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Cocaine

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Identification
Molecular formula
C17H21NO4
CAS number
50-36-2
IUPAC name
3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
State
State
Cocaine appears as a solid at room temperature, developed usually in a fine powder form.
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
1.2200g/cm3
Appearence

Cocaine is typically found as a white crystalline powder. When it is of high purity, it can appear as a translucent crystal but is most often seen as a fine, white, powdery or flaky substance. It can also be found in a solid rock form in the illicit drug market.

Comment on solubility

Solubility of 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid (C17H21NO4)

The solubility of organic compounds, such as 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, often hinges on their structure and functional groups. This particular compound, with its unique bicyclic structure and the presence of both a carboxylic acid group and an ester link, exhibits interesting solubility characteristics.

Key Points about Solubility:

  • Polar vs. Nonpolar: The presence of the carboxylic acid group increases polarity, which typically enhances solubility in polar solvents like water.
  • Organic Solvents: Compounds with aromatic rings, such as the benzoyloxy group, may dissolve better in organic solvents like ethanol, methanol, or dichloromethane.
  • pH Effect: The carboxylic acid can ionize at higher pH values, potentially further influencing solubility in aqueous solutions.

Due to these factors, one might expect variations in solubility depending on solvent choice and environmental conditions. Overall, compounds of this nature often strive for a balance between hydrophilicity and hydrophobicity, making their solubility behavior quite fascinating to observe.

Interesting facts

Interesting Facts About 3-Benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid

The compound 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid is a fascinating example of a bicyclic structure that showcases the complexity and aesthetics of organic chemistry. Here are some intriguing points about this compound:

  • Bicyclic Nature: The bicyclic configuration of this compound contributes to its unique properties, making it an interesting subject for studying molecular interactions.
  • Pharmacological Potential: Given its intricate structure, compounds like this one are often investigated for their potential pharmaceutical activities, particularly in the fields of neuroscience and pain management.
  • Functional Groups: The presence of various functional groups, such as the benzoyloxy and carboxylic acid, suggests potential for engaging in further chemical reactions, which is essential for drug development.
  • Applications in Medicinal Chemistry: Researchers are constantly exploring how this compound can be synthesized and modified to enhance its biological efficacy or reduce side effects in potential therapeutic applications.

Notably, the synthesis of such bicyclic compounds often involves intricate synthetic routes that require advanced techniques in organic synthesis. As a chemistry student, one might find it particularly intriguing to delve into the methods of creating these compounds and exploring their chemical behaviors. This compound could serve as an excellent example in a course focusing on synthetic organic chemistry or the study of medicinal chemistry.

Overall, exploring compounds such as 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid can ignite curiosity and pave the way for discussions on the potential intersections between chemistry, biology, and medicine.

Synonyms
benzoyl ecgonine
3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylic acid
1130667-83-2
3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
benzoyi ecgonine
NCGC00168248-01
NCGC00168248-02
MLS002320708
DivK1c_000968
SCHEMBL328885
CHEMBL1671895
HMS503A17
KBio1_000968
DTXSID30859442
1.alpha.H,5.alpha.H-Tropane-2.beta.-carboxylic acid, 3.beta.-hydroxy-, benzoate (ester)
3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid-, (1R,2R,3S,5S)-
NINDS_000968
HMS2272N03
FS-6677
IDI1_000968
SMR001338854
NS00000407
8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-
(2R,5S)-3-Benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid