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1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol

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Identification
Molecular formula
C11H18Br2O4
CAS number
13472-08-3
IUPAC name
1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol
State
State

At room temperature, 1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol is a solid. It generally retains a stable crystalline structure under normal laboratory conditions.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.00
Boiling point (Celsius)
445.00
Boiling point (Kelvin)
718.00
General information
Molecular weight
347.97g/mol
Molar mass
347.9740g/mol
Density
2.0560g/cm3
Appearence
The compound appears as a white crystalline solid. It is typically colorless, although impurities can sometimes impart slight variations in shade or opacity.
Comment on solubility

Solubility of 1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol

The solubility of 1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol can be a complex subject due to its unique chemical structure. This compound features multiple functional groups that significantly influence its solubility in various solvents.

Solubility Characteristics

Consider the following factors impacting the solubility:

  • Polar and Nonpolar Character: The presence of hydroxyl (−OH) groups generally enhances solubility in polar solvents such as water.
  • Hydrophobic Regions: The bulky dimethyl cyclopropane structure may lead to some hydrophobic characteristics, reducing solubility in completely polar environments.
  • Br-Substituted Groups: The bromo substituents introduce variability in solubility, potentially increasing the compound's interactions with organic solvents.

In summary, we can expect that 1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol may show:

  • Moderate solubility in polar solvents like water due to hydrogen bonding.
  • Increased solubility in nonpolar organic solvents, because of the cyclopropane structure.
  • Poor solubility in mixed or highly nonpolar solvents.

As a result, the solubility behavior of this compound is largely dependent on the composition of the solvent used.

Interesting facts

1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol: Interesting Facts

This fascinating compound features a unique structure that makes it a subject of interest in various fields of chemistry. Its distinct architecture combines both cyclopropane and bromohydroxy motifs, leading to intriguing chemical properties.

Chemical Structure and Characteristics

  • Cyclopropane Ring: The presence of a three-membered cyclopropane ring contributes to the compound's ring strain, which can influence its reactivity.
  • Bromo Groups: The two bromo substituents on the hydroxyethyl side chains enhance electrophilicity, making it a potent site for nucleophilic attacks.
  • Hydroxy Functionality: The hydroxyl groups can serve as active players in hydrogen bonding, which is crucial for interactions with biological systems.

Potential Applications

This compound has garnered interest in several key areas:

  • Pharmaceutical Chemistry: Compounds with bromo- and hydroxy- moieties have potential applications in drug design due to their biological activity.
  • Synthetic Chemistry: Its unique structure can be utilized as a building block for synthesizing more complex molecules.
  • Material Science: The properties of the cyclopropane motif can impart unique characteristics to polymeric materials.

Quote from the Literature

As one researcher remarked, “The exploration of complex polyfunctional compounds like 1,2-bis(2-bromo-1-hydroxy-ethyl)-3,3-dimethyl-cyclopropane-1,2-diol not only enriches our understanding of molecular interactions but also paves the way for innovative drug discovery.”

In summary, the multifaceted nature of this compound makes it a remarkable candidate for further research and exploration in various scientific disciplines, showcasing the intricate dance of functional groups in organic chemistry.

Synonyms
Isopropylidene-dbm
Ip-Dbm
BRN 5505653
1,6-Dibromo-1,6-dideoxy-3,4-isopropylidene-D-mannitol
3,4-Isopropylidene-1,6-dibromo-1,6-dideoxy-D-mannitol
MANNITOL, 1,6-DIBROMO-1,6-DIDEOXY-3,4-ISOPROPYLIDENE-, (D)-
DTXSID40937922