5-Nitro-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 5-Nitro-2-(trifluoromethyl)pyridine
• CAS No.: 116470-66-7
• Molecular Formula: C₆H₃F₃N₂O₂
• Molecular Weight: 192.097
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID50554189
• Nikkaji Number: J3.296.044H
• Wikidata: Q72496428
• Mol file: 116470-66-7.mol

Synonyms:5-nitro-2-(trifluoromethyl)pyridine;116470-66-7;2-(Trifluoromethyl)-5-nitropyridine;Pyridine, 5-nitro-2-(trifluoromethyl)-;5-Nitro-2-trifluoromethylpyridine;MFCD07777204;Pyridine,5-nitro-2-(trifluoromethyl)-;DTXSID50554189;ZTSJYRKGWJZNON-UHFFFAOYSA-N;AKOS005259583;BS-51509;CS-0029855;E77873;5-NITRO-2-(TRIFLUOROMETHYL)PYRIDINE, 98%;A803621

Chemical Property of 5-Nitro-2-(trifluoromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.199mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 371.2 °C at 760 mmHg
• PKA: -3.48±0.22(Predicted)
• Flash Point: 178.3 °C
• PSA: 58.71000
• Density: 1.35 g/cm³
• LogP: 2.53180
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 192.01466183
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

98%min ^*data from raw suppliers

2-(Trifluoromethyl)-5-nitropyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T；C；F
• Hazard Codes: T,C,F
• Statements: 20/21/22-36/37/38-34-11
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1[N+](=O)[O-])C(F)(F)F

Technology Process of 5-Nitro-2-(trifluoromethyl)pyridine

There total 5 articles about 5-Nitro-2-(trifluoromethyl)pyridine 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: 91.0%

2-bromo-5-nitropyridine (4487-59-6) + trifluoromethylcopper(I) (77152-08-0) → 5-nitro-2-(trifluoromethyl)pyridine (116470-66-7)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In N,N-dimethyl-formamide; at 23 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo401423h

Reference yield: 85.0%

2-bromo-5-nitropyridine (4487-59-6) + (1,10-phenanthroline)(trifluoromethyl)copper (I) → 5-nitro-2-(trifluoromethyl)pyridine (116470-66-7)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 8h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol500422t

Reference yield: 68.0%

2-chloro-5-nitropyridine (4548-45-2) + dibromodifluoromethane (75-61-6) → 5-nitro-2-(trifluoromethyl)pyridine (116470-66-7)

Guidance literature:

With CuI-charcoal; In N,N-dimethyl acetamide; at 100 ℃; for 8h; Product distribution; with or without charcoal;

DOI:10.1016/S0040-4039(01)93731-1

upstream raw materials:

2-chloro-5-nitropyridine

dibromodifluoromethane

2-bromo-5-nitropyridine

trifluoromethylcopper(I)

Refernces

• 1、 Nagase, Masahiro,Kuninobu, Yoichiro,Kanai, Motomu. "4-Position-Selective C-H Perfluoroalkylation and Perfluoroarylation of Six-Membered Heteroaromatic Compounds". . p. 6103 - 6106. Retrieved 2016.
• 2、 Mormino, Michael G.,Fier, Patrick S.,Hartwig, John F.. "Copper-mediated perfluoroalkylation of heteroaryl bromides with (phen)CuRF". supporting information. p. 1744 - 1747. Retrieved 2014/04/17.