4-(2-Methyl-1-oxoallyl)morpholine

Base Information

• Chemical Name: 4-(2-Methyl-1-oxoallyl)morpholine
• CAS No.: 5117-13-5
• Molecular Formula: C8H13 N O2
• Molecular Weight: 155.197
• Hs Code.: 2934999090
• European Community (EC) Number: 225-853-8
• UNII: 2HZ3Z6WB74
• DSSTox Substance ID: DTXSID30199193
• Nikkaji Number: J203.314C
• Wikidata: Q83072101
• Mol file: 5117-13-5.mol

Synonyms:5117-13-5;2-Methyl-1-morpholinoprop-2-en-1-one;N-METHACRYLOYLMORPHOLINE;4-(2-Methyl-1-oxoallyl)morpholine;2-methyl-1-morpholin-4-ylprop-2-en-1-one;EINECS 225-853-8;2HZ3Z6WB74;2-methyl-1-(morpholin-4-yl)prop-2-en-1-one;4-Methacryloylmorpholine;UNII-2HZ3Z6WB74;SCHEMBL26594;DTXSID30199193;AKOS006274647;FT-0741628;EN300-6768676;2-METHYL-1-(4-MORPHOLINYL)-2-PROPEN-1-ONE;2-PROPEN-1-ONE, 2-METHYL-1-(4-MORPHOLINYL)-

Chemical Property of 4-(2-Methyl-1-oxoallyl)morpholine

Chemical Property:

• Vapor Pressure: 0.000578mmHg at 25°C
• Boiling Point: 311°C at 760 mmHg
• Flash Point: 141.9°C
• PSA: 29.54000
• Density: 1.05g/cm³
• LogP: 0.35920
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

99%, ^*data from raw suppliers

2-methyl-1-morpholinoprop-2-en-1-one 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)C(=O)N1CCOCC1

Technology Process of 4-(2-Methyl-1-oxoallyl)morpholine

There total 5 articles about 4-(2-Methyl-1-oxoallyl)morpholine 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: 85.9%

1-morpholinopropane-1-one (30668-14-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2-methyl-1-morpholinoprop-2-en-1-one (5117-13-5)

Guidance literature:

With sodium hydroxide; at 85 - 90 ℃;

Reference yield: 74.0%

2-bromo-2-methyl-1-morpholinopropan-1-one (13887-51-9) → 2-methyl-1-morpholinoprop-2-en-1-one (5117-13-5)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; [CoCl₂(dmgH)2(pyridine)]; potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/jacs.1c06768

Reference yield: 57.0%

morpholine (110-91-8,99108-56-2) + Methacryloyl chloride (920-46-7,26937-45-1) → 2-methyl-1-morpholinoprop-2-en-1-one (5117-13-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 23 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201307302

upstream raw materials:

morpholine

Methacryloyl chloride

1-morpholinopropane-1-one

formaldehyd

Refernces

• 1、 Logeswaran, Ravichandran,Jeganmohan, Masilamani. "Rhodium(III)-Catalyzed Aerobic Oxidative C-H Olefination of Unsaturated Acrylamides with Unactivated Olefins". supporting information. p. 767 - 771. Retrieved 2021/02/06.
• 2、 Zhao, Huaibo,McMillan, Alastair J.,Constantin, Timothée,Mykura, Rory C.,Juliá, Fabio,Leonori, Daniele. "Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins". supporting information. p. 14806 - 14813. Retrieved 2021/09/18.