4,4,5,5-TetraMethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-TetraMethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane
• CAS No.: 1062555-59-2
• Molecular Formula: C22H23BO2
• Molecular Weight: 330.234
• Hs Code.: 2934999090
• Mol file: 1062555-59-2.mol

Synonyms:4,4,5,5-TetraMethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-TetraMethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane

Chemical Property:

• PSA: 18.46000
• LogP: 4.80600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,5,5-TetraMethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane

There total 5 articles about 4,4,5,5-TetraMethyl-2-(2-(naphthalen-2-yl)phenyl)-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: 88.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 1-bromo-2-(2-naphthyl)benzene (22082-97-9) → 4,4,5,5-tetramethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane (1062555-59-2)

Guidance literature:

1-bromo-2-(2-naphthyl)benzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00232

Reference yield: 56.0%

1-bromo-2-(2-naphthyl)benzene (22082-97-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane (1062555-59-2)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); triethylamine; In toluene; at 95 ℃; for 5h; Inert atmosphere;

Reference yield:

naphthalene-2-boronic acid (32316-92-0) → 4,4,5,5-tetramethyl-2-(2-(naphthalen-2-yl)phenyl)-1,3,2-dioxaborolane (1062555-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 3 h / 120 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 25 °C

With n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; water; toluene;

upstream raw materials:

naphthalene-2-boronic acid

2,3-dibromobenzene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-bromo-2-(2-naphthyl)benzene

Downstream raw materials:

C₄₂H₂₇Cl

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