Dimorpholinomethane

Base Information

• Chemical Name: Dimorpholinomethane
• CAS No.: 5625-90-1
• Molecular Formula: C9H18N2O2
• Molecular Weight: 186.254
• European Community (EC) Number: 227-062-3
• UNII: 7O79DZW79Z
• DSSTox Substance ID: DTXSID8052859
• Nikkaji Number: J34.695K
• Wikidata: Q865946
• Mol file: 5625-90-1.mol

Synonyms:4,4-methylene-bismorpholine;4,4-methylenedimorpholine

Chemical Property of Dimorpholinomethane

Chemical Property:

• Appearance/Colour: Colorless Liquid
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 265.1 °C at 760 mmHg
• PKA: 6.91±0.10(Predicted)
• Flash Point: 77.6 °C
• PSA: 24.94000
• Density: 1.09 g/cm³
• LogP: -0.51590
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 186.136827821
• Heavy Atom Count: 13
• Complexity: 127

Purity/Quality:

99.9% ^*data from raw suppliers

N,N''-Dimorpholinomethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCN1CN2CCOCC2
• Uses: It is employed as intermediate for pharmaceutical.

Technology Process of Dimorpholinomethane

There total 19 articles about Dimorpholinomethane 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%

morpholine (110-91-8,99108-56-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 4-(morpholinomethyl)morpholine (5625-90-1)

Guidance literature:

at 100 ℃; for 0.166667h; Microwave irradiation; Neat (no solvent);

DOI:10.1039/b905153h

Reference yield: 90.0%

morpholine (110-91-8,99108-56-2) + bis-(dimethylamino)methane (51-80-9) → 4-(morpholinomethyl)morpholine (5625-90-1)

Guidance literature:

With samarium(III) nitrate hexahydrate; at 60 ℃; for 10h; Reagent/catalyst; Temperature; Time;

DOI:10.1134/S1070428012070020

Reference yield: 90.0%

morpholine (110-91-8,99108-56-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol (39648-74-3,65355-00-2,65355-14-8) → 4-(morpholinomethyl)morpholine (5625-90-1) + (S)-3,3'-bis(morpholinomethyl)-2,2'-dihydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl (758698-16-7)

Guidance literature:

morpholine; formaldehyd; at 60 ℃; for 13h; Cooling with ice;

(S)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol; In 1,4-dioxane; at 60 ℃; for 18h; Inert atmosphere;

DOI:10.1002/0471264229.os087.07

upstream raw materials:

morpholine

N-hydroxymethylmorpholine

formaldehyd

dichloromethane

Downstream raw materials:

morpholin-4-ylacetic acid

4-(N-morpholinylmethyl) antipyrine

4-chloromorpholine

N-(chloromethyl)morpholine

Refernces

• 1、 Zhang, Yu,Chi, Guoli,He, Ying,Xu, Zishuai,Zhang, Luyao,Luo, Jun,Zhou, Baojing. "In situ generated amine as a Lewis base catalyst in the reaction of 3,7-dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane in nitric acid: Experimental and DFT study". supporting information. . Retrieved 2019/04/08.
• 2、 -. "Method for preparing kakonein derivatives". Paragraph 0037-0039. . Retrieved 2017/03/17.