2-(Trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-(Trifluoromethyl)pyridine
• CAS No.: 368-48-9
• Molecular Formula: C6H4F3N
• Molecular Weight: 147.1
• Hs Code.: 2933399090
• European Community (EC) Number: 626-032-0
• DSSTox Substance ID: DTXSID50190268
• Nikkaji Number: J478.420K
• Wikidata: Q72512642
• Mol file: 368-48-9.mol

Synonyms:TFM-pyridine;trifluoromethylpyridine

Chemical Property of 2-(Trifluoromethyl)pyridine

Chemical Property:

• Appearance/Colour: brown liquids
• Vapor Pressure: 22.8mmHg at 25°C
• Refractive Index: n20/D 1.419
• Boiling Point: 115.3 °C at 760 mmHg
• PKA: 0.60±0.12(Predicted)
• Flash Point: 23.5 °C
• PSA: 12.89000
• Density: 1.266 g/cm³
• LogP: 2.10040
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in most organic solvents.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 147.02958362
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(F)(F)F
• Uses: Lithiation with n-BuLi/LiOCH2CH2NMe2?takes place at the 6-position, affording access to 6-substituted derivatives. With LiTMP?. It is a building block in heterocycle synthesis.

Technology Process of 2-(Trifluoromethyl)pyridine

There total 42 articles about 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: 99.0%

2-bromo-pyridine (109-04-6) + 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate (1961266-44-3) → 2-(trifluoromethyl)pyridine (368-48-9)

Guidance literature:

With copper; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1021/acs.joc.7b00669

Reference yield: 96.0%

2-bromo-pyridine (109-04-6) + Umemoto's reagent (129946-88-9) → 2-(trifluoromethyl)pyridine (368-48-9)

Guidance literature:

With copper; In N,N-dimethyl-formamide; at 0 - 80 ℃; for 4h; Inert atmosphere;

Reference yield: 79.0%

2-bromo-pyridine (109-04-6) + (trifluoromethyl)trimethylsilane (81290-20-2) → 2-(trifluoromethyl)pyridine (368-48-9)

Guidance literature:

(trifluoromethyl)trimethylsilane; With silver fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

With copper; In N,N-dimethyl-formamide; for 4h;

2-bromo-pyridine; In N,N-dimethyl-formamide; at 90 ℃; for 5h;

DOI:10.1016/j.jfluchem.2011.07.025

upstream raw materials:

trifluoroacetonitrile

buta-1,3-diene

pyridine

Bromotrifluoromethane

Downstream raw materials:

1-amino-2-trifluoromethylpyridinium mesitylenesulfonate

3-hydroxy-2-trifluoromethylpyridine

2-(trifluoromethyl)-3-methoxypyridine

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine

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