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N-benzylacetamide

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Identification
Molecular formula
C9H11NO
CAS number
103-81-1
IUPAC name
N-benzylacetamide
State
State

At room temperature, N-benzylacetamide is typically a solid due to its crystalline structure.

Melting point (Celsius)
94.50
Melting point (Kelvin)
367.65
Boiling point (Celsius)
303.00
Boiling point (Kelvin)
576.15
General information
Molecular weight
149.19g/mol
Molar mass
149.1880g/mol
Density
1.0658g/cm3
Appearence

N-benzylacetamide is a white crystalline solid. It may appear as fine white powder or larger crystalline chunks. The compound is typically highly pure and has a relatively uniform appearance.

Comment on solubility

Solubility of N-benzylacetamide

N-benzylacetamide, with the chemical formula C10H13NO, exhibits interesting solubility characteristics that are important for its applications.

Key points regarding its solubility include:

  • Organic Solvents: N-benzylacetamide is known to be soluble in various organic solvents such as ethanol, methanol, and acetone. This makes it useful in organic synthesis and pharmaceutical formulations.
  • Water Solubility: The solubility of N-benzylacetamide in water is relatively limited. This is attributed to its hydrophobic benzyl group which reduces its overall polarity. However, it can dissolve to some extent due to the presence of the amide functional group that can interact with water molecules.
  • Temperature Influence: Like many organic compounds, the solubility of N-benzylacetamide in solvents can increase with temperature. Increasing the temperature generally helps in solubilizing the compound more effectively.
  • pH Dependency: The solubility may also be affected by the pH of the solution, particularly in cases where the amide group can participate in interactions with hydrogen ions, influencing its solvation.

In summary, while N-benzylacetamide is soluble in several organic solvents, its limited solubility in water highlights the importance of solvent choice in practical applications.

Interesting facts

Interesting Facts about N-benzylacetamide

N-benzylacetamide is a fascinating compound that captivates chemists and researchers for various reasons. Here are some noteworthy points about this compound:

  • Structure and Symmetry: The unique structure of N-benzylacetamide features both a benzyl group and an acetamide functional group, which allows for intriguing interactions in chemical reactions.
  • Diverse Applications: This compound has found its way into several domains, including pharmaceuticals, where it serves as an intermediate in the synthesis of various bioactive molecules.
  • Potential Biological Activity: N-benzylacetamide has been shown to exhibit antimicrobial properties, making it a subject of interest in medicinal chemistry.
  • Catalytic Role: Researchers are investigating N-benzylacetamide's role as a catalyst in various organic transformations, which could lead to more efficient synthetic pathways.
  • Research Frontiers: The compound is often utilized in studies exploring new drug design strategies and the development of enzyme inhibitors.

In the words of a renowned chemist, “Understanding the subtle intricacies of compounds like N-benzylacetamide can lead to the next breakthrough in medicinal chemistry.” As the field of organic chemistry evolves, the significance of such compounds only continues to grow.


Whether in the lab or in theoretical studies, N-benzylacetamide exemplifies the intricate dance between structure and function in chemical research.

Synonyms
N-BENZYLACETAMIDE
N-Acetylbenzylamine
N-(Phenylmethyl)acetamide
NSC 8065
EINECS 209-619-2
O1QMH7S17P
BRN 1817692
AI3-23211
NSC-8065
UNII-O1QMH7S17P
DTXSID6052249
LACOSAMIDE IMPURITY G [EP IMPURITY]
LACOSAMIDE IMPURITY G (EP IMPURITY)
DTXCID5030820
4-12-00-02230 (beilstein handbook reference)
inchi=1/c9h11no/c1-8(11)10-7-9-5-3-2-4-6-9/h2-6h,7h2,1h3,(h,10,11
uzjlyrrdvfwsga-uhfffaoysa-n
588-46-5
Benzylacetamide
Acetamide, N-(phenylmethyl)-
Acetamide, N-benzyl-
N-Benzyl acetamide
N-benzyl-acetamide
MFCD00059204
NSC8065
N-(phenylmethyl)acetamide; N-Benzylacetamide; Lacosamide Imp. G (Pharmeuropa); Lacosamide Impurity G
N-Acetyl Benzylamine
N-phenylmethylacetamide
SCHEMBL97001
CHEMBL1632555
HMS1767I12
STL260162
AKOS001088461
FB37233
GS-0549
SY008548
DB-072526
B0404
CS-0044769
NS00034026
D70359
EN300-267879
Z27749489