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Bupivacaine

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Identification
Molecular formula
C18H28N2O
CAS number
38396-39-3
IUPAC name
N,N-dimethyl-2-[(4,7,7-trimethyl-3-oxo-norbornan-2-yl)amino]acetamide
State
State

At room temperature, bupivacaine is a solid.

Melting point (Celsius)
106.00
Melting point (Kelvin)
379.15
Boiling point (Celsius)
407.80
Boiling point (Kelvin)
680.95
General information
Molecular weight
288.43g/mol
Molar mass
288.4320g/mol
Density
1.0520g/cm3
Appearence

Bupivacaine typically appears as a white or almost white crystalline powder.

Comment on solubility

Solubility of N,N-dimethyl-2-[(4,7,7-trimethyl-3-oxo-norbornan-2-yl)amino]acetamide

The solubility of N,N-dimethyl-2-[(4,7,7-trimethyl-3-oxo-norbornan-2-yl)amino]acetamide can be quite intriguing due to its complex structure. Generally, the solubility of organic compounds, particularly amides, is influenced by several factors:

  • Polarity: Amides are typically polar due to the presence of the carbonyl group (C=O), which can interact favorably with polar solvents like water.
  • Hydrogen Bonding: This compound can participate in hydrogen bonding, further enhancing its solubility in protic solvents.
  • Hydrocarbon Content: The presence of the bulky norbornane group might reduce solubility in highly polar solvents, shifting solubility preferences toward less polar organic solvents.

In summary, one might find that:

  • The compound is likely to be soluble in polar solvents.
  • It may exhibit limited solubility in non-polar solvents due to steric hindrance.
  • Testing in different solvents is essential to determine exact solubility characteristics.

As such, it is important to consider both the polar and non-polar aspects of solvents when evaluating the solubility of this interesting compound.

Interesting facts

Interesting Facts About N,N-dimethyl-2-[(4,7,7-trimethyl-3-oxo-norbornan-2-yl)amino]acetamide

N,N-dimethyl-2-[(4,7,7-trimethyl-3-oxo-norbornan-2-yl)amino]acetamide is a fascinating compound within the realm of organic chemistry, known for its unique structure and potential applications. Here are some captivating insights about this compound:

  • Structural Complexity: This compound features a norbornan structure, which is a bicyclic framework known for its rigidity. The presence of multiple functional groups, including an amide and a ketone, contributes to its chemical reactivity and versatility.
  • Biological Activity: Compounds with such structures often show promising biological activity. Research into similar derivatives suggests potential applications in medicinal chemistry, particularly in developing pharmacologically active agents.
  • Synthetic Interest: The synthesis of this compound can be quite challenging but rewarding. It often requires advanced organic synthesis techniques leading to interesting discussions about reaction mechanisms and yield optimization.
  • Unique Substituents: The trimethyl substitution creates interesting steric and electronic effects that may influence the compound's interactions with other molecules in biological systems, providing fertile ground for research into structure-activity relationships.

As a chemistry student, exploring compounds like N,N-dimethyl-2-[(4,7,7-trimethyl-3-oxo-norbornan-2-yl)amino]acetamide emphasizes the importance of understanding molecular structure and reactivity. Engaging with such compounds can inspire innovation in both synthetic approaches and potential applications.

In the words of a renowned chemist, “Chemistry is the art of discovery, and every compound tells a story.” This particular compound is a testament to that statement, showcasing the intricate dance of atoms and the potential for transformative discoveries in chemical science.

Synonyms
BRN 2859424
22662-93-7
N,N-Dimethyl-2-((2-oxo-3-bornyl)amino)acetamide
ACETAMIDE, N,N-DIMETHYL-2-((2-OXO-3-BORNYL)AMINO)-
Acetamide, N,N-dimethyl-2-((4,7,7-trimethyl-3-oxobicyclo(2.2.1)hept-2-yl)amino)-
RefChem:314815
DTXSID60945327
N,N-Dimethyl-N~2~-(4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-yl)glycinamide