4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE

Base Information

• Chemical Name: 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE
• CAS No.: 4444-27-3
• Molecular Formula: C14H16N2
• Molecular Weight: 212.294
• Mol file: 4444-27-3.mol

Synonyms:6,6'-Bi-2,4-lutidine;4,6,4',6'-tetramethyl-2,2'-bipyridyl;2,2'-Bipyridine,4,4',6,6'-tetramethyl;4,4'-6,6'-dimethyl-2,2'-bipyridine;

Chemical Property of 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE

Chemical Property:

• Melting Point: 142.5-143.0 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 307.4±37.0 °C(Predicted)
• PKA: 5.90±0.42(Predicted)
• Flash Point: 116.1oC
• PSA: 25.78000
• Density: 1.029±0.06 g/cm3(Predicted)
• LogP: 3.37720

Purity/Quality:

99%, ^*data from raw suppliers

4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE

There total 2 articles about 4,4',6,6'-TETRAMETHYL-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: 56.0%

Phenylselenyl chloride (5707-04-0) + C21H24N3OP → 4,4',6,6'-tetramethyl-2,2'-bipyridine (4444-27-3) + 4,4',6,6'-tetramethyl-5-phenylseleno-2,2'-bipyridyl

Guidance literature:

In methanol; at 20 ℃; for 24h;

DOI:10.1002/hc.10085

Reference yield: 12.0%

2-bromo-4,6-dimethyl pyridine (4926-26-5) → 4,4',6,6'-tetramethyl-2,2'-bipyridine (4444-27-3)

Guidance literature:

DOI:10.1002/hlca.19920750512

Reference yield: 95.0%

4,4',6,6'-tetramethyl-2,2'-bipyridine (4444-27-3) + tris(pentafluorophenyl)borate (1109-15-5) + hydrogen (1333-74-0) → [(2,2'-HN(4,6-Me2)C5H2C5H2(4,6-Me2)N][HB(C6F5)3] (1358811-15-0)

Guidance literature:

In dichloromethane; High Pressure; soln. B(C6F5)3 in CH2Cl2 was added to soln. pyridine in CH2Cl2, soln. was freeze-pump thawed for 3 cycles and backfilled with H2 77 K (4 atm), stirred overnight; soln. was pumped to dryness, residue was washed with hexane; elem. anal.;

DOI:10.1039/c1dt11820j

upstream raw materials:

2-bromo-4,6-dimethyl pyridine

Phenylselenyl chloride

Downstream raw materials:

4,4'-bis[(p-dibutylamino)styryl]-α,α'-dimethyl-[2,2']-bipyridine

4,4'-bis(p-(N-methyl-N-octylamino)styryl)-6,6'-dimethyl-2,2'-bipyridine

4,4'-Bis(2-phenylethyl)-6,6'-dimethyl-2,2'-bipyridine

Cu(P(C₆H₅)3)2(C₅H₂N(CH₃)2C₅H₂N(CH₃)2)⁽¹⁺⁾*BF₄^(1-)=[Cu(P(C₆H₅)3)2(C₅H₂N(CH₃)2C₅H₂N(CH₃)2)]BF₄

Refernces

• 1、 -. "Spectrofluorometric method and compounds that are of value for the method". . . Retrieved 2008/06/13.