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1-Benzylisoquinoline

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Identification
Molecular formula
C16H15N
CAS number
487-35-4
IUPAC name
1-benzylisoquinoline
State
State

At room temperature, 1-benzylisoquinoline is in a solid state.

Melting point (Celsius)
33.00
Melting point (Kelvin)
306.15
Boiling point (Celsius)
358.00
Boiling point (Kelvin)
631.15
General information
Molecular weight
219.30g/mol
Molar mass
219.2810g/mol
Density
1.1495g/cm3
Appearence

1-Benzylisoquinoline is typically a colorless to pale yellow solid. It may present as a crystalline powder or neat crystals depending on the purity and specific synthetic route used.

Comment on solubility

Solubility of 1-benzylisoquinoline

1-benzylisoquinoline, a member of the isoquinoline class, displays unique solubility properties that are important for its applications in various chemical processes. When evaluating the solubility of this compound, consider the following points:

  • Solvent Polarity: The solubility of 1-benzylisoquinoline is greatly influenced by the polarity of the solvent. Generally, this compound is more soluble in organic solvents such as ethanol, methanol, and chloroform.
  • Temperature Effects: Increased temperature typically enhances the solubility of 1-benzylisoquinoline. As temperature rises, solvation processes become more favorable due to increased molecular motion.
  • Hydrophobic Interactions: With its bulky benzyl group, 1-benzylisoquinoline tends to exhibit hydrophobic characteristics, limiting its solubility in polar solvents like water.
  • pH Influence: The compound's solubility may vary with pH due to protonation/deprotonation equilibria, particularly if zwitterionic or charged species are involved.

In conclusion, the solubility of 1-benzylisoquinoline is dictated by its structural features and external conditions. To fully leverage its potential in various applications, understanding these solubility dynamics is essential. As one expert noted, "The solubility attributes of compounds are often the key to their reactivity and utility in synthetic chemistry."

Interesting facts

Interesting Facts about 1-benzylisoquinoline

1-benzylisoquinoline is a fascinating compound that belongs to the family of isoquinoline alkaloids. These compounds possess diverse structures and biological activities that have garnered significant attention in the field of medicinal chemistry.

Biological Significance

This particular isoquinoline derivative is known for its potential pharmacological effects, which include:

  • Antioxidative properties: It can help protect cells from oxidative stress.
  • Antimicrobial activity: 1-benzylisoquinoline has been studied for its ability to inhibit the growth of various microbes.
  • Neuroprotective effects: Its possible role in protecting neurons highlights the therapeutic potential in neurodegenerative diseases.

Synthesis and Applications

The compound can be synthesized via various methods, typically involving the condensation of benzyl and isoquinoline derivatives. It serves as an important building block in organic synthesis and a precursor for developing more complex alkaloids.

Natural Occurrence

Interestingly, alkaloids similar to 1-benzylisoquinoline can be found in various plant species. This connection to nature emphasizes the importance of natural compounds in pharmaceutical research.

Quote

As the renowned chemist Linus Pauling once said, "The best way to have a good idea is to have lots of ideas." The exploration of compounds like 1-benzylisoquinoline proves the value of diversity in chemical research.

In summary, 1-benzylisoquinoline is not just a mere structure; it embodies a wealth of knowledge in medicinal chemistry and natural products research, promising exciting future developments in drug discovery.

Synonyms
1-Benzylisoquinoline
Isoquinoline, 1-benzyl-
Isoquinoline, 1-(phenylmethyl)-
DTXSID90219124
DTXCID10141615
iztuinvrjscoir-uhfffaoysa-n
6907-59-1
Benzylisoquinoline
UF5CSU3HA6
1-(PHENYLMETHYL)ISOQUINOLINE
1-benzyl-isoquinoline
UNII-UF5CSU3HA6
SCHEMBL232662
AKOS015919234
Q1770428