2-Bromo-6-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Bromo-6-(trifluoromethyl)pyridine
• CAS No.: 189278-27-1
• Molecular Formula: C6H3BrF3N
• Molecular Weight: 225.996
• Hs Code.: 29333990
• European Community (EC) Number: 634-229-8
• DSSTox Substance ID: DTXSID70382345
• Nikkaji Number: J1.688.879F
• Wikidata: Q72513479
• Mol file: 189278-27-1.mol

Synonyms:2-Bromo-6-(trifluoromethyl)pyridine;189278-27-1;2-Bromo-6-trifluoromethylpyridine;Pyridine, 2-bromo-6-(trifluoromethyl)-;MFCD00153087;2-bromo-6-trifluoromethyl-pyridine;SCHEMBL37428;6-trifluoromethyl-2-bromopyridine;DTXSID70382345;2-Bromo-6-trifluoronethylpyridine;BDBM113773;BCP15794;BBL103783;STL557593;AKOS005063456;AB04069;CS-W007843;FG-0483;AC-24542;SY001906;2-Bromo-6-(trifluoromethyl)pyridine, 97%;AM20050913;B3759;FT-0643790;EN300-108890;A813311;W-206395;2‐bromo‐6‐(trifluoromethyl)pyridine (5)

Chemical Property of 2-Bromo-6-(trifluoromethyl)pyridine

Chemical Property:

• Appearance/Colour: beige moist crystals
• Vapor Pressure: 1.93mmHg at 25°C
• Melting Point: 48-52 °C
• Refractive Index: 1.471
• Boiling Point: 170.693 °C at 760 mmHg
• PKA: -3.89±0.12(Predicted)
• Flash Point: 57.034 °C
• PSA: 12.89000
• Density: 1.707 g/cm³
• LogP: 2.86290
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 224.94010
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-6-trifluoromethylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,Xn
• Hazard Codes: T,Xi,Xn
• Statements: 25-36/37/38-20/21/22
• Safety Statements: 26-37/39-45-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)Br)C(F)(F)F

Technology Process of 2-Bromo-6-(trifluoromethyl)pyridine

There total 1 articles about 2-Bromo-6-(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: 79.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 2-iodo-6-bromopyridine (234111-08-1) → 2-bromo-6-(trifluoromethyl)pyridine (189278-27-1)

Guidance literature:

With potassium fluoride; copper(l) iodide; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; at 25 ℃; for 6h;

DOI:10.1002/1099-0690(20021)2002:2<327::AID-EJOC327>3.0.CO;2-V

Reference yield: 99.0%

ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)butanoate + 2-bromo-6-(trifluoromethyl)pyridine (189278-27-1) → ethyl 2-(4-(6-(trifluoromethyl)pyridin-2-yl)cyclohex-3-en-1-yl)butanoate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 100 ℃; for 20h; Inert atmosphere;

Reference yield: 97.0%

antipyrine (60-80-0) + 2-bromo-6-(trifluoromethyl)pyridine (189278-27-1) → 1,5-dimethyl-2-phenyl-4-(6-(trifluoromethyl)pyridin-2-yl)-1H-pyrazol-3(2H)-one

Guidance literature:

With potassium acetate; palladium diacetate; at 150 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2020.151798

upstream raw materials:

(trifluoromethyl)trimethylsilane

2-iodo-6-bromopyridine

Downstream raw materials:

6-(trifluoromethyl)pyridine-2-carboxylic acid

2-bromo-6-(trifluoromethyl)-3-pyridinecarboxylic acid

2-bromo-3-iodo-6-(trifluoromethyl)pyridine

N-{2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-6-(trifluoromethyl)pyridin-2-amine

Refernces