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meso-1,4-Dibromo-2,3-butanediol

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Identification
Molecular formula
C4H8Br2O2
CAS number
23100-14-1
IUPAC name
(2R,3R)-1,4-dibromobutane-2,3-diol
State
State

At room temperature, meso-1,4-Dibromo-2,3-butanediol is typically in a solid state. It is stable under normal temperatures and pressures.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.15
General information
Molecular weight
247.91g/mol
Molar mass
247.9140g/mol
Density
2.1909g/cm3
Appearence

The compound is typically a white or off-white crystalline solid. It can also appear in powder form. The crystals are often small and granular, and the color may vary slightly depending on purity and other factors.

Comment on solubility

Solubility of (2R,3R)-1,4-dibromobutane-2,3-diol

(2R,3R)-1,4-dibromobutane-2,3-diol exhibits distinct solubility characteristics due to its chemical structure and the presence of hydroxyl groups. Here are some key points to consider:

  • Polar Nature: The presence of two hydroxyl (-OH) groups makes this compound polar. Polar molecules generally have higher solubility in polar solvents.
  • Solubility in Water: Because of its polarity, (2R,3R)-1,4-dibromobutane-2,3-diol is likely soluble in water, which is a polar solvent. It can engage in hydrogen bonding with water molecules.
  • Solubility in Organic Solvents: This compound may have varying solubility in non-polar solvents. Its bromine atoms may hinder solubility due to van der Waals interactions.

In summary, the solubility of (2R,3R)-1,4-dibromobutane-2,3-diol is influenced by the balance between its polar hydroxyl groups and the bulky bromine atoms. Understanding these interactions is crucial for applications involving this compound, particularly in pharmaceuticals and organic chemistry!

Interesting facts

Interesting Facts About (2R,3R)-1,4-Dibromobutane-2,3-diol

(2R,3R)-1,4-dibromobutane-2,3-diol is a fascinating compound that plays a significant role in various scientific fields, especially in organic chemistry and biochemistry. Here are some intriguing aspects of this compound:

  • Stereochemistry: This compound is notable for its stereocenters at the second and third carbon atoms, providing two configurations, (2R,3R) and (2S,3S). This stereoisomerism can lead to different chemical properties and biological activities.
  • Halogenation: As indicated by the presence of bromine atoms, this compound is a product of halogenation reactions. These types of reactions are crucial in organic synthesis, particularly for introducing functional groups into organic molecules.
  • Potential Applications: The unique structure of (2R,3R)-1,4-dibromobutane-2,3-diol makes it a candidate for various applications in pharmaceuticals and agrochemicals, where the arrangement of atoms can influence biological interactions.
  • Chiral Synthesis: Due to its chirality, this compound can serve as an intermediate in synthesizing other chiral compounds, crucial for drug development and tailoring specific biological responses.
  • Biological Activity: Compounds like (2R,3R)-1,4-dibromobutane-2,3-diol can exhibit significant biological effects, affecting enzyme activity and possibly interacting with cell membranes, which highlights the importance of stereochemistry in biological systems.

In summary, (2R,3R)-1,4-dibromobutane-2,3-diol stands out due to its stereochemical features and practical applications in research and industry. As outlined, its unique attributes underscore the importance of understanding not only how chemical compounds are structured but also how those structures influence their reactivity and interactions.

Synonyms
299-70-7
NSC 241568
(L)-(+)-1,4-Dibromo-2,3-butanediol
1,4-Dibromo-1,4-dideoxy-L-+-erythritol
ERYTHRITOL, 1,4-DIBROMO-1,4-DIDEOXY-, (O)-(+)-
Threitol, 1,4-dibromo-1,4-dideoxy-, L-(+)-
NSC75721
NSC-75721