4-Nonanoylmorpholine

Base Information

• Chemical Name: 4-Nonanoylmorpholine
• CAS No.: 5299-64-9
• Molecular Formula: C13H25 N O2
• Molecular Weight: 227.39
• Hs Code.: 2934999090
• NSC Number: 3150
• UNII: 0D2NEP40LU
• DSSTox Substance ID: DTXSID70201022
• Nikkaji Number: J53.710A
• Wikipedia: 4-Nonanoylmorpholine
• Wikidata: Q4637184
• Mol file: 5299-64-9.mol

Synonyms:4-nonanoylmorpholine;pelargonic acid morpholide

Chemical Property of 4-Nonanoylmorpholine

Chemical Property:

• Vapor Pressure: 2.74E-05mmHg at 25°C
• Refractive Index: 1.4410 (estimate)
• Boiling Point: 357.4°Cat760mmHg
• Flash Point: 169.9°C
• PSA: 29.54000
• Density: 0.965g/cm³
• LogP: 2.53370
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 227.188529040
• Heavy Atom Count: 16
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

N-Nonanoylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC(=O)N1CCOCC1
• Uses: N-Nonanoylmorpholine are known to have irritant effects.

Technology Process of 4-Nonanoylmorpholine

There total 6 articles about 4-Nonanoylmorpholine 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: 100.0%

morpholine (110-91-8,99108-56-2) + Nonanoyl chloride (764-85-2) → 1-morpholinononan-1-one (5299-64-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jacs.7b02983

Reference yield: 81.0%

4-morpholinecarboxaldehyde (4394-85-8) + nonanoic acid (112-05-0) → 1-morpholinononan-1-one (5299-64-9)

Guidance literature:

With sulfur trioxide pyridine complex; In 1,2-dichloro-benzene; at 160 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1246/cl.171216

Reference yield: 75.0%

morpholine (110-91-8,99108-56-2) + 1-Iodooctane (629-27-6) + carbon monoxide (201230-82-2) → 1-morpholinononan-1-one (5299-64-9)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; under 11251.1 Torr; Irradiation;

DOI:10.1002/anie.202006720

upstream raw materials:

morpholine

Nonanoyl chloride

oct-1-ene

carbon monoxide

Refernces

• 1、 Kawano, Shota,Saito, Kodai,Yamada, Tohru. "Amidation reaction of carboxylic acid with formamide derivative using SO3?pyridine". supporting information. p. 584 - 586. Retrieved 2018/04/12.
• 2、 Dong, Kaiwu,Fang, Xianjie,Jackstell, Ralf,Laurenczy, Gabor,Li, Yuehui,Beller, Matthias. "Rh(I)-Catalyzed Hydroamidation of Olefins via Selective Activation of N-H Bonds in Aliphatic Amines". supporting information. p. 6053 - 6058. Retrieved 2015/05/27.