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2-Acetylnaphthylamine

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Identification
Molecular formula
C12H11NO
CAS number
132-66-1
IUPAC name
N-(2-naphthyl)acetamide
State
State
N-(2-naphthyl)acetamide is a solid at room temperature with a relatively high melting point. It is generally stable in ambient conditions.
Melting point (Celsius)
177.50
Melting point (Kelvin)
450.65
Boiling point (Celsius)
385.80
Boiling point (Kelvin)
658.95
General information
Molecular weight
185.23g/mol
Molar mass
185.2310g/mol
Density
1.2145g/cm3
Appearence

N-(2-naphthyl)acetamide appears as an off-white to pale yellow crystalline solid. The compound is often available in powder form and is relatively stable under standard conditions.

Comment on solubility

Solubility of N-(2-naphthyl)acetamide

N-(2-naphthyl)acetamide, with the chemical formula C12H11NO, exhibits unique solubility characteristics that are essential to consider for various applications. This compound is known for its moderate solubility in common organic solvents.

Key Points on Solubility:

  • Solvent Compatibility: N-(2-naphthyl)acetamide is generally soluble in organic solvents such as ethanol, acetone, and chloroform.
  • Water Solubility: This compound has limited solubility in water, which is a significant factor when assessing its usability in aqueous environments.
  • Temperature Influence: The solubility may increase with temperature, making it essential to conduct experiments at various temperatures for optimal results.

In practical terms, understanding the solubility of N-(2-naphthyl)acetamide is crucial, especially when it comes to pharmaceutical formulations and chemical synthesis. For instance, it's important to note that while it is soluble in many organic solvents, the challenge lies in its low solubility in water, which may restrict its applicability in certain biological settings.

As with many organic compounds, the solubility not only affects the reaction kinetics but also influences the efficacy of the compound in practical applications.

Interesting facts

Interesting Facts about N-(2-naphthyl)acetamide

N-(2-naphthyl)acetamide is a fascinating compound that plays a significant role in various scientific fields, primarily in organic chemistry and pharmaceuticals. Below are some intriguing aspects of this compound:

1. Structure and Properties

The compound features a unique biphenyl structure, which contributes to its interesting chemical behavior. The naphthyl group, known for its stability and aromatic characteristics, enhances the electronic properties of the molecule, making it an attractive candidate for further studies.

2. Applications in Research

  • Pharmacological Importance: N-(2-naphthyl)acetamide has been researched for its potential therapeutic applications, particularly in drug development processes.
  • Solvent Properties: It can serve as a solvent in various chemical reactions, providing a medium for different reactions and offering insights into reaction kinetics.
  • Analytical Chemistry: This compound is often used as a standard reference in analytical methods, allowing chemists to assess purity and efficacy with greater precision.

3. Synthesis Methods

The compound can be synthesized through various methods, including:

  1. Reaction of 2-naphthylamine with acetic anhydride.
  2. Nucleophilic substitution reactions, which highlight its formation through electrophilic aromatic substitution.

4. Theoretical Significance

In computational chemistry, N-(2-naphthyl)acetamide serves as an excellent model compound to study intermolecular interactions, including hydrogen bonding and π-π stacking interactions. As an empirical example, it helps scientists gain predictions for larger, more complex systems.

5. Cultural Impact

Beyond its scientific applications, this compound also garners interest within poetry and literature due to its connection with the natural world—often symbolizing beauty and complexity.

In conclusion, N-(2-naphthyl)acetamide is more than just a molecule; it stands at the intersection of chemistry, pharmacology, and culture, making it a compelling subject for both research and discussion in the scientific community.

Synonyms
581-97-5
2-Acetamidonaphthalene
N-(2-Naphthyl)acetamide
N-Acetyl-2-naphthylamine
2-Acetylaminonaphthalene
N-2-Naphthylacetamide
Acetamide, N-2-naphthalenyl-
beta-Acetamidonaphthalide
N-2-Naphthalenylacetamide
N-Acetoxy-2-naphthylamine
ACETAMIDE, N-2-NAPHTHYL-
N-Acetyl-beta-naphthylamine
N-Acetyl-.beta.-naphthylamine
NSC 3104
EINECS 209-476-6
BRN 2208926
AI3-16908
VB034180PB
NSC-3104
.BETA.-ACETONAPHTHALIDE
DTXSID80206826
4-12-00-03139 (Beilstein Handbook Reference)
N-(2-NAPHTHALENYL)ACETAMIDE
BETA-ACETONAPHTHALIDE
DTXCID10129317
Acetamide, N-2-naphthalenyl-(9CI)
N-(naphthalen-2-yl)acetamide
Acetyl-beta-naphthylamine
N-naphthalen-2-ylacetamide
B-ACETAMIDONAPHTHALENE
MFCD00021599
N-Naphthalen-2-yl-acetamide
2-naphthylacetamide
Acetamide,N-2-naphthalenyl-
UNII-VB034180PB
.beta.-Acetamidonaphthalebe
N-2-Naphthalenyl acetamide
MLS000532702
SCHEMBL1176635
CHEMBL1399876
DIEOESIZLAHURK-UHFFFAOYSA-
NSC3104
HMS1577D02
HMS2484B07
AAA58197
AKOS003534939
NCGC00245711-01
AS-81662
SMR000140140
SY292704
DB-054606
NS00033882
E86323
EN300-1265969
AE-641/01981048
Q27291736
F1962-0211
InChI=1/C12H11NO/c1-9(14)13-12-7-6-10-4-2-3-5-11(10)8-12/h2-8H,1H3,(H,13,14)