N,N-Diethyl-2-phenylacetamide

Base Information

• Chemical Name: N,N-Diethyl-2-phenylacetamide
• CAS No.: 2431-96-1
• Molecular Formula: C12H17 N O
• Molecular Weight: 191.273
• Hs Code.: 2924299090
• European Community (EC) Number: 219-400-3
• NSC Number: 8245
• UNII: TTI4PYU0SH
• DSSTox Substance ID: DTXSID00179048
• Nikkaji Number: J80.484C
• Wikidata: Q27290343
• Metabolomics Workbench ID: 45670
• ChEMBL ID: CHEMBL1887332
• Mol file: 2431-96-1.mol

Synonyms:diethyl phenyl acetamide;N,N-diethyl-2-phenylacetamide;N,N-diethylphenylacetamide

Chemical Property of N,N-Diethyl-2-phenylacetamide

Chemical Property:

• Vapor Pressure: 0.000691mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 308.2°Cat760mmHg
• PKA: -0.44±0.70(Predicted)
• Flash Point: 134.3°C
• PSA: 20.31000
• Density: 0.992g/cm³
• LogP: 2.09750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diethylphenylacetamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)CC1=CC=CC=C1
• Description: N, N-DIETHYL-2-PHENYLACETAMIDE is a safe and effective, low-cost and broad-spectrum repellent for personal protection against Hematophagous arthropods1. It has repellent activity against hematophagous insects including mosquitoes, black flies, horse flies, muscoid flies, rat fleas, and ticks, as well as land leeches and cockroaches.As an Insect repellents, it exert its effects through interactions with Ors (odorant receptors) and GRs (gustatory receptor neuron (GRN)) in mosquitoes. However, the detailed mechanism of action remains inconclusive.

Technology Process of N,N-Diethyl-2-phenylacetamide

There total 58 articles about N,N-Diethyl-2-phenylacetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

phenylacetic acid (103-82-2) + N,N-diethylcarbamyl chloride (88-10-8) → N,N-diethylphenylacetamide (2431-96-1)

Guidance literature:

With 1-methyl-1H-imidazole; at 20 ℃; for 0.5h;

Reference yield: 97.0%

phenylacetic acid (103-82-2) + triethylamine (121-44-8) → N,N-diethylphenylacetamide (2431-96-1)

Guidance literature:

With tetrachloromethane; copper(l) iodide; sodium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 16h; Reagent/catalyst; Temperature;

DOI:10.1002/ejoc.201402332

Reference yield: 92.0%

carbon monoxide (201230-82-2) + benzyl chloride (100-44-7) + diethylamine (109-89-7) → N,N-diethylphenylacetamide (2431-96-1)

Guidance literature:

With palladium diacetate; N-ethyl-N,N-diisopropylamine; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 70 ℃; for 16h; under 2585.81 Torr; Inert atmosphere;

DOI:10.1055/s-0039-1690786

upstream raw materials:

diethylamine

phenylacetyl chloride

phenylacetic acid

N,N,N′,N′-tetraethylthionylamide

Downstream raw materials:

phenyl benzyl ketone

2-benzothiazol-2-yl-N,N-diethyl-2-phenyl-acetamide

3-phenyl-7-methoxycoumarin

(6,7-Dimethoxy-3-phenyl-quinolin-2-yl)-diethyl-amine

Refernces

• 1、 Oram, Niall,Richardson, Jeffery,Rilvin-Derrick, Eloise. "An Efficient Palladium-Catalysed Aminocarbonylation of Benzyl Chlorides". . p. 369 - 372. Retrieved 2020/02/27.
• 2、 Di Mauro, Giovanni,Maryasin, Boris,Kaiser, Daniel,Shaaban, Saad,González, Leticia,Maulide, Nuno. "Mechanistic Pathways in Amide Activation: Flexible Synthesis of Oxazoles and Imidazoles". supporting information. p. 3815 - 3818. Retrieved 2017/07/26.