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Cocaine

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Identification
Molecular formula
C17H21NO4
CAS number
50-36-2
IUPAC name
methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
State
State
Cocaine is usually encountered in its hydrochloride salt form, a crystalline powder, and thus is solid at room temperature.
Melting point (Celsius)
98.00
Melting point (Kelvin)
371.15
Boiling point (Celsius)
187.00
Boiling point (Kelvin)
460.15
General information
Molecular weight
303.35g/mol
Molar mass
303.3530g/mol
Density
1.2000g/cm3
Appearence

Cocaine typically appears as a white crystalline powder, although impurities can give it a beige or off-white color. It is often snorted, injected, or smoked in its various forms.

Comment on solubility

Solubility of Methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate (C17H21NO4) exhibits unique solubility characteristics that can be summarized as follows:

  • Solvent Class: This compound is largely soluble in organic solvents due to its hydrophobic aromatic groups and a relatively low polar character, which favor interactions with non-polar environments.
  • Water Solubility: It is expected that its solubility in water is limited, as the presence of large hydrophobic moieties typically hinders solvation by water molecules.
  • Temperature Impact: As with many organic compounds, solubility can increase with temperature, allowing for a greater extent of dissolution in suitable organic solvents under heated conditions.
  • pH Sensitivity: The presence of the carboxylate functional group may cause variations in solubility based on the pH of the solution, potentially enhancing solubility in alkaline conditions.

In practical applications, achieving optimal solubility is crucial for the effective use of this compound in formulation and synthesis. Therefore, one must consider the appropriate solvent selection based on the intended use, as well as the potential role of temperature and pH in facilitating dissolution.

Interesting facts

Interesting Facts about Methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate is a fascinating compound that falls within the category of bicyclic amines. This unique structure imparts several intriguing characteristics:

  • Complex Structure: The compound features a bicyclic framework, which suggests a noteworthy degree of strain and unique reactivity compared to monocyclic compounds. The *3-benzoyloxy* and *8-methyl* substituents play pivotal roles in influencing its chemical behavior.
  • Potential Biological Activity: Compounds of this type may exhibit interesting pharmacological properties. The presence of nitrogen in the bicyclic structure often correlates with biological activity, making this compound a potential candidate for pharmaceutical applications.
  • Synthetic Applications: The synthesis of such complex molecules is a critical area of research in organic chemistry. The development of new methods for assembling bicyclic compounds can lead to the discovery of new drugs and agrochemicals.
  • Research Interest: Due to its structural features, this compound is of interest in the fields of medicinal chemistry and drug design, specifically in developing *analgesics* or *antidepressants*, as nitrogen-containing bicyclic compounds are often pivotal in these domains.

As the renowned chemist Linus Pauling once said, "The best way to have a good idea is to have lots of ideas." This highlights the importance of exploring compounds like methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, as they may lead to novel discoveries in science.

In summary, this compound not only showcases the ingenious complexity that nature provides but also opens doors to various fields of research and application. It is a prime example of how intricate molecular structures can have profound implications in chemistry and beyond.

Synonyms
Allococaine
Methyl 3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
50-36-2
Pseudococaine -
(+)-Cocaine
Cocainzusatze
rac-Allococaine
8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (1R-(exo,exo))-
(-)-Cocaine base
NCGC00159467-02
NCGC00159467-03
SCHEMBL21931
MLS002320697
CHEMBL32363
DivK1c_000975
Methyl 3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate #
SCHEMBL23086019
BDBM86207
KBio1_000975
NINDS_000975
ZPUCINDJVBIVPJ-UHFFFAOYSA-N
HMS2272A05
21030-42-2
668-19-9
AAA66819
NFA70414
WAA03042
STL565195
AKOS025401423
NSC_446220
CAS_50-36-2
IDI1_000975
21206-60-0
AC-16037
SMR001338843
NS00133570
L000836
methyl 8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylate
8-Azabicyclo[3.2.1]octane-2-carboxylicacid,3-(benzoyloxy)-8-methyl-,methyl ester,(1R,2R,3S,5S)-rel-