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2-Chloro-N-(1-phenylpropyl)acetamide

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Identification
Molecular formula
C11H14ClNO
CAS number
40999-08-0
IUPAC name
2-chloro-N-(1-phenylpropyl)acetamide
State
State

The compound is in a solid state at room temperature, consistent with a typical laboratory or industrial setting.

Melting point (Celsius)
84.00
Melting point (Kelvin)
357.15
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.15
General information
Molecular weight
199.66g/mol
Molar mass
199.6630g/mol
Density
1.1426g/cm3
Appearence

2-Chloro-N-(1-phenylpropyl)acetamide typically appears as a solid substance. It may appear as a crystalline powder or as fine crystals, depending on the sample and its specific handling and purification methods.

Comment on solubility

Solubility of 2-chloro-N-(1-phenylpropyl)acetamide

2-chloro-N-(1-phenylpropyl)acetamide, a compound with both polar and non-polar characteristics in its structure, exhibits interesting solubility properties. Its solubility can be primarily influenced by the following factors:

  • Polarity: The presence of the amide functional group (−C(O)NH−) adds polarity, making it more soluble in polar solvents.
  • Hydrophobic Interactions: The phenylpropyl moiety introduces a hydrophobic character, which may favor solubility in non-polar solvents to some extent.
  • Hydrogen Bonding: The amide bond enables the formation of hydrogen bonds with water, enhancing its solubility in aqueous solutions.

As a general observation, compounds like 2-chloro-N-(1-phenylpropyl)acetamide can typically be expected to be more soluble in:

  1. Polar solvents such as water and methanol
  2. Moderately polar solvents, owing to the interaction of the functional groups

However, its solubility in non-polar solvents might be limited due to the competitive hydrophobic interactions. It is also worth noting that, in practice, the exact solubility can vary based on temperature and the solvent's nature. Overall, its solubility characteristics highlight the balance between its polar and non-polar aspects.

Interesting facts

Interesting Facts about 2-chloro-N-(1-phenylpropyl)acetamide

2-chloro-N-(1-phenylpropyl)acetamide, often known in the scientific community for its intriguing structural characteristics and potential applications, is a compound that deserves attention. Here are some fascinating aspects:

  • Synthetic Origins: This compound is often synthesized through an acylation reaction, which highlights the importance of organic synthesis techniques in creating compounds with specific functional groups.
  • Pharmacological Relevance: As a member of the acetamide family, it is studied for its potential use as a pharmaceutical agent. Its unique structure may impart various biological activities, such as anti-inflammatory or analgesic properties.
  • Regioselectivity: The presence of the chloro group in the molecular structure introduces interesting reactivity patterns. These can lead to regioselective reactions, which are paramount in designing new drugs that target specific biological pathways.
  • Chirality Considerations: As it contains a phenylpropyl group, this compound can exhibit chirality, which significantly affects its interactions with biological receptors. It serves as a fascinating study subject in stereochemistry.
  • Research Applications: Various studies have been conducted using this compound as a model for exploring reaction mechanisms and molecular interactions, making it an essential compound for educators and students in chemistry labs.

In conclusion, 2-chloro-N-(1-phenylpropyl)acetamide is more than just a chemical formula; it is a bridge connecting fundamental organic chemistry with the practical applications in drug design and development. Its synthesis and applications represent a significant aspect of contemporary chemical research.

Synonyms
23459-49-6
Acetamide, 2-chloro-N-(alpha-ethylbenzyl)-
RefChem:1075287
2-Chloro-N-(1-phenylpropyl)acetamide
BRN 2104130
N-(alpha-Ethylbenzyl)-chloroacetamide [French]
ACETAMIDE, 2-CHLORO-N-(1-PHENYLPROPYL)-
DTXSID70946123
2-Chloro-N-(1-phenylpropyl)ethanimidic acid