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N-(1-Adamantyl)benzamide

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Identification
Molecular formula
C17H21NO
CAS number
35853-59-1
IUPAC name
N-(1-adamantyl)benzamide
State
State

At room temperature, N-(1-Adamantyl)benzamide is a solid, which is common for compounds with high molecular weight and complex ring structures like adamantane.

Melting point (Celsius)
232.00
Melting point (Kelvin)
505.15
Boiling point (Celsius)
335.00
Boiling point (Kelvin)
608.15
General information
Molecular weight
251.36g/mol
Molar mass
251.3610g/mol
Density
1.1427g/cm3
Appearence

N-(1-Adamantyl)benzamide appears as a white to off-white crystalline solid, characterized by its adamantane moiety which contributes to its solid-state structure.

Comment on solubility

Solubility of N-(1-adamantyl)benzamide

N-(1-adamantyl)benzamide, a compound characterized by its unique adamantyl group attached to a benzamide structure, showcases interesting solubility properties. Understanding its solubility behavior is crucial for applications in pharmaceuticals and materials science.

General Solubility Characteristics:

  • Solvent Affinity: N-(1-adamantyl)benzamide displays limited solubility in water due to its hydrophobic adamantyl structure, which tends to repel polar solvents.
  • Organic Solvents: It is more soluble in organic solvents such as ethanol, methanol, and DMSO, where its non-polar characteristics can be more effectively accommodated.

This compound's solubility can be attributed to the balance between its polar amide functional group and the non-polar adamantyl moiety. Factors influencing its solubility include:

  1. Temperature: Increasing temperature generally enhances solubility in organic solvents.
  2. pH Levels: Adjusting the pH could affect the ionization of the amide group, subsequently influencing solubility.
  3. Concentration: Higher concentrations may alter solubility dynamics due to intermolecular interactions.

In summary, while N-(1-adamantyl)benzamide has a tendency towards low solubility in polar solvents, its behavior in organic solvents demonstrates its versatile application potential. Always consider the solvent system when predicting solubility behavior for the best results in formulations.

Interesting facts

N-(1-Adamantyl)benzamide: An Intriguing Organic Compound

N-(1-adamantyl)benzamide is a fascinating organic compound that exhibits unique properties due to the presence of both adamantyl and benzamide functional groups. This compound is notable for its diverse applications in various fields of chemistry, particularly in medicinal chemistry and material science.

Key Features

  • Structural Uniqueness: The adamantyl group introduces a cage-like structure, which is known for its increased stability and rigidity compared to typical alkyl groups. This structural feature contributes to the compound's potential as a building block in complex organic synthesis.
  • Biological Relevance: Compounds with the benzamide structure are often explored for their biological activities. N-(1-adamantyl)benzamide can serve as a template for designing pharmaceuticals, potentially leading to agents that interact with specific biological targets.
  • Research Applications: This compound has garnered interest in the development of new materials. Its unique structure can influence the physical properties of polymers and other materials, making it valuable in the fields of nanotechnology and polymer chemistry.

Interesting Insights

As a scientist or a student exploring the realms of organic chemistry, it's essential to appreciate the underlying principles related to compounds like N-(1-adamantyl)benzamide:

  • Diversity in Functionality: The combination of adamantyl and benzamide opens the door for potential derivatization, allowing chemists to modify the compound to enhance its properties.
  • Impact on Drug Design: Understanding the interactions of this compound at a molecular level can provide insights into alternative drug design strategies, paving the way for innovative treatments.
  • Interdisciplinary Connections: The study of this compound connects various scientific disciplines, bridging gaps between chemistry, biology, and materials science.

Overall, N-(1-adamantyl)benzamide encapsulates a blend of structural novelty and functional potential, making it a compound worth exploring for those delving into the intricate world of chemical compounds.

Synonyms
N-(1-Adamantyl)benzamide
19026-84-7
BENZAMIDE, N-1-ADAMANTYL-
BRN 2809387
DTXSID60172510
DTXCID4095001
634-951-3
CHEMBL1322022
N-(adamantan-1-yl)benzamide
N-Adamantan-1-yl-benzamide
(E)-N-(adamantan-1-yl)benzimidic acid
1-benzoylaminoadamantane
CBMicro_049122
Cambridge id 5156866
Oprea1_369566
Oprea1_457459
Oprea1_476630
MLS000693007
SCHEMBL1421026
SCHEMBL11470900
HIMFTDSGLWYLKA-UHFFFAOYSA-N
HMS2648B16
BDBM50616131
STL281658
AKOS001024012
AKOS024600731
CCG-233013
NCGC00245345-01
SMR000285901
BIM-0049034.P001
N-((3s,5s,7s)-adamantan-1-yl)benzamide
Benzamide, N-tricyclo[3.3.1.1]dec-1-yl-
N-(1-ADAMANTYL)BENZENECARBOXIMIDIC ACID
N-(tricyclo[3.3.1.1~3,7~]dec-1-yl)benzamide
Z27687112
F0832-0196