N-Nitromorpholine

Base Information

• Chemical Name: N-Nitromorpholine
• CAS No.: 4164-32-3
• Molecular Formula: C4H8N2O3
• Molecular Weight: 132.119
• Hs Code.: 2934999090
• NSC Number: 96442
• UNII: A5D681TQ9Z
• DSSTox Substance ID: DTXSID80194456
• Wikidata: Q27273658
• Mol file: 4164-32-3.mol

Synonyms:4-nitromorpholine;N-nitromorpholine

Chemical Property of N-Nitromorpholine

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.505
• Boiling Point: 310.8°C at 760 mmHg
• Flash Point: 141.8°C
• PSA: 58.29000
• Density: 1.29g/cm³
• LogP: -0.02860
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 132.05349212
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99%, ^*data from raw suppliers

4-Nitromorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1[N+](=O)[O-]
• Uses: 4-Nitromorpholine is used in the preparation of nitramines by nitrolysis of alkyl carboxamides in liquid carbon dioxide.

Technology Process of N-Nitromorpholine

There total 2 articles about N-Nitromorpholine 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: 55.0%

N-methyl-N-morpholin-4-ylmethyl-toluene-4-sulfonamide (63316-79-0) → N-nitromorpholine (4164-32-3) + N-methyl-N-nitroso-p-toluenesulfonamide (23114-01-4)

Guidance literature:

With nitronium tetrafluoborate; In acetonitrile; at 20 ℃; for 1h; Further byproducts given. Yields of byproduct given;

DOI:10.1007/BF00963423

Reference yield:

nitric acid (7697-37-2,78989-43-2) + acetic anhydride (108-24-7) + N,N'-bis-morpholinomethyl-N,N'-dinitro-ethylenediamine (872301-56-9) → N-nitromorpholine (4164-32-3) + 1,3,5-Trinitro-1,3,5-triaza-cycloheptan (5790-78-3)

Guidance literature:

DOI:10.1039/jr9490001631

Reference yield:

N-nitromorpholine (4164-32-3) → morpholine (110-91-8,99108-56-2) + 1-aminomorpholine (4319-49-7)

Guidance literature:

With acetic acid; In acetonitrile; Product distribution; Mechanism;

upstream raw materials:

N-methyl-N-morpholin-4-ylmethyl-toluene-4-sulfonamide

nitric acid

acetic anhydride

N,N'-bis-morpholinomethyl-N,N'-dinitro-ethylenediamine

Downstream raw materials:

morpholine

1-aminomorpholine

N-nitrosomorpholine

Refernces