4-Acetylmorpholine

Base Information

• Chemical Name: 4-Acetylmorpholine
• CAS No.: 1696-20-4
• Deprecated CAS: 140864-97-7
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 29349990
• European Community (EC) Number: 216-913-4
• NSC Number: 2764
• DSSTox Substance ID: DTXSID9061889
• Nikkaji Number: J48.663I
• Wikidata: Q72435463
• Mol file: 1696-20-4.mol

Synonyms:1696-20-4;4-Acetylmorpholine;N-ACETYLMORPHOLINE;1-Morpholinoethanone;Morpholine, 4-acetyl-;1-morpholin-4-ylethanone;N-Acetylmorfolin;1-(morpholin-4-yl)ethan-1-one;N-Acetylmorfolin [Czech];NSC 2764;EINECS 216-913-4;BRN 0111971;AI3-02844;DTXSID9061889;Ethanone, 1-(4-morpholinyl)-;MFCD00006171;EC 216-913-4;N-ACETYL MORPHOLINE;acetylmorpholine;acetyl morpholine;NSC2764;4-acetyl-morpholine;N-1-Acetyl morpholine;1-morpholinoethan-1-one;4-Acetylmorpholine, 99%;1-morpholin-4-yl-ethanone;SCHEMBL4236;1-(morpholin-4-yl)ethanone;WLN: T6N DOTJ AV1;AMY10034;BAA69620;NSC-2764;STL283916;AKOS005229111;CS-W011119;SB73881;AC-31754;AS-15644;LS-92386;SY040633;A0102;FT-0659458;EN300-123271;A811127;J-010570;F0808-1092;morpholine, 4-acetyl-;4-acetylmorpholine;morpholine, 4-acetyl- 4-acetylmorpholine 1-(morpholin-4-yl)ethanone

Chemical Property of 4-Acetylmorpholine

Chemical Property:

• Appearance/Colour: Clear colourless to very slightly yellow liquid
• Vapor Pressure: 0.0159mmHg at 25°C
• Melting Point: 14 °C(lit.)
• Refractive Index: n20/D 1.483(lit.)
• Boiling Point: 255.902 °C at 760 mmHg
• PKA: -0.72±0.20(Predicted)
• Flash Point: 108.566 °C
• PSA: 29.54000
• Density: 1.078 g/cm³
• LogP: -0.19700
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: MISCIBLE
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

N-Acetylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36-62-43
• Safety Statements: 26-36-39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)N1CCOCC1
• Uses: N-Acetylmorpholine is a very important pesticide intermediate. It is one of the main raw materials for the synthesis of agricultural fungicides enoylmorpholine and flumorpholine.

Technology Process of 4-Acetylmorpholine

There total 85 articles about 4-Acetylmorpholine 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: 95.0%

β-morpholinyl-N,N-morpholinylpropionic acid amide (3773-84-0) + acetic anhydride (108-24-7) → 4-acetylmorpholine (1696-20-4) + N-Acryloylmorpholine (5117-12-4,28902-82-1)

Guidance literature:

β-morpholinyl-N,N-morpholinylpropionic acid amide; acetic anhydride; In toluene; at 20 - 80 ℃; for 2h; Inert atmosphere;

With 2,6-di-tert-butyl-4-methyl-phenol; N-ethyl-N,N-diisopropylamine; for 18h; Reagent/catalyst; Temperature; Reflux;

Reference yield: 94.0%

N-cyanomorpholine (1530-89-8) → 4-morpholinecarboxaldehyde (4394-85-8) + 4-acetylmorpholine (1696-20-4)

Guidance literature:

With acetic acid; zinc; for 2h; Heating;

DOI:10.1016/S0040-4020(01)85302-3

Reference yield: 90.0%

morpholine (110-91-8,99108-56-2) + ethyl 2,4-dinitrophenylacetoacetate (124089-63-0) → 4-acetylmorpholine (1696-20-4) + α-(2,4-dinitrophenyl)ethyl acetate (68084-17-3)

Guidance literature:

In chloroform; at 20 ℃; for 24h;

DOI:10.1021/jo0344642

upstream raw materials:

morpholine

acetic anhydride

acetic acid

acetonitrile

Downstream raw materials:

3-methoxy-N-acetylmorpholine

N-(phenylacetyl)morpholine

1-morpholino-2,2-diphenylethanone

Refernces

• 1、 Asratyan,Bagdasaryan,Markosyan, A. Dzh.,Badalyan,Attaryan. "Synthesis of 4-Vinylmorpholine Based on Acetylene". . p. 342 - 345. Retrieved 2018.
• 2、 Brace. "-". . p. 357. Retrieved 1953.
• 3、 Yang, Yang,Liu, Jian,Kamounah, Fadhil S.,Ciancaleoni, Gianluca,Lee, Ji-Woong. "A CO2-Catalyzed Transamidation Reaction". . p. 16867 - 16881. Retrieved 2021/11/18.
• 4、 Fül?p, Ferenc,Mándity, István M.,Orsy, Gy?rgy. "N-acetylation of amines in continuous-flow with acetonitrile—no need for hazardous and toxic carboxylic acid derivatives". . . Retrieved 2020/04/29.