5-METHYL-2,2'-BIPYRIDYL

Base Information

• Chemical Name: 5-METHYL-2,2'-BIPYRIDYL
• CAS No.: 56100-20-0
• Molecular Formula: C11H10N2
• Molecular Weight: 170.214
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90454199
• Nikkaji Number: J566.540J
• Wikidata: Q82275578
• ChEMBL ID: CHEMBL101799
• Mol file: 56100-20-0.mol

Synonyms:5-METHYL-2,2-BIPYRIDYL;5-Methyl-2,2-bipyridine

Chemical Property of 5-METHYL-2,2'-BIPYRIDYL

Chemical Property:

• Boiling Point: 92 °C(Press: 0.05 Torr)
• PKA: 4.39±0.20(Predicted)
• Flash Point: 113.218oC
• PSA: 25.78000
• Density: 1.081±0.06 g/cm3(Predicted)
• LogP: 2.45200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DCM
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)C2=CC=CC=N2
• Uses: 5-Methyl-2,2''-bipyridine is an intermediate in the synthesis of genetic incorporation of a metal-ion chelating amino acids into proteins as a biophysical probe.

Technology Process of 5-METHYL-2,2'-BIPYRIDYL

There total 6 articles about 5-METHYL-2,2'-BIPYRIDYL 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: 75.0%

2-Bromo-5-methylpyridine (3510-66-5) + 2-tri-n-butylstannylpyridine (17997-47-6) → 5-methyl-2,2'-bipyridine (56100-20-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 48h;

DOI:10.1021/ja804653f

Reference yield:

2-bromo-pyridine (109-04-6) + 2-Bromo-5-methylpyridine (3510-66-5) → [2,2]bipyridinyl (366-18-7) + 5,5'-dimethyl-2,2'-bipyridine (1762-34-1) + 3-Methylpyridine (108-99-6) + 5-methyl-2,2'-bipyridine (56100-20-0)

Guidance literature:

With potassium phosphate; bis(pinacol)diborane; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 100 ℃; Further byproducts given;

DOI:10.1016/S0040-4039(03)00419-2

Reference yield:

2-chloropyridine (109-09-1) + 2-Bromo-5-methylpyridine (3510-66-5) → [2,2]bipyridinyl (366-18-7) + 5,5'-dimethyl-2,2'-bipyridine (1762-34-1) + 5-methyl-2,2'-bipyridine (56100-20-0)

Guidance literature:

With nickel(II) bromide hydrate; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; Electrochemical reaction; Inert atmosphere;

DOI:10.1016/j.tet.2012.01.017

upstream raw materials:

2-Bromo-5-methylpyridine

2-tri-n-butylstannylpyridine

2-bromo-pyridine

2-chloropyridine

Downstream raw materials:

(2R,3S)-1,3-Bis-benzyloxy-6-[2,2']bipyridinyl-5-yl-hexane-2,5-diol

(Z)-5-[4'-(2-biphenyl-4-yl-vinyl)-biphenyl-4-ylmethoxymethyl]-[2,2']bipyridine

2,2'-bipyridine-5-carboxylic acid methyl ester

(2R,3S,5R)-5-[2,2']Bipyridinyl-5-ylmethyl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol