4-(2-Nitrophenyl)morpholine

Base Information

• Chemical Name: 4-(2-Nitrophenyl)morpholine
• CAS No.: 5320-98-9
• Molecular Formula: C19H19I2N3O4
• Molecular Weight: 208.217
• Hs Code.: 2934999090
• NSC Number: 70160
• DSSTox Substance ID: DTXSID70201264
• Nikkaji Number: J356.291C
• Wikidata: Q83074436
• Mol file: 5320-98-9.mol

Synonyms:4-(2-nitrophenyl)morpholine;5320-98-9;4-(2-Nitro-phenyl)-morpholine;Morpholine, 4-(o-nitrophenyl)-;Morpholine, 4-(2-nitrophenyl)-;4-Morpholino nitro benzene;4-(o-Nitrophenyl)morpholine;BRN 0195817;AI3-14927;NSC70160;Maybridge1_000595;4-(Nitrophenyl)morpholine;N-(2-Nitrophenyl)morpholine;N-(2-nitrophenyl) Morpholine;4-(2-Nitrophenyl) morpholine;SCHEMBL2206983;HMS543D01;DTXSID70201264;4-MORPHOLINYL-3-NITROBENZENE;MFCD00115942;NSC 70160;NSC-70160;STL414812;AKOS024392376;CCG-234865;BS-28866;LS-93228;F1911-3545

Chemical Property of 4-(2-Nitrophenyl)morpholine

Chemical Property:

• Vapor Pressure: 2.68E-05mmHg at 25°C
• Melting Point: 40-41 °C
• Boiling Point: 357.7°Cat760mmHg
• PKA: 2.75±0.40(Predicted)
• Flash Point: 170.1°C
• PSA: 58.29000
• Density: 1.265g/cm³
• LogP: 2.01960
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 208.08479225
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

99%min ^*data from raw suppliers

4-(2-Nitrophenyl)morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COCCN1C2=CC=CC=C2[N+](=O)[O-]
• Uses: 4-(2-Nitro-phenyl)-morpholine is used as a reactant in the palladium-catalyzed amination of aryl nonaflates.

Technology Process of 4-(2-Nitrophenyl)morpholine

There total 18 articles about 4-(2-Nitrophenyl)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: 100.0%

morpholine (110-91-8,99108-56-2) + 2-Chloronitrobenzene (88-73-3) → N-(2-nitrophenyl)morpholine (5320-98-9)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 20h; under 4500360 Torr;

DOI:10.1246/bcsj.64.42

Reference yield: 100.0%

4-(benzoyloxy)morpholine (5765-65-1) + o-nitroiodobenzene (609-73-4) → N-(2-nitrophenyl)morpholine (5320-98-9)

Guidance literature:

o-nitroiodobenzene; With isopropylmagnesium bromide; In tetrahydrofuran; at -35 ℃; for 0.166667h;

With zinc(II) chloride; In tetrahydrofuran; at -35 ℃; for 0.166667h;

4-(benzoyloxy)morpholine; With copper (I) trifluoromethane sulfonate benzene; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo051999h

Reference yield: 100.0%

morpholine (110-91-8,99108-56-2) + 2-nitrophenyl trifluoromethanesulfonate (132993-22-7) → N-(2-nitrophenyl)morpholine (5320-98-9)

Guidance literature:

In acetonitrile; for 12h; Heating;

DOI:10.1055/s-1990-27118

upstream raw materials:

morpholine

2-nitrophenyl bromide

o-nitroiodobenzene

2-Chloronitrobenzene

Downstream raw materials:

2-chloro-N-(2-morpholinophenyl)nicotinamide

3,4-dihydro-1H-benzo[4,5]imidazo[2,1-c][1,4]oxazine

phenyl (2-morpholinophenyl)carbamate

4-(2-Nitro-phenoxy)-morpholine

Refernces

• 1、 Pichette Drapeau, Martin,Bahri, Janet,Lichte, Dominik,Goo?en, Lukas J.. "Decarboxylative ipso Amination of Activated Benzoic Acids". supporting information. p. 892 - 896. Retrieved 2019/01/04.
• 2、 Lu, Yanli,Mao, Fei,Li, Xiaokang,Zheng, Xinyu,Wang, Manjiong,Xu, Qing,Zhu, Jin,Li, Jian. "Discovery of Potent, Selective Stem Cell Factor Receptor/Platelet Derived Growth Factor Receptor Alpha (c-KIT/PDGFRα) Dual Inhibitor for the Treatment of Imatinib-Resistant Gastrointestinal Stromal Tumors (GISTs)". supporting information. p. 5099 - 5119. Retrieved 2017/06/28.