2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1583286-47-8
• Molecular Formula: C₁₃H₁₈BFO₂
• Molecular Weight: 236.094
• Mol file: 1583286-47-8.mol

Synonyms:2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 4 articles about 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 79.0%

1-fluoro-3-iodo-5-methylbenzene (491862-84-1) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1583286-47-8)

Guidance literature:

With pyridine; cesium fluoride; In dimethyl sulfoxide; at 105 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0036-1588431

Reference yield:

bis(pinacol)diborane (73183-34-3) → 2-(2-fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1165936-03-7) + 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1583286-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene-d6 / 20 °C

2: RhH{κ³-P,O,P-[9,9-dimethyl-4,5-bis-(diisopropylphosphino)xanthene₂]}; cyclohexene / 24 h / 110 °C / Inert atmosphere; Glovebox

With RhH{κ³-P,O,P-[9,9-dimethyl-4,5-bis-(diisopropylphosphino)xanthene₂]}; cyclohexene; In benzene-d6;

DOI:10.1021/acs.organomet.5b00176

Reference yield:

m-Fluorotoluene (352-70-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(2-fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1165936-03-7) + 2-(3-fluoro-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1583286-47-8)

Guidance literature:

With RhH{κ³-P,O,P-[9,9-dimethyl-4,5-bis-(diisopropylphosphino)xanthene₂]}; cyclohexene; at 110 ℃; for 24h; Overall yield = 73 %; Inert atmosphere; Glovebox;

DOI:10.1021/acs.organomet.5b00176

upstream raw materials:

m-Fluorotoluene

bis(pinacol)diborane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

1-fluoro-3-iodo-5-methylbenzene