N,N-diethyl-2,3,4,5,6-pentafluorobenzamide

Base Information

• Chemical Name: N,N-diethyl-2,3,4,5,6-pentafluorobenzamide
• CAS No.: 889-98-5
• Molecular Formula: C11H10F5NO
• Molecular Weight: 267.199
• DSSTox Substance ID: DTXSID40515426
• Wikidata: Q82376297
• Mol file: 889-98-5.mol

Synonyms:889-98-5;N,N-diethyl-2,3,4,5,6-pentafluorobenzamide;SCHEMBL15221194;DTXSID40515426;AKOS003265038

Chemical Property of N,N-diethyl-2,3,4,5,6-pentafluorobenzamide

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 267.06825475
• Heavy Atom Count: 18
• Complexity: 283

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=C(C(=C(C(=C1F)F)F)F)F

Technology Process of N,N-diethyl-2,3,4,5,6-pentafluorobenzamide

There total 4 articles about N,N-diethyl-2,3,4,5,6-pentafluorobenzamide 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: 80.0%

pentafluorobenzoylchloride (2251-50-5) + diethylamine (109-89-7) → N,N-diethyl-2,3,4,5,6-pentafluorobenzamide (889-98-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.202010492

Reference yield: 79.0%

Pentafluorobenzoic acid (602-94-8) + diethylamine (109-89-7) → N,N-diethyl-2,3,4,5,6-pentafluorobenzamide (889-98-5)

Guidance literature:

Pentafluorobenzoic acid; diethylamine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4h;

With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol303567t

Reference yield:

Pentafluorobenzoic acid (602-94-8) → N,N-diethyl-2,3,4,5,6-pentafluorobenzamide (889-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅

2: diethyl ether

With phosphorus pentachloride; In diethyl ether;

DOI:10.1039/jr9610000808

upstream raw materials:

pentafluorobenzoylchloride

diethylamine

Pentafluorobenzoic acid

Refernces

• 1、 Iwasaki, Takanori,Fukuoka, Asuka,Min, Xin,Yokoyama, Wataru,Kuniyasu, Hitoshi,Kambe, Nobuaki. "Multicomponent Coupling Reaction of Perfluoroarenes with 1,3-Butadiene and Aryl Grignard Reagents Promoted by an Anionic Ni(II) Complex". supporting information. p. 4868 - 4871. Retrieved 2016/10/18.