4-(4-Nitrophenyl)morpholine

Base Information

• Chemical Name: 4-(4-Nitrophenyl)morpholine
• CAS No.: 10389-51-2
• Molecular Formula: C10H12N2O3
• Molecular Weight: 208.217
• Hs Code.: 2934999090
• European Community (EC) Number: 233-851-3
• NSC Number: 27271
• UNII: QQ5L4U8QQS
• DSSTox Substance ID: DTXSID5065061
• Nikkaji Number: J39.632J
• Wikidata: Q72495612
• ChEMBL ID: CHEMBL1871103
• Mol file: 10389-51-2.mol

Synonyms:4-(4-nitrophenyl)morpholine

Chemical Property of 4-(4-Nitrophenyl)morpholine

Chemical Property:

• Appearance/Colour: Colorless oily liquid
• Vapor Pressure: 3.6E-06mmHg at 25°C
• Melting Point: 152 °C
• Refractive Index: 1.577
• Boiling Point: 386.224 °C at 760 mmHg
• PKA: 0.81±0.40(Predicted)
• Flash Point: 187.382 °C
• PSA: 58.29000
• Density: 1.265 g/cm³
• LogP: 2.01960
• Solubility.: soluble in Dimethylformamide
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 208.08479225
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: 40-42/43-63
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCN1C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-(4-Nitrophenyl)morpholine

There total 25 articles about 4-(4-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) + 4-chlorobenzonitrile (100-00-5) → 1-morpholino-4-nitrobenzene (10389-51-2)

Guidance literature:

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

DOI:10.1246/bcsj.64.42 DOI:10.1246/cl.1987.1187

Reference yield: 100.0%

morpholine (110-91-8,99108-56-2) + p-nitrobenzene iodide (636-98-6) → 1-morpholino-4-nitrobenzene (10389-51-2)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 50h; under 9000720 Torr;

DOI:10.1246/bcsj.64.42

Reference yield: 100.0%

C13H17N4O6(1-)*C4H9NO*H(1+) → 1-morpholino-4-nitrobenzene (10389-51-2)

Guidance literature:

In methanol; for 3h; Heating;

DOI:10.1246/bcsj.55.2174

upstream raw materials:

morpholine

4-chlorobenzonitrile

4-Phenylmorpholine

p-nitrobenzene iodide

Downstream raw materials:

4-{[3-(4-morpholin-4-ylphenylsulfamoyl)benzenesulfonylamino]methyl}piperidine-1-carboxylic acid tert-butyl ester

4-(morpholino)biphenyl

Refernces

• 1、 Ayres,Mc Crory. "-". . p. 133. Retrieved 1964.
• 2、 Allahresani, Ali,Kazemnejadi, Milad,Nasseri, Mohammad Ali,Rezazadeh, Zinat. "A Co-Cu bimetallic magnetic nanocatalyst with synergistic and bifunctional performance for the base-free Suzuki, Sonogashira, and C-N cross-coupling reactions in water". . p. 10645 - 10660. Retrieved 2020.
• 3、 Farag, Ahmed Karam,Hassan, Ahmed H.E.,Jeong, Hyeanjeong,Kwon, Youngji,Choi, Jin Gyu,Oh, Myung Sook,Park, Ki Duk,Kim, Yun Kyung,Roh, Eun Joo. "First-in-class DAPK1/CSF1R dual inhibitors: Discovery of 3,5-dimethoxy-N-(4-(4-methoxyphenoxy)-2-((6-morpholinopyridin-3-yl)amino)pyrimidin-5-yl)benzamide as a potential anti-tauopathies agent". . p. 161 - 175. Retrieved 2019.
• 4、 Heshmatpour, Felora,Abazari, Reza. "Formation of dispersed palladium-nickel bimetallic nanoparticles in microemulsions: Synthesis, characterization, and their use as efficient heterogeneous recyclable catalysts for the amination reactions of aryl chlorides under mild conditions". . p. 55815 - 55826. Retrieved 2014.
• 5、 Hajipour, Abdol R.,Dordahan, Fatemeh,Rafiee, Fatemeh. "Synthesis of tertiary aryl amines of various aryl halides and secondary amines using ortho-palladated complex of tribenzylamine". . p. 704 - 706. Retrieved 2013.
• 6、 Martinez, Erin E.,Moreno, Mariur Rodriguez,Barksdale, Caleb A.,Michaelis, David J.. "Effect of Precatalyst Oxidation State in C-N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes". . p. 2763 - 2767. Retrieved 2021.
• 7、 Yu, Ru-Nan,Chen, Cheng-Juan,Shu, Lei,Yin, Yuan,Wang, Zhi-Jian,Zhang, Tian-Tai,Zhang, Da-Yong. "Structure-based design and synthesis of pyrimidine-4,6-diamine derivatives as Janus kinase 3 inhibitors". . p. 1646 - 1657. Retrieved 2019.
• 8、 Newman, Stephen G.,Sullivan, Ryan J.. "Reaction Cycling for Kinetic Analysis in Flow". . p. 5464 - 5474. Retrieved 2020.
• 9、 Ma, Junjie,Chen, Dong,Lu, Kuan,Wang, Lihui,Han, Xiaoqi,Zhao, Yanfang,Gong, Ping. "Design, synthesis, and structure-activity relationships of novel benzothiazole derivatives bearing the ortho-hydroxy N-carbamoylhydrazone moiety as potent antitumor agents". . p. 257 - 269. Retrieved 2014.
• 10、 -. "Synthesis method of 4-(4-aminophenyl)-3-morpholone". Paragraph 0032; 0046-0048. . Retrieved 2021/06/12.