N-Acetoacetylmorpholine

Base Information

• Chemical Name: N-Acetoacetylmorpholine
• CAS No.: 16695-54-8
• Molecular Formula: C8H13NO3
• Molecular Weight: 171.196
• Hs Code.: 2934999090
• European Community (EC) Number: 240-742-4
• NSC Number: 621758,67250
• DSSTox Substance ID: DTXSID90168209
• Nikkaji Number: J32.143E
• Wikidata: Q83037754
• Mol file: 16695-54-8.mol

Synonyms:N-Acetoacetylmorpholine;16695-54-8;1-(morpholin-4-yl)butane-1,3-dione;1-morpholin-4-ylbutane-1,3-dione;4-(1,3-Dioxobutyl)morpholine;4-morpholin-4-yl-4-oxobutan-2-one;1-Morpholinobutane-1,3-dione;1-morpholino-1,3-butanedione;EINECS 240-742-4;1-Morpholin-4-yl-butane-1,3-dione;4-(4-morpholinyl)-4-oxo-2-butanone;AI3-06568;Acetoacetomorpholide;NSC67250;Morpholine, 4-(1,3-dioxobutyl)-;1,3-Butanedione, 1-(4-morpholinyl)-;acetoacetic acid morpholide;NCIOpen2_000276;SCHEMBL2418238;DTXSID90168209;BBL003645;MFCD00059774;NSC 67250;NSC-67250;NSC621758;STK395244;AKOS001030581;NSC-621758;A0726;CS-0206693;FT-0683632;EN300-01364;6G-939;E77989;SR-01000389270;SR-01000389270-1;Z56827034;F0266-0218

Chemical Property of N-Acetoacetylmorpholine

Chemical Property:

• Vapor Pressure: 0.000163mmHg at 25°C
• Melting Point: 68 °C
• Refractive Index: 1.473
• Boiling Point: 330.7 °C at 760 mmHg
• PKA: 13.66±0.20(Predicted)
• Flash Point: 153.8 °C
• PSA: 46.61000
• Density: 1.141 g/cm³
• LogP: -0.23780
• Storage Temp.: 2-8°C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Acetoacetylmorpholine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Acetoacetylmorpholine

There total 15 articles about N-Acetoacetylmorpholine 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) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → 1-(morpholin-4-yl)butane-1,3-dione (16695-54-8)

Guidance literature:

In toluene; at 20 ℃; for 12.25h; Reflux;

DOI:10.1021/acs.orglett.8b03504

Reference yield: 97.0%

morpholine (110-91-8,99108-56-2) + ethyl acetoacetate (141-97-9) → 1-(morpholin-4-yl)butane-1,3-dione (16695-54-8)

Guidance literature:

With dmap; In toluene; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201300246

Reference yield: 97.0%

morpholine (110-91-8,99108-56-2) + acetoacetic acid methyl ester (105-45-3) → 1-(morpholin-4-yl)butane-1,3-dione (16695-54-8)

Guidance literature:

With dmap; In toluene; for 48h; Reflux; Inert atmosphere;

DOI:10.1002/chem.200902491

upstream raw materials:

morpholine

4-methyleneoxetan-2-one

3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione

3,6-dimethyl-2H-1,3-oxazine-2,4(3H)-dione

Downstream raw materials:

4-(2-benzyl-3-oxo-butyryl)-morpholine

2-(2-morpholin-4-yl-2-oxoethyl)benzoic acid

4-(morpholinocarbamoyl)-3-methyl-6,6-diphenyl-1,2-dioxan-3-ol

1-Morpholin-4-yl-3-[(2-nitro-phenyl)-hydrazono]-butan-1-one

Refernces

• 1、 -. "NEW ANALOGS AS ANDROGEN RECEPTOR AND GLUCOCORTICOID RECEPTOR MODULATORS". Paragraph 0194; 0196; 0198. . Retrieved 2019/05/16.
• 2、 D?ben, Nadine,Yan, Hong,Kischkewitz, Marvin,Mao, Jincheng,Studer, Armido. "Intermolecular acetoxyaminoalkylation of α-diazo amides with (diacetoxyiodo)benzene and amines". supporting information. p. 7933 - 7936. Retrieved 2019/01/04.