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5-Phenylpentan-2-one

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Identification
Molecular formula
C11H14O
CAS number
4460-86-0
IUPAC name
5-phenylpentan-2-one
State
State

At room temperature, 5-Phenylpentan-2-one is in a liquid state.

Melting point (Celsius)
-21.00
Melting point (Kelvin)
252.15
Boiling point (Celsius)
232.00
Boiling point (Kelvin)
505.15
General information
Molecular weight
148.21g/mol
Molar mass
148.2050g/mol
Density
1.0057g/cm3
Appearence

5-Phenylpentan-2-one is generally a colorless to pale yellow liquid. It may have a distinctive aromatic odor due to the phenyl group in its structure.

Comment on solubility

Solubility of 5-phenylpentan-2-one

5-phenylpentan-2-one, with the molecular formula C12H16O, exhibits unique solubility characteristics that are important for its applications in chemical processes.

Key Solubility Properties:

  • Polarity: Due to the presence of a carbonyl group (C=O), this compound is moderately polar, influencing its solubility in different solvents.
  • Solvents: 5-phenylpentan-2-one is generally soluble in organic solvents such as:
    • Alcohols
    • Chloroform
    • Ether
  • Water Solubility: The solubility in water is relatively low due to its larger hydrophobic phenyl group, which restricts hydrogen bonding with water molecules.

In summary, the solubility of 5-phenylpentan-2-one is primarily characterized by:

  1. Moderate solubility in organic solvents, making it suitable for various organic reactions.
  2. Limited water solubility, affecting its usability in aqueous environments.

Understanding these solubility parameters is essential when considering the compound's behavior in different chemical contexts.

Interesting facts

Interesting Facts about 5-Phenylpentan-2-one

5-Phenylpentan-2-one, a fascinating compound in the realm of organic chemistry, belongs to the family of ketones. This molecule is known for its unique structure and diverse applications.

Chemical Characteristics

  • Functional Group: As a ketone, 5-phenylpentan-2-one features the characteristic carbonyl group (C=O) that defines its reactivity and properties.
  • Structural Complexity: The compound consists of a five-carbon chain with a phenyl group (a six-carbon aromatic ring) attached to the second carbon, showcasing the importance of structural configuration in influencing chemical behavior.

Applications and Uses

5-Phenylpentan-2-one is not just an interesting molecule; it has been studied for its various applications:

  • Solvent: It is often utilized as a solvent in various chemical reactions, providing an effective medium for synthesis.
  • Flavoring and Fragrance: This compound has found its way into the flavor and fragrance industries due to its pleasant aroma.
  • Biological Activity: Research has uncovered potential biological activities, making it a candidate for further exploration in pharmaceuticals and medicinal chemistry.

Notable Syntheses

The synthesis of 5-phenylpentan-2-one can involve multiple methods, including:

  • Aldol Condensation: Utilizing benzaldehyde and acetone can lead to the formation of this compound through a series of condensation reactions.
  • Grignard Reactions: Reacting appropriate alkyl halides with phenyl magnesium bromide opens up pathways to synthesize this ketone efficiently.

Conclusion

5-Phenylpentan-2-one stands out in organic chemistry due to its structural diversity and practical importance. Its unique combination of a carbon chain and an aromatic phenyl group illustrates the complexity and beauty of chemical compounds, making it a topic of interest for both students and seasoned chemists alike. As research continues, we may uncover even more exciting applications and insights related to this compound.

Synonyms
5-Phenylpentan-2-one
2235-83-8
2-Pentanone, 5-phenyl-
5-PHENYL-2-PENTANONE
Methyl 3-phenylpropyl ketone
MFCD01024555
RJ8YU7ZU4E
AI3-11039
NSC-167086
EINECS 218-794-4
NSC167086
5-Phenyl-pentan-2-one
UNII-RJ8YU7ZU4E
SCHEMBL110777
DTXSID10176886
AKOS011914312
NSC 167086
MS-22895
PD171230
SY284211
DB-242671
HY-145613
CS-0376741
NS00027148
F71721
A1-08245