3,3,5,5-Tetramethylmorpholine

Base Information

• Chemical Name: 3,3,5,5-Tetramethylmorpholine
• CAS No.: 19412-12-5
• Molecular Formula: C8H17NO
• Molecular Weight: 143.2267
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60404545
• Wikidata: Q82208807
• Mol file: 19412-12-5.mol

Synonyms:3,3,5,5-tetramethylmorpholine;19412-12-5;3,3,5,5-Tetramethyl-morpholine;MFCD01874351;Oprea1_559738;SCHEMBL2335520;DTXSID60404545;AMY42459;AKOS002364177;AB10487;NS-01109;FT-0765468;EN300-305106;A903232

Chemical Property of 3,3,5,5-Tetramethylmorpholine

Chemical Property:

• Boiling Point: 169 °C at 760 mmHg
• Flash Point: 63.5 °C
• PSA: 21.26000
• Density: 0.84 g/cm³
• LogP: 1.49220
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

98%min ^*data from raw suppliers

3,3,5,5-TetramethylmorpholineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COCC(N1)(C)C)C

Technology Process of 3,3,5,5-Tetramethylmorpholine

There total 3 articles about 3,3,5,5-Tetramethylmorpholine 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: 50.0%

N,N-bis(2-methyl-3-hydroxypropyl-2)amine (44982-72-1) → 3,3,5,5-tetramethylmorpholine (19412-12-5)

Guidance literature:

With sodium hydroxide; methanesulfonic acid;

Reference yield: 30.0%

3,3,5,5-tetramethyl-2-oxomorpholine (90032-83-0) → 3,3,5,5-tetramethylmorpholine (19412-12-5)

Guidance literature:

3,3,5,5-tetramethyl-2-oxomorpholine; With lithium aluminium tetrahydride; Inert atmosphere;

With methanesulfonic acid; Inert atmosphere;

DOI:10.1002/adsc.201100206

Reference yield:

sodium 2-[2-methyl-1-hydroxy-2-propylamino]-2-methylpropionate (91377-78-5) → 3,3,5,5-tetramethylmorpholine (19412-12-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) conc. aq. HCl, 2.) (C₂H₅)3N / 1.) reflux, 15 h, 2.) reflux, 6 h

2: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

3: 43 percent / methanesulfonic acid / 18 h / 140 °C

With hydrogenchloride; lithium aluminium tetrahydride; methanesulfonic acid; triethylamine; In tetrahydrofuran;

DOI:10.1055/s-1984-30746

upstream raw materials:

N,N-bis(2-methyl-3-hydroxypropyl-2)amine

3,3,5,5-tetramethyl-2-oxomorpholine

sodium 2-[2-methyl-1-hydroxy-2-propylamino]-2-methylpropionate

Downstream raw materials:

4-(2-bromobenzyl)-3,3,5,5-tetramethylmorpholine

Refernces

• 1、 Sumerin, Victor,Chernichenko, Konstantin,Nieger, Martin,Leskelae, Markku,Rieger, Bernhard,Repo, Timo. "Highly active metal-free catalysts for hydrogenation of unsaturated nitrogen-containing compounds". scheme or table. p. 2093 - 2110. Retrieved 2011/11/06.
• 2、 -. "Polysubstituted 2-morpholones". . . Retrieved 2008/06/13.