds.

Melting point (Celsius)
18.00
Melting point (Kelvin)
291.15
Boiling point (Celsius)
194.00
Boiling point (Kelvin)
467.15
General information
Molecular weight
178.14g/mol
Molar mass
178.1410g/mol
Density
1.3300g/cm3
Appearence

Dimethyl L-tartrate is a clear, colorless liquid with a slight sweet odor. It is typically used in laboratory settings and found as a component in flavorings and fragrances due to its aromatic properties.

Comment on solubility

Solubility of Dimethyl (2R,3R)-2,3-Dihydroxybutanedioate

Dimethyl (2R,3R)-2,3-dihydroxybutanedioate, with its two hydroxyl groups, exhibits notable solubility characteristics that stem from its chemical structure. The presence of polar functional groups grants this compound the ability to interact favorably with polar solvents, chiefly water.

Key Points on Solubility:

  • Water Solubility: The compound is generally soluble in water due to hydrogen bonding between the hydroxyl groups and water molecules.
  • Solvent Interactions: It may also dissolve in polar organic solvents such as ethanol and methanol, which can facilitate various chemical reactions.
  • Thermodynamic Factors: The solubility can be affected by temperature; increased temperatures often enhance solubility.

Overall, the solubility profile of dimethyl (2R,3R)-2,3-dihydroxybutanedioate reflects its capacity to engage in hydrogen bonding, making it a versatile compound in aqueous and organic environments. As emphasized, “solubility is a crucial aspect that governs the behavior of compounds in different settings.”

Interesting facts

Interesting Facts about Dimethyl (2R,3R)-2,3-Dihydroxybutanedioate

Dimethyl (2R,3R)-2,3-dihydroxybutanedioate, commonly known as dimethyl tartarate, is an intriguing compound with various applications and properties that make it noteworthy in both organic chemistry and industry. Here are some interesting aspects of this compound:

  • Chirality and Stereochemistry: This compound showcases chirality due to its two hydroxyl groups, which leads to the existence of different stereoisomers. In this case, the (2R,3R) configuration refers to the specific spatial arrangement of the substituents attached to the carbon backbone, resulting in unique optical properties that can significantly influence reactivity and interaction with biological systems.
  • Applications in Synthesis: Dimethyl tartarate serves as an important intermediate in organic synthesis. Its functional groups allow it to participate in various reactions, including esterification and condensation processes, making it a versatile building block for more complex molecules.
  • Use in the Food Industry: Due to its properties, dimethyl tartarate has found applications as a food additive. It can act as a flavoring agent, enhancing the sensory profile of various food products.
  • Biodegradable Plastic Precursors: As environmental concerns grow, compounds like dimethyl tartarate are being explored as precursors for biodegradable plastics. Its renewable nature provides a sustainable alternative to traditional petrochemical-based plastics, aligning with the global shift toward greener chemistry.
  • Research and Development: Ongoing research into the compound highlights its potential roles in pharmaceuticals and medicinal chemistry. The ability to manipulate its structure opens pathways for developing novel drugs with desired biological activities.

In summary, dimethyl (2R,3R)-2,3-dihydroxybutanedioate is not just a simple ester; it encapsulates a range of possibilities that extend from everyday applications to frontier scientific research. As the study of such compounds continues, their impact on both technological advancements and environmental sustainability remains a key area of interest.

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
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
L-(+)-Tartaric acid dimethyl ester
MFCD00064437
dimethyl (2R,3R)-2,3-dihydroxysuccinate
dimethyl (2R,3R)-2,3-dihydroxybutanedioate
Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, 1,4-dimethyl ester
Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, dimethyl ester
Dimethyl (+)-tartrate
1,4-dimethyl (2R,3R)-2,3-dihydroxybutanedioate
l-Tartaric acid, dimethyl ester
Dimethyl 2,3-dihydroxysuccinate #
L-(+)-Tartaric acid, dimethyl ester
(+)-DIMETHYL-L-TARTRATE
Dimethyl (2S,3S)-2,3-Dihydroxysuccinate
L-DMT
dimethyl L(+)-tartrate
SCHEMBL590895
L-Tartaric acid dimethyl ester
LCZC1826
(+)-Dimethyl L-tartrate, 99%
STR02392
AKOS015894938
AC-3434
FD60153
CS-0093793
T0006
F20334
EN300-1703345
doi:10.14272/PVRATXCXJDHJJN-QWWZWVQMSA-N.1
(+)-Dimethyl L-tartrate, purum, >=99.0% (sum of enantiomers, GC)