5465-00-9

Basic information

• Product Name: N-ethyl-2-phenyl-acetamide
• Synonyms: N-ethyl-2-phenyl-acetamide;N-Ethylbenzeneacetamide;BenzeneacetaMide, N-ethyl-;N-ethylphenylacetamide
• CAS NO: 5465-00-9
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.22
• Mol File: 5465-00-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 340.3°C at 760 mmHg
• Flash Point: 200°C
• Appearance: /
• Density: 1.012g/cm³
• Vapor Pressure: 8.68E-05mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: N-ethyl-2-phenyl-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-ethyl-2-phenyl-acetamide(5465-00-9)
• EPA Substance Registry System: N-ethyl-2-phenyl-acetamide(5465-00-9)

Safety Data

• Hazardous Substances Data: 5465-00-9(Hazardous Substances Data)

Usage

Description

N-ethyl-2-phenyl-acetamide is a monocarboxylic acid amide that is formed through the formal condensation of the carboxy group of phenylacetic acid with the amino group of ethylamine. It is a chemical compound with potential applications in various industries due to its unique properties.

Uses

Used in Pharmaceutical Industry:
N-ethyl-2-phenyl-acetamide is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to form amide bonds with other molecules makes it a valuable component in the development of new drugs and medications.
Used in Chemical Research:
In the field of chemical research, N-ethyl-2-phenyl-acetamide serves as a model compound for studying the properties and reactivity of amides. It can be used to investigate the mechanisms of amide formation and hydrolysis, as well as to explore the effects of different substituents on the reactivity and stability of the amide bond.
Used in Material Science:
N-ethyl-2-phenyl-acetamide may also find applications in material science, particularly in the development of new polymers and materials with specific properties. Its ability to form strong intermolecular interactions could be exploited to create materials with enhanced mechanical strength, thermal stability, or other desirable characteristics.

Synthesis Reference(s)

Synthesis, p. 181, 1984 DOI: 10.1055/s-1984-30772

InChI:InChI=1/C10H13NO/c1-2-11-10(12)8-9-6-4-3-5-7-9/h3-7H,2,8H2,1H3,(H,11,12)

Upstream product

• 140-29-4 phenylacetonitrile 
• 4283-15-2 phenylacetylcarbamic acid ethyl ester 
• 75-04-7 ethylamine 
• 74-96-4 ethyl bromide 
• 103-81-1 Benzeneacetamide 
• 64-17-5 ethanol 
• 103-80-0 phenylacetyl chloride 
• 60-12-8 2-phenylethanol 
• 75-05-8 acetonitrile 
• 103-82-2 phenylacetic acid 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 693-29-8 N,N'-diethylcarbodiimide 
• 17674-16-7 benzyl triflate 

Downstream Products

• 50613-04-2 N-Ethyl-2-phenyl-acetimidic acid methyl ester 
• 22002-68-2 N-ethyl-2-phenylethanamine 
• 2431-96-1 N,N-diethylphenylacetamide 

Relevant articles and documents

Solvent-Free N-Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica–Alumina

The N-alkylation of phenylacetamide with benzyl alcohol has been studied using Ni/SiO2–Al2O3. In the optimized conditions, the desired product was isolated in an excellent 98 % yield. The reaction could advantageously be performed in neat conditions, with a slight excess of amide and a catalytic amount of base. These conditions were tested on a large range of amides and alcohols, affording 24 compounds in 13 to 99 % isolated yields.

One-Carbon Homologation of Primary Alcohols to Carboxylic Acids, Esters, and Amides via Mitsunobu Reactions with MAC Reagents

A method is reported for the one-carbon homologation of an alcohol to the extended carboxylic acid, ester, or amide. The process involves the Mitsunobu reaction with an alkoxymalononitrile, followed by unmasking in the presence of a suitable nucleophile. The homologation and unmasking can even be performed in a one-pot process in high yield.

Carboxyl activation of 3-mercapto-5,6-diphenyl-1,2,4-triazine through N-phenylacetyl-5,6-diphenyl-1,2,4-triazine-3-thione

The carboxyl activation ability of 3-mercapto-5,6-diphenyl-1,2,4-triazine has been established by coverting it into N-phenylacetyl-5,6-diphenyl-1,2,4-triazine-3-thione and this was then subjected to aminolysis and esterification with amines and alcohols respectively and selective aminolysis with aminoalcohols-monitoring chemically and confirmed spectrophotometrically by UV-Visible scannings. It could be proved that 3- mercapto-5,6-diphenyl-1,2,4-triazine is an efficient carboxyl activating group which can be successfully applied in solid phase peptide synthesis.