4,4'-Dimethoxy-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Dimethoxy-2,2'-bipyridine
• CAS No.: 17217-57-1
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Hs Code.: 29333990
• European Community (EC) Number: 628-568-0
• DSSTox Substance ID: DTXSID50370043
• Nikkaji Number: J1.061.058C
• Wikidata: Q72467792
• ChEMBL ID: CHEMBL2205808
• Mol file: 17217-57-1.mol

Synonyms:4,4'-Dimethoxy-2,2'-bipyridine;17217-57-1;4,4'-Dimethoxy-2,2'-bipyridyl;4-methoxy-2-(4-methoxypyridin-2-yl)pyridine;4-4'-Dimethoxy-2-2'-bipyridine;2,2'-Bipyridine, 4,4'-dimethoxy-;CHEMBL2205808;MFCD00233880;MeO-bpy;4,4'-Dimethoxy-[2,2']bipyridinyl;YSWG817;SCHEMBL182529;DTXSID50370043;IMEVSAIFJKKDAP-UHFFFAOYSA-N;4,4'-dimethoxy-2,2'- bipyridine;BDBM50401349;AKOS015851874;CS-W004762;PB48138;AC-20760;DS-15216;SY038948;4-4'-Dimethoxy-2-2'-bipyridine, 97%;4-methoxy-2-(4-methoxy-2-pyridyl)pyridine;D3886;FT-0647788;4,4/'-DIMETHOXY-2,2/'-BIPYRIDINE;F11107;EN300-1589087;A811383;Z2044782163;4,4 inverted exclamation mark -Dimethoxy-2,2 inverted exclamation mark -bipyridine

Chemical Property of 4,4'-Dimethoxy-2,2'-bipyridine

Chemical Property:

• Appearance/Colour: White to light yellow-beige crystalline powder
• Melting Point: 168-171 °C(lit.)
• Refractive Index: 1.6660 (estimate)
• Boiling Point: 347.6 °C at 760 mmHg
• PKA: 5.69±0.30(Predicted)
• Flash Point: 127 °C
• PSA: 44.24000
• Density: 1.143 g/cm³
• LogP: 2.16080
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

98% ^*data from raw suppliers

4,4''-Dimethoxy-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=NC=C1)C2=NC=CC(=C2)OC
• Uses: 4-4′-Dimethoxy-2-2''-bipyridine may be used as a ligand in the preparation of transition metal complexes.Ligand for greener oxidation of alcohols under aerobic conditions.Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems

Technology Process of 4,4'-Dimethoxy-2,2'-bipyridine

There total 9 articles about 4,4'-Dimethoxy-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: 88.0%

2-chloro-4-methoxy-pyridine (17228-69-2) → 4,4'-Dimethoxy-2,2'-bipyridin (17217-57-1)

Guidance literature:

With triphenylphosphine; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 50 ℃; for 48h;

Reference yield: 80.0%

4,4’-dichloro-2,2’-bipyridine-N,N’-dioxide (84175-08-6) + sodium methylate (124-41-4) → 4,4'-Dimethoxy-2,2'-bipyridin (17217-57-1)

Guidance literature:

4,4’-dichloro-2,2’-bipyridine-N,N’-dioxide; sodium methylate; In methanol; at 60 ℃; for 5h; Schlenk technique;

With phosphorus trichloride; In chloroform; at 0 ℃; for 3h; Reflux; Schlenk technique;

DOI:10.1039/c4dt03272a

Reference yield: 60.0%

4,4'-dimethoxy-2,2′-bipyridine 1,1'-dioxide (84175-10-0) → 4,4'-Dimethoxy-2,2'-bipyridin (17217-57-1)

Guidance literature:

With phosphorus trichloride; In chloroform; for 5h; Heating;

DOI:10.1021/jo052127i

upstream raw materials:

4,4'-dimethoxy-2,2′-bipyridine 1,1'-dioxide

2-chloro-4-methoxy-pyridine

2-methoxy-3-(trimethylstannyl)pyridine

4-methoxypyridine

Downstream raw materials:

trans-[RuCl₂(1-(4-phenylimino)-1-(phenylhydrazono)propan-2-one)(4,4'-dimethoxy-2,2'-bipyridine)]

4,4'-dihydroxy-2,2'-dipyridine

Refernces

• 1、 Zhang, Dong,Dufek, Eric J.,Clennan, Edward L.. "Syntheses, characterizations, and properties of electronically perturbed 1,1′-dimethyl-2,2′-bipyridinium tetrafluoroborates". . p. 315 - 319. Retrieved 2006.
• 2、 -. "MANUFACTURING METHOD OF BIPYRIDYL COMPOUND". Paragraph 0083; 0090; 0091; 0100-0102. . Retrieved 2017/09/16.
• 3、 Nagaoka, Masahiro,Kawashima, Takashi,Suzuki, Hiroharu,Takao, Toshiro. "Dehydrogenative Coupling of 4-Substituted Pyridines Catalyzed by a Trinuclear Complex of Ruthenium and Cobalt". . p. 2348 - 2360. Retrieved 2016/08/02.