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Bupropion hydrochloride

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Identification
Molecular formula
C13H19ClNO
CAS number
31677-93-7
IUPAC name
1-(4-fluorophenyl)-4-(1,8,8-trimethyl-3-azoniabicyclo[3.2.1]octan-3-yl)butan-1-one;chloride
State
State

At room temperature, bupropion hydrochloride is in a solid state.

Melting point (Celsius)
233.00
Melting point (Kelvin)
506.15
Boiling point (Celsius)
440.00
Boiling point (Kelvin)
713.15
General information
Molecular weight
276.20g/mol
Molar mass
276.2040g/mol
Density
1.4400g/cm3
Appearence

Bupropion hydrochloride typically appears as a white crystalline powder. It is often odorless and bitter in taste, and it is highly soluble in water, which makes it suitable for oral administration.

Comment on solubility

Solubility of 1-(4-fluorophenyl)-4-(1,8,8-trimethyl-3-azoniabicyclo[3.2.1]octan-3-yl)butan-1-one;chloride

The solubility of 1-(4-fluorophenyl)-4-(1,8,8-trimethyl-3-azoniabicyclo[3.2.1]octan-3-yl)butan-1-one;chloride in various solvents can provide insightful information regarding its chemical behavior and potential applications. Generally, the solubility of compounds can depend on several factors:

  • Polarity: This compound contains quaternary ammonium moieties which often enhance solubility in polar solvents, particularly in water.
  • Temperature: Higher temperatures can increase solubility due to enhanced molecular interactions that facilitate the dissolution process.
  • pH: Since this compound has an ionic chloride component, its solubility may vary according to the pH of the solution.

Given its structural features and the presence of a positively charged nitrogen, one might expect the compound to be significantly soluble in:

  • Water
  • Alcohols
  • Aqueous buffers

However, the actual solubility should be empirically determined to account for specific interactions that can occur in different environments. It is also noteworthy that while the aqueous solubility might be strong, solubility in non-polar solvents is likely to be very low, demonstrating a classic case of 'like dissolves like'.

In summary, the solubility profile of this compound can be outlined as:

  1. High solubility in polar solvents
  2. Temperature dependent
  3. Potentially altered by pH

Understanding these solubility properties is essential for effective utilization in both laboratory and industrial settings.

Interesting facts

Interesting Facts about 1-(4-Fluorophenyl)-4-(1,8,8-trimethyl-3-azoniabicyclo[3.2.1]octan-3-yl)butan-1-one;chloride

This compound, although relatively complex in its structure, provides a fascinating insight into organic and medicinal chemistry. Here are some notable aspects:

  • Structural Complexity: The presence of a bicyclic structure paired with a fluoro-substituent adds layers of complexity, showcasing the intricate designs possible in organic synthesis.
  • Applications in Medicine: Compounds with similar structures are often investigated for their potential pharmacological properties. The fluorination can enhance biological activity and lipophilicity, key traits in drug design.
  • Ionization Effects: The azoniabicyclo group indicates that this compound can act as a quaternary ammonium ion, which is known to influence the compound's reactivity and interaction with biological systems.
  • Synthetic Pathways: The synthesis of this compound represents a valuable exercise in organic synthesis techniques, offering insights into methods of functional group transformations and stereoisomerism.
  • Potential Uses: Research into structurally similar variants suggests applications in neuropharmacology, notably in the development of treatments for neurological disorders.

In the realm of chemistry, every compound opens a door to numerous questions and investigations. This particular molecule stands as a testament to the beauty and complexity that organic compounds can offer, prompting ongoing research into its properties and applications. As stated by renowned chemist Linus Pauling, "Chemistry is the science of substances, their structure, properties, reactions, and the changes they undergo." This compound perfectly embodies this concept.

Synonyms
15997-69-0
p-Fluoro-4-(1,8,8-trimethyl-3-azabicyclo(3.2.1)octyl)butyrophenone hydrochloride
Butyrophenone, p'-fluoro-4-(1,8,8-trimethyl-3-azabicyclo(3.2.1)octyl)-, hydrochloride
3-(3-(p-Fluorobenzoyl)propyl)-d-camphidine hydrochloride
3-(3-(p-Fluorobenzoyl)propyl)-1,8,8-trimethyl-3-azabicyclo(3.2.1)octane hydrochloride