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4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide

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Identification
Molecular formula
C18H24ClNO
CAS number
125941-87-9
IUPAC name
4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide
State
State

At room temperature, this compound exists as a solid. It is relatively stable under normal conditions of storage and handling.

Melting point (Celsius)
89.00
Melting point (Kelvin)
362.15
Boiling point (Celsius)
321.00
Boiling point (Kelvin)
594.15
General information
Molecular weight
291.79g/mol
Molar mass
291.7940g/mol
Density
1.1800g/cm3
Appearence

This compound is typically found as a white crystalline solid. Its appearance may vary slightly depending on the degree of purity and the presence of any impurities or additives.

Comment on solubility

Solubility of 4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide

When discussing the solubility of the compound 4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide, it is essential to consider several factors:

  • Polarity: The presence of a chloro group and amide functionality indicates that the molecule may exhibit moderate polarity, which could affect its solubility in polar solvents.
  • Structural Complexity: The bulky norbornane structure contributes to steric hindrance, potentially influencing solubility in various solvents.
  • Hydrogen Bonding: The amide group can participate in hydrogen bonding, which may enhance solubility in polar solvents such as water or alcohols.

In general, compounds with significant alkyl groups like those found in 4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide might have limited solubility in polar solvents but show increased solubility in non-polar solvents due to hydrophobic interactions.

As a result, it is crucial to test solubility in various solvents such as:

  1. Water
  2. Alcohols (e.g., methanol, ethanol)
  3. Non-polar solvents (e.g., hexane, chloroform)

To summarize, the solubility profile of this compound is likely to be influenced by its unique molecular structure and functional groups, making empirical solubility tests vital for fully understanding its behavior in different environments.

Interesting facts

4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide

4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide is an intriguing compound, partly due to its complex structure and potential applications in medicinal chemistry. This compound falls under the category of amides, which are known for their versatility in drug design and synthesis.

Key Characteristics

Here are some noteworthy points about this compound:

  • Amide Functionality: The presence of the amide functional group generally enhances biological activity, making this compound an interesting candidate for pharmaceutical exploration.
  • Stereochemistry: The 3-methylnorbornan-2-yl substituent introduces significant stereochemical complexity, which can influence the compound's interaction with biological targets.
  • Chlorination: The chlorinated benzamide moiety may contribute to increased lipophilicity, potentially affecting membrane permeability and bioavailability.
  • Applications: Due to its unique structure, this compound has been studied for its potential effects in therapeutic areas, including pain management and anti-inflammatory research.

Interesting Insights

One notable aspect of this compound is the stereochemical influence exerted by the bicyclic structure of the norbornane ring system. This stereogenic center can lead to distinct pharmacological properties. As the renowned chemist Linus Pauling once said, “The structure of a substance is of utmost importance in determining its behavior.”

In summary, 4-chloro-N-methyl-N-[(3-methylnorbornan-2-yl)methyl]benzamide serves as a fascinating example of how chemical structure and composition can lead to varied applications in science and pharmacology. Its intricate architecture not only provides challenges in synthesis but also opens doors to innovative therapeutic potential.

Synonyms
28939-38-0
BRN 2856078
p-Chloro-N-methyl-N-(3-methyl-2-norbornylmethyl)benzamide
BENZAMIDE, p-CHLORO-N-METHYL-N-(3-METHYL-2-NORBORNYLMETHYL)-
Benzamide, p-chloro-N-methyl-N-((3-methyl-1-norbornyl)methyl)-
RefChem:322601
DTXSID80951561
p-Chloro-N-methyl-N-[(3-methyl-2-norbornyl)methyl]benzamide
4-Chloro-N-methyl-N-[(3-methylbicyclo[2.2.1]heptan-2-yl)methyl]benzamide