2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate

Base Information

• Chemical Name: 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate
• CAS No.: 1432737-51-3
• Molecular Formula: C₁₁H₁₄F₃IO₃SSi
• Molecular Weight: 438.282
• Mol file: 1432737-51-3.mol

Synonyms:2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate

Chemical Property of 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate

There total 3 articles about 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate 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: 93.0%

trifluoromethylsulfonic anhydride (358-23-6) + 2-iodo-4-methyl-6-(trimethylsilyl)phenol → 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate (1432737-51-3)

Guidance literature:

With sodium hydride; In diethyl ether; mineral oil; at -78 - 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.1c05434

Reference yield:

p-cresol (106-44-5) → 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate (1432737-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; dihydrogen peroxide / water / 24 h / 50 °C

2.1: 2 h / 80 °C / Inert atmosphere

3.1: n-butyllithium / diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere

3.2: 18 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; dihydrogen peroxide; iodine; In diethyl ether; hexane; water;

DOI:10.1055/s-0036-1588332

Reference yield:

2,6-diiodo-4-methylphenol (2432-18-0) → 2-iodo-4-methyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate (1432737-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2 h / 80 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere

2.2: 18 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; In diethyl ether; hexane;

DOI:10.1055/s-0036-1588332

upstream raw materials:

p-cresol

2,6-diiodo-4-methylphenol

trifluoromethylsulfonic anhydride

Downstream raw materials:

1-benzyl-6-methyl-4-(trimethylsilyl)-1H-benzo[d]triazole

1-benzyl-5-methyl-7-(trimethylsilyl)-1H-benzo[d]triazole

Refernces

• 1、 Moreira, Bárbara V.,Muraca, Ana Carolina A.,Raminelli, Cristiano. "Synthesis of Silylbiaryl Triflates by Chemoselective Suzuki Reaction". . p. 1093 - 1102. Retrieved 2017.