4-(2-Fluoro-4-nitrophenyl)morpholine

Base Information

• Chemical Name: 4-(2-Fluoro-4-nitrophenyl)morpholine
• CAS No.: 2689-39-6
• Molecular Formula: C10H11FN2O3
• Molecular Weight: 226.207
• Hs Code.: 2934999090
• UNII: 36R3KP66K8
• DSSTox Substance ID: DTXSID60387723
• Nikkaji Number: J1.877.666I
• Wikidata: Q72475391
• Mol file: 2689-39-6.mol

Synonyms:4-(2-fluoro-4-nitrophenyl)morpholine;2689-39-6;4-(2-FLUORO-4-NITRO-PHENYL)-MORPHOLINE;Morpholine, 4-(2-fluoro-4-nitrophenyl)-;3-fluoro-4-morpholinonitrobenzene;MFCD03138381;Cambridge id 6614516;SCHEMBL210786;3Fluoro-4-morpholinonitrobenzene;DTXSID60387723;ZEQCFSSBZPZEFJ-UHFFFAOYSA-N;3-fluoro-4-morpholinyl nitrobenzene;3-fluoro-4-morpholinyl-nitrobenzene;STK351957;1-Fluoro-2-morpholino-5-nitrobenzene;1-Morpholino-2-fluoro-4-nitrobenzene;AKOS005168040;AKOS015922545;AM86816;SY005339;A818663;SR-01000238859;SR-01000238859-1

Chemical Property of 4-(2-Fluoro-4-nitrophenyl)morpholine

Chemical Property:

• Vapor Pressure: 5.26E-06mmHg at 25°C
• Melting Point: 121-126℃
• Refractive Index: 1.56
• Boiling Point: 380.9 °C at 760 mmHg
• PKA: 0.62±0.40(Predicted)
• Flash Point: 184.2 °C
• PSA: 58.29000
• Density: 1.34 g/cm³
• LogP: 2.15870
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 226.07537038
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=C(C=C(C=C2)[N+](=O)[O-])F
• Uses: 4-(2-Fluoro-4-nitrophenyl)morpholine is a reactant in the synthesis of 5-?substituted oxazolidinone derivatives with high antimicrobial activity.

Technology Process of 4-(2-Fluoro-4-nitrophenyl)morpholine

There total 7 articles about 4-(2-Fluoro-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) + 3,4-difluoronitrobenzene (369-34-6) → 3-fluoro-4-(4-morpholinyl)nitrobenzene (2689-39-6)

Guidance literature:

morpholine; 3,4-difluoronitrobenzene; In tetrahydrofuran; at 0 - 20 ℃; for 1.25h;

With citric acid; In tetrahydrofuran; water; for 1h;

Reference yield: 100.0%

morpholine (110-91-8,99108-56-2) + 1-chloro-2-fluoro-4-nitrobenzene (350-31-2) → 3-fluoro-4-(4-morpholinyl)nitrobenzene (2689-39-6)

Guidance literature:

Neat (no solvent);

Reference yield: 95.0%

morpholine (110-91-8,99108-56-2) → 3-fluoro-4-(4-morpholinyl)nitrobenzene (2689-39-6)

Guidance literature:

With tributyl-amine; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Flow reactor;

DOI:10.1126/science.aat0650

upstream raw materials:

morpholine

3,4-difluoronitrobenzene

ortho-difluorobenzene

1-chloro-2-fluoro-4-nitrobenzene

Downstream raw materials:

3-fluoro-4-(morpholinyl)aniline

linezolid

3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate

(S)-(E,Z)-5-((benzylideneamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one

Refernces

• 1、 Zhou, Wu-Xi,Chen, Chen,Liu, Xiao-Qin,Li, Ying,Lin, Yao-Lan,Wu, Xiu-Tao,Kong, Ling-Yi,Luo, Jian-Guang. "Discovery and optimization of withangulatin A derivatives as novel glutaminase 1 inhibitors for the treatment of triple-negative breast cancer". . . Retrieved 2021.
• 2、 Gardiner, James,Nguyen, Xuan,Genet, Charlotte,Horne, Mike D.,Hornung, Christian H.,Tsanaktsidis, John. "Catalytic Static Mixers for the Continuous Flow Hydrogenation of a Key Intermediate of Linezolid (Zyvox)". . p. 1448 - 1452. Retrieved 2018.
• 3、 Gajbhiye, Jayant M.,Gajbhiye, Virendra,Jadhao, Nitin L.,Meshram, Rohan J.,More, Namita A.,Sabane, Jagjivan K.,Salve, Rajesh A.,Sawant, Sanskruti N.,Tambe, Prajakta. "Novel 3-fluoro-4-morpholinoaniline derivatives: Synthesis and assessment of anti-cancer activity in breast cancer cells". . . Retrieved 2022/01/12.
• 4、 Alatorre-Barajas, José A.,Alcántar-Zavala, Eleazar,Alonso-Nú?ez, Gabriel,Cabrera, Alberto,Estrada-Zavala, Edgar,Gil-Rivas, M. Graciela,Gochi-Ponce, Y.,Medina-Franco, J. L.,Montes-ávila, Julio,Ochoa-Terán, Adrián,Reynoso-Soto, Edgar A.,Rivera-Lugo, Yazmin Yorely,Trujillo-Navarrete, Balter. "Synthesis of covalent bonding MWCNT-oligoethylene linezolid conjugates and their antibacterial activity against bacterial strains". . p. 28912 - 28924. Retrieved 2021/09/22.