5-Methyl-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 5-Methyl-2-(trifluoromethyl)pyridine
• CAS No.: 1620-71-9
• Molecular Formula: C7H6F3N
• Molecular Weight: 161.12
• European Community (EC) Number: 846-940-2
• DSSTox Substance ID: DTXSID00560114
• Nikkaji Number: J3.296.040E
• Wikidata: Q82443103
• Mol file: 1620-71-9.mol

Synonyms:5-Methyl-2-(trifluoromethyl)pyridine;1620-71-9;Pyridine, 5-methyl-2-(trifluoromethyl)-;5-METHYL-2-TRIFLUOROMETHYL-PYRIDINE;MFCD07774131;5-methyl-2-trifluoromethylpyridine;CHEMPACIFIC 38184;SCHEMBL130934;DTXSID00560114;HALCBPJUGWBVBU-UHFFFAOYSA-N;HALCBPJUGWBVBU-UHFFFAOYSA-O;ZFJBOQMVXPQVTM-UHFFFAOYSA-N;AMY39635;AKOS006284637;CS-W022411;SB52946;DS-15071;SY033950;A883007

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

Chemical Property:

• Vapor Pressure: 5.66mmHg at 25°C
• Refractive Index: 1.429
• Boiling Point: 147.2 °C at 760 mmHg
• PKA: 0.84±0.22(Predicted)
• Flash Point: 42.8 °C
• PSA: 12.89000
• Density: 1.216 g/cm³
• LogP: 2.40880
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 161.04523368
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-2-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)C(F)(F)F
• Uses: 5-Methyl-2-(trifluoromethyl)pyridine is a pyridine based building block used in chemical synthesis.

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

There total 2 articles about 5-Methyl-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:

2-Bromo-5-methylpyridine (3510-66-5) + trifluoromethylcopper(I) (77152-08-0) → 5-methyl-2-(trifluoromethyl)pyridine (1620-71-9)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In N,N-dimethyl-formamide; at 23 - 50 ℃; for 33h; Glovebox; Sealed tube;

DOI:10.1021/jo401423h

Reference yield:

→ 5-methyl-2-(trifluoromethyl)pyridine (1620-71-9)

Guidance literature:

Isopren, Trifluoracetonitril (418.5grad, 30 min) (neben dem 4-Methyl-Isomeren);

Reference yield:

5-methyl-2-(trifluoromethyl)pyridine (1620-71-9) → 2-(2-ethylsulfanylphenyl)-6-(trifluoromethyl)pyrazolo[43-c]pyridine

Guidance literature:

Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 48 h / 20 °C

2.1: nitric acid; sulfuric acid / 2 h / 0 - 100 °C

3.1: phosphorus trichloride / 0.33 h / 100 °C

4.1: N,N-dimethyl-formamide dimethyl acetal / N,N-dimethyl-formamide / 2 h / 120 °C

4.2: 16 h / 20 °C

5.1: toluene / 0.67 h / 70 °C / Microwave irradiation

6.1: triphenylphosphine / toluene / 0.5 h / Reflux

With sulfuric acid; nitric acid; N,N-dimethyl-formamide dimethyl acetal; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; phosphorus trichloride; In dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

2-Bromo-5-methylpyridine

trifluoromethylcopper(I)