N,N-Diethylhexadecan-1-amide

Base Information

• Chemical Name: N,N-Diethylhexadecan-1-amide
• CAS No.: 57303-21-6
• Molecular Formula: C20H41NO
• Molecular Weight: 311.552
• European Community (EC) Number: 260-669-1
• NSC Number: 195054
• DSSTox Substance ID: DTXSID70205924
• Nikkaji Number: J349.129C
• Wikidata: Q83079662
• ChEMBL ID: CHEMBL33777
• Mol file: 57303-21-6.mol

Synonyms:N,N-Diethylhexadecan-1-amide;57303-21-6;EINECS 260-669-1;n,n-diethylhexadecanamide;n,n-diethylpalmitamide;NSC195054;Hexadecanoic acid diethylamide;CHEMBL33777;Hexadecanamide, N,N-diethyl-;SCHEMBL782473;DTXSID70205924;ADAL1186096;NSC 195054;NSC-195054

Chemical Property of N,N-Diethylhexadecan-1-amide

Chemical Property:

• Vapor Pressure: 3.02E-05mmHg at 25°C
• Boiling Point: 355.9°Cat760mmHg
• Flash Point: 129.5°C
• PSA: 20.31000
• Density: 0.858g/cm³
• LogP: 6.33610
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 16
• Exact Mass: 311.318814931
• Heavy Atom Count: 22
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)N(CC)CC

Technology Process of N,N-Diethylhexadecan-1-amide

There total 4 articles about N,N-Diethylhexadecan-1-amide 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: 99.0%

diethylamine (109-89-7) + 1-hexadecylcarboxylic acid (57-10-3) → NSC 195054 (57303-21-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.10.068

Reference yield: 88.0%

diethylamine (109-89-7) + n-hexadecanoyl chloride (112-67-4) → NSC 195054 (57303-21-6)

Guidance literature:

With silver(I) acetate; sodium acetate; In diethyl ether; at 20 ℃; for 0.25h; Inert atmosphere; Darkness;

DOI:10.1016/j.tetlet.2014.11.067

Reference yield: 86.0%

→ NSC 195054 (57303-21-6)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

In dichloromethane;

upstream raw materials:

N,N,N′,N′-tetraethylthionylamide

1-hexadecylcarboxylic acid

diethylamine

n-hexadecanoyl chloride

Refernces

• 1、 Leggio,Belsito,De Luca,Di Gioia,Leotta,Romio,Siciliano,Liguori. "One-pot synthesis of amides from carboxylic acids activated using thionyl chloride". . p. 34468 - 34475. Retrieved 2016/06/13.
• 2、 Guan, Li-Ping,Sui, Xin,Deng, Xian-Qing,Zhao, Dong-Hai,Qu, You-Le,Quan, Zhe-Shan. "N-palmitoylethanolamide derivatives: Synthesis and studies on anticonvulsant and antidepressant activities". experimental part. p. 601 - 606. Retrieved 2012/04/10.