5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

Base Information

• Chemical Name: 5,5'-Bis(trifluoromethyl)-2,2'-bipyridine
• CAS No.: 142946-80-3
• Molecular Formula: C12H6F6N2
• Molecular Weight: 292.183
• European Community (EC) Number: 834-500-2
• DSSTox Substance ID: DTXSID90343473
• Nikkaji Number: J666.138F
• Wikidata: Q82114810
• Mol file: 142946-80-3.mol

Synonyms:5,5'-BIS(TRIFLUOROMETHYL)-2,2'-BIPYRIDINE;142946-80-3;5-(trifluoromethyl)-2-[5-(trifluoromethyl)pyridin-2-yl]pyridine;MFCD24449717;5,5'-Bis(trifluoromethyl)-2,2'-bipyridyl;2,2'-Bipyridine, 5,5'-bis(trifluoromethyl)-;5,5'-Di(trifluoromethyl)-2,2'-bipyridyl;YSWG808;SCHEMBL811160;DTXSID90343473;AKOS027252027;5,5'-ditrifluoromethyl-2,2'-bipyridine;AS-42823;SY234343;5,5'-Di(trifluoromethyl)-2,2'-bipyridine;B5449;CS-0086860;5,5 inverted exclamation mark -Bis(trifluoromethyl)-2,2 inverted exclamation mark -bipyridine

Chemical Property of 5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

Chemical Property:

• Melting Point: 129.0 to 133.0 °C
• Boiling Point: 275.3±35.0 °C(Predicted)
• PKA: 1.39±0.32(Predicted)
• PSA: 25.78000
• Density: 1.403±0.06 g/cm3(Predicted)
• LogP: 4.18120
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 292.04351717
• Heavy Atom Count: 20
• Complexity: 295

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,5''-Bis(trifluoromethyl)-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(F)(F)F)C2=NC=C(C=C2)C(F)(F)F
• Uses: 5,5′-Bis(trifluoromethyl)-2,2′-bipyridine is a ligand used for the preparation of Ir(III) photocatalysts.

Technology Process of 5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

There total 1 articles about 5,5'-Bis(trifluoromethyl)-2,2'-bipyridine 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: 5.1%

2-chloro-3-trifluoromethyl-pyridine (65753-47-1) → 3-(trifluoromethyl)pyridine (3796-23-4) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + 5,5′-bis(trifluoromethyl)-2,2′-bipyridine (142946-80-3) + 2-Benzyl-3-trifluoromethylpyridine (170502-06-4)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; sodium formate; palladium on activated charcoal; In water; ethylene glycol; toluene; Further byproducts given; Heating;

DOI:10.1016/0022-1139(94)03168-Y

Reference yield: 66.0%

8,8-diacetonitrile-11,11',13,13'-tetrafluoro-5,5'-bis(trifluoromethyl)-7λ,7'λ-diaza-8-irida-8,8'-spirobi[tricyclo[7.4.0.0,]tridecane]-1(9),1'(9'),2,2',4,4',6,6',10,10',12,12'-dodecaene-8,8,8-tris(ylium)-9,9'-diuide; hexafluoro-λ-phosphane + 5,5′-bis(trifluoromethyl)-2,2′-bipyridine (142946-80-3) → Ir[dF(CF3)ppy]2(5,5'-dCF3bpy)PF6

Guidance literature:

In ethanol; dichloromethane; at 40 ℃; Inert atmosphere;

DOI:10.1002/anie.202003959

Reference yield: 62.0%

ammonium hexafluorophosphate + cis-bis(1-(piperidylmethyl)phenyl(1-))platinum(II) (1253393-17-7) + 5,5′-bis(trifluoromethyl)-2,2′-bipyridine (142946-80-3) + trifluoroacetic acid (76-05-1) → (5,5'-ditrifluoromethyl-2,2'-bipyridine)bis(1-(piperidylmethyl)phenyl(+1H))platinum(II) bis(hexafluorophosphate)

Guidance literature:

In acetonitrile; Sonication; under Ar; CF3COOH added to suspn. of Pt complex in MeCN; stirred and sonicated; ligand added; refluxed for 3 h; cooled to room temp.; NH4PF6 added; rotary evapd. to dryness; dissolved in min. amt. of MeCN; pptd. by addition of Et2O;

DOI:10.1021/ic1007582

upstream raw materials:

2-chloro-3-trifluoromethyl-pyridine

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