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2-Bromo-3-phenylacrylaldehyde

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Identification
Molecular formula
C9H7BrO
CAS number
5909-02-0
IUPAC name
2-bromo-3-phenyl-prop-2-enal
State
State

At room temperature, 2-Bromo-3-phenyl-prop-2-enal is typically found as a liquid. It is generally handled in a controlled environment due to its reactive aldehyde functional groups.

Melting point (Celsius)
2.50
Melting point (Kelvin)
275.65
Boiling point (Celsius)
106.00
Boiling point (Kelvin)
379.15
General information
Molecular weight
227.06g/mol
Molar mass
227.0570g/mol
Density
1.3885g/cm3
Appearence

2-Bromo-3-phenyl-prop-2-enal is typically found as a pale yellow to yellow liquid. This compound tends to have a pungent odor characteristic of aldehydes. It is important to handle it with care, as it can be reactive in nature, particularly to nucleophiles due to the presence of the aldehyde functional group.

Comment on solubility

Solubility of 2-Bromo-3-phenyl-prop-2-enal

2-Bromo-3-phenyl-prop-2-enal, with the chemical formula C10H9BrO, is a compound exhibiting interesting solubility characteristics influenced by its structure. When discussing solubility, it is important to consider the following factors:

  • Polarity: The presence of both a bromo group and an aldehyde group imparts certain polar characteristics to the molecule, potentially enhancing its solubility in polar solvents.
  • Hydrophobic interactions: The phenyl ring introduces a hydrophobic section, which may hinder solubility in water but facilitate solubility in non-polar organic solvents.
  • Solvent Compatibility: 2-Bromo-3-phenyl-prop-2-enal is likely to be soluble in organic solvents such as ethanol, acetone, and dichloromethane, while having limited solubility in water.

In summary, while 2-bromo-3-phenyl-prop-2-enal can demonstrate notable solubility in organic environments, its efficacy as a solute in aqueous solutions is limited. This dual nature highlights the intriguing balance of polarity and hydrophobicity present in its molecular structure.

Interesting facts

Interesting Facts About 2-Bromo-3-phenyl-prop-2-enal

2-Bromo-3-phenyl-prop-2-enal is a fascinating compound that belongs to the class of organic molecules known as α,β-unsaturated aldehydes. This structure lends itself to a wide array of reactivity and applications in synthetic chemistry. Here are some intriguing highlights about this compound:

  • Versatile Building Block: The unique functional groups in 2-bromo-3-phenyl-prop-2-enal make it an excellent starting material for various synthetic pathways, particularly in the formation of more complex molecules.
  • Applications in Organic Synthesis: This compound is utilized in synthesizing pharmaceuticals, agrochemicals, and natural products, showcasing its significance in medicinal chemistry.
  • Electrophilic Reactivity: The electron-withdrawing effects of the aldehyde group, together with the bromine atom, enhance its reactivity toward nucleophiles, paving the way for numerous addition and substitution reactions.
  • Chemical Transformations: This compound can undergo reactions such as Michael addition, which permits the introduction of new functional groups and the construction of chiral centers.
  • Research Interest: The compound's unique characteristics have attracted attention in academic research, particularly in the study of reaction mechanisms and the development of new catalytic processes.

The study of 2-bromo-3-phenyl-prop-2-enal exemplifies the intersection of synthetic chemistry and practical application. As noted by chemists, "This compound is not just a molecule; it's an entry point into the vast world of organic reactions and potential innovations."

In summary, 2-bromo-3-phenyl-prop-2-enal is not merely a compound but rather a significant player in the field of organic chemistry that highlights the creativity and versatility scientists can explore in their research.

Synonyms
2-bromo-3-phenylprop-2-enal
2-Propenal, 2-bromo-3-phenyl-, (E)-
99686-39-2
a-Bromocinnamaldehyde
MFCD00006965
bromocinnamaldehyde
2-bromo-3-phenyl-propenal
SY048553
DB-020609