455-00-5

Basic information

• Product Name: 2,6-BIS(TRIFLUOROMETHYL)PYRIDINE
• Synonyms: 2,6-BIS(TRIFLUOROMETHYL)PYRIDINE;Pyridine, 2,6-bis(trifluoroMethyl)-;2,6-DI(TRIFLUOROMETHYL)PYRIDINE
• CAS NO: 455-00-5
• Molecular Formula: C₇H₃F₆N
• Molecular Weight: 215.1
• EINECS: -0
• Product Categories: Pyridine;Heterocyclic Compounds
• Mol File: 455-00-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 55-59 °C
• Boiling Point: 82 °C 18 mm Hg
• Flash Point: 153 °C
• Appearance: /
• Density: 1.437 g/cm³
• Vapor Pressure: 37.3mmHg at 25°C
• Refractive Index: 1.375
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: -4.12±0.24(Predicted)
• BRN: 188806
• CAS DataBase Reference: 2,6-BIS(TRIFLUOROMETHYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-BIS(TRIFLUOROMETHYL)PYRIDINE(455-00-5)
• EPA Substance Registry System: 2,6-BIS(TRIFLUOROMETHYL)PYRIDINE(455-00-5)

Safety Data

• Hazard Codes: F,T,Xi
• Statements: 11-25-36/37/38
• Safety Statements: 26-45
• RIDADR: UN 2926 4.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT, TOXIC
• Hazardous Substances Data: 455-00-5(Hazardous Substances Data)

Usage

Chemical Properties

Solid

InChI:InChI=1/C7H3F6N/c8-6(9,10)4-2-1-3-5(14-4)7(11,12)13/h1-3H

Upstream product

• 110-86-1 pyridine 
• 2314-97-8 iodotrifluoromethane 
• 7681-65-4 copper(l) iodide 
• 189278-27-1 2-bromo-6-(trifluoromethyl)pyridine 

Downstream Products

• 1653975-45-1 (2,6-bis(trifluoromethyl)pyridin-4-yl)boronic acid 
• 1320747-32-7 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-bis(trifluoromethyl)pyridine 
• 1033547-33-9 4-(p-tolyl)-2,6-bis(trifluoromethyl)pyridine 

Relevant articles and documents

Mechanistic Insight into Copper-Mediated Trifluoromethylation of Aryl Halides: The Role of CuI

The synthesis, characterization, and reactivity of key intermediates [Cu(CF3)(X)]-Q+ (X = CF3 or I, Q = PPh4) in copper-mediated trifluoromethylation of aryl halides were studied. Qualitative and quantitative studies showed [Cu(CF3)2]-Q+ and [Cu(CF3)(I)]-Q+ were not highly reactive. Instead, a much more reactive species, ligandless [CuCF3] or DMF-ligated species [(DMF)CuCF3], was generated in the presence of excess CuI. On the basis of these results, a general mechanistic map for CuI-promoted trifluoromethylation of aryl halides was proposed. Furthermore, on the basis of this mechanistic understanding, a HOAc-promoted protocol for trifluoromethylation of aryl halides with [Ph4P]+[Cu(CF3)2]- was developed.