2-Iodo-2',4',6'-triisopropyl-3,6-diMethoxy-1,1'-biphenyl

Base Information

• Chemical Name: 2-Iodo-2',4',6'-triisopropyl-3,6-diMethoxy-1,1'-biphenyl
• CAS No.: 1070663-76-1
• Molecular Formula: C23H31IO2
• Molecular Weight: 466.402
• Hs Code.: 2909309090
• Mol file: 1070663-76-1.mol

Synonyms:2-iodo-1,4-dimethoxy-3-[2,4,6-tri(propan-2-yl)phenyl]benzene;

Chemical Property of 2-Iodo-2',4',6'-triisopropyl-3,6-diMethoxy-1,1'-biphenyl

Chemical Property:

• Melting Point: 189-191℃
• PSA: 18.46000
• Density: 1.243
• LogP: 7.34560
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2-Iodo-2',4',6'-triisopropyl-3,6-dimethoxy-1,1'-biphenyl 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Iodo-2',4',6'-triisopropyl-3,6-diMethoxy-1,1'-biphenyl

There total 4 articles about 2-Iodo-2',4',6'-triisopropyl-3,6-diMethoxy-1,1'-biphenyl 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: 72.0%

2,4,6-triisopropyl-1-bromobenzene (21524-34-5) + 2-fluoro-1,4-dimethoxybenzene (82830-49-7) → 2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl (1070663-76-1)

Guidance literature:

2,4,6-triisopropyl-1-bromobenzene; With magnesium; ethylene dibromide; In tetrahydrofuran; for 1.5h; Inert atmosphere; Reflux;

2-fluoro-1,4-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1.25h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 31.0%

(2,4,6-triisopropylphenyl)magnesium bromide (108894-99-1) + 2-fluoro-1,4-dimethoxybenzene (82830-49-7) → 2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl (1070663-76-1)

Guidance literature:

2-fluoro-1,4-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

(2,4,6-triisopropylphenyl)magnesium bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja8055358

Reference yield:

di(tert-butyl)chlorophosphine (13716-10-4) + 2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl (1402393-56-9) → 2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl (1070663-76-1)

Guidance literature:

2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl; With ethylene dibromide; In tetrahydrofuran; toluene; at 80 ℃; for 2h; Inert atmosphere;

di(tert-butyl)chlorophosphine; With copper(l) chloride; lithium bromide; In tetrahydrofuran; toluene; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201200398

upstream raw materials:

(2,4,6-triisopropylphenyl)magnesium bromide

2-fluoro-1,4-dimethoxybenzene

2,4,6-triisopropyl-1-bromobenzene

di(tert-butyl)chlorophosphine

Downstream raw materials:

dicyclohexyl[3,6-dimethoxy-2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine

t-BuBrettPhos

2-(di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl

tert-butyl-adamantyl(2',4',6'-triisopropyl-3,6-dimethoxybiphenyl-2-yl)phosphine

Refernces

• 1、 -. "LIGANDS FOR TRANSITION-METAL-CATALYZED CROSS-COUPLINGS, AND METHODS OF USE THEREOF". Page/Page column 139-140. . Retrieved 2009/07/17.