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3-Chloroprop-2-enal

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Identification
Molecular formula
C3H3ClO
CAS number
627-20-3
IUPAC name
3-chloroprop-2-enal
State
State
Liquid at room temperature.
Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.15
Boiling point (Celsius)
122.00
Boiling point (Kelvin)
395.15
General information
Molecular weight
90.53g/mol
Molar mass
90.5300g/mol
Density
1.1575g/cm3
Appearence

3-Chloroprop-2-enal is typically a colorless to pale yellow liquid, which may appear light sensitive. It should be handled under specific storage conditions to prevent degradation.

Comment on solubility

Solubility of 3-chloroprop-2-enal

3-chloroprop-2-enal, also known as chloral or acrolein, exhibits interesting solubility characteristics that are significant for its applications in various fields. Here are some key points regarding its solubility:

  • Polar Nature: The presence of the carbonyl group and chlorine atom in 3-chloroprop-2-enal contributes to its polarity, which aids in its solubility in polar solvents.
  • Solvent Compatibility: It is soluble in water, alcohols, and other polar organic solvents, making it versatile for chemical reactions and processes.
  • Temperature Influence: As with many chemical compounds, solubility can be affected by temperature; increased temperatures often lead to higher solubility in many solvents.
  • Challenges: The compound's reactivity can lead to polymerization or degradation in certain conditions, which may complicate its use in some solvent systems.

In summary, the solubility of 3-chloroprop-2-enal in polar solvents, combined with temperature-related modifications, makes it an important compound for chemical synthesis and industrial applications. Understanding these solubility properties is crucial for optimizing its use in various chemical reactions.

Interesting facts

Interesting Facts About 3-Chloroprop-2-enal

3-Chloroprop-2-enal is a fascinating organic compound that belongs to the aldehyde family. Here are some intriguing aspects that highlight its significance in the world of chemistry:

  • Reactivity: This compound is known for its high reactivity due to the presence of the α,β-unsaturated carbonyl system. This feature makes it an important intermediate in synthetic organic chemistry.
  • Applications: 3-Chloroprop-2-enal serves as a valuable precursor for synthesizing a variety of compounds, including pharmaceuticals, flavors, and fragrances. Its utility in creating diverse chemical structures cannot be overstated.
  • Environmental Impact: Due to its potential toxicity and reactivity, there are considerable safety concerns associated with handling this compound. Safety protocols must be strictly adhered to in laboratory settings.
  • Synthetic Pathways: Chemists often utilize 3-Chloroprop-2-enal in various reactions such as Michael additions and aldol condensations, showcasing its versatility in organic transformations.
  • Chirality: While 3-Chloroprop-2-enal does not possess inherent chirality, its derivatives can lead to the formation of chiral centers, which is vital in the synthesis of chiral pharmaceuticals.
  • Historical Context: The study of aldehydes, including compounds like 3-Chloroprop-2-enal, has deep historical roots in organic chemistry, providing a pathway to understanding key reactions and mechanisms that drive the field.

In summary, 3-Chloroprop-2-enal is not just an ordinary aldehyde; it is a compound rich with potential for innovation and discovery in both academic and industrial settings. Its distinctive properties and versatile applications make it a noteworthy subject of study in the realm of chemical science.

Synonyms
2-Propenal, 3-chloro-
CHLOROACROLEIN
SCHEMBL532409
SCHEMBL1032876
SCHEMBL11804910
SCHEMBL11804916
SCHEMBL28220503
2-Propenal, 3-chloro- (9CI)
DTXSID101314700