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Alprenolol

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Identification
Molecular formula
C15H23ClNO
CAS number
13655-52-2
IUPAC name
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol
State
State

Alprenolol is typically a solid at room temperature.

Melting point (Celsius)
111.00
Melting point (Kelvin)
384.00
Boiling point (Celsius)
353.00
Boiling point (Kelvin)
626.00
General information
Molecular weight
249.80g/mol
Molar mass
249.7480g/mol
Density
1.1290g/cm3
Appearence

Alprenolol appears as a white to off-white crystalline powder. It is typically odorless and has a bitter taste. The compound can absorb moisture from the air (hygroscopic).

Comment on solubility

Solubility of 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol

The solubility of 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol, with the chemical formula C15H23ClNO, can be influenced by several factors due to its structural characteristics. This compound contains both hydrophobic (tert-butyl) and hydrophilic (amino and hydroxyl) groups. As a result, its solubility can vary significantly depending on the solvent used.

Key Points:

  • Polar Solvents: The presence of the hydroxyl (-OH) and amino (-NH) groups suggests that the compound is likely to be soluble in polar solvents, such as water and alcohols.
  • Non-Polar Solvents: Given the bulky tert-butyl group, the compound may exhibit better solubility in non-polar organic solvents like hexane or toluene, although to a lesser extent.
  • Molecular Interactions: Hydrogen bonds formed between the hydroxyl group and the solvent can enhance solubility in polar solvents.

Importantly, the solubility of 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol should be assessed under various conditions, such as temperature and pH, to fully understand its behavior in different environments.

In conclusion, the compound’s dual nature allows it to exhibit varying degrees of solubility, making it essential to consider the solvent characteristics during experimental applications.

Interesting facts

Interesting Facts about 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol

This compound is a fascinating example of an amine alcohol that showcases unique structural and functional characteristics. Here are some interesting points to consider:

  • Pharmaceutical Relevance: Compounds of this nature are often explored for their potential roles in medicinal chemistry. Their molecular structure allows them to interact effectively with biological systems, leading to possible therapeutic applications.
  • Substituent Effects: The presence of the tert-butylamino group plays a crucial role in determining the compound's lipophilicity, influencing how well it can penetrate biological membranes. This property is particularly significant in drug design.
  • Chlorophenyl Influence: The 3-chlorophenyl substituent can impact the electronic properties of the molecule, often enhancing its biological activity and providing insights into structure-activity relationships (SAR) that are critical in pharmacology.
  • Synthetic Pathways: Understanding the synthesis of this compound is intriguing; it requires a series of well-planned reactions involving amination and alcohol formation, reflecting the creativity and precision needed in organic synthesis.
  • Stability and Reactivity: Due to the presence of both amine and alcohol functional groups, the compound exhibits interesting reactivity patterns. It can participate in various chemical reactions, including oxidation and substitution, making it a versatile compound in organic synthesis.

In summary, 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol is more than just a chemical entity; it is a model compound that bridges practical applications in pharmaceuticals and showcases the intricacies of organic synthesis. As you delve deeper into its chemistry, you'll discover the rich interplay between structure, function, and reactivity that defines the world of organic compounds.

Synonyms
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol
119802-68-5
3-Chloro-alpha-[1-[(1,1-dimethylethyl)amino]ethyl]benzenemethanol
threohydrobupropion
99102-04-2
erythrohydrobupropion
dihydrobupropion
ERYTHRO-HYDROBUPROPION(ACTIVE)
CHEMBL1304
SCHEMBL1226819
DTXSID50923119
FDA47843
SYB68477
SYB81508
AKOS015914528
AS-6119
NS00003757
EN300-11708314
1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanol