Boronic acid, (1-methyl-2-naphthalenyl)- (9CI)

Base Information

• Chemical Name: Boronic acid, (1-methyl-2-naphthalenyl)- (9CI)
• CAS No.: 590401-47-1
• Molecular Formula: C11H11BO2
• Molecular Weight: 186.01484
• Hs Code.: 2931900090
• Mol file: 590401-47-1.mol

Synonyms:Boronic acid, (1-methyl-2-naphthalenyl)- (9CI);1-Methylnaphthalene-2-boronic acid

Chemical Property of Boronic acid, (1-methyl-2-naphthalenyl)- (9CI)

Chemical Property:

• PSA: 40.46000
• LogP: 0.82800

Purity/Quality:

97% ^*data from raw suppliers

1-Methylnaphthalene-2-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boronic acid, (1-methyl-2-naphthalenyl)- (9CI)

There total 3 articles about Boronic acid, (1-methyl-2-naphthalenyl)- (9CI) 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%

2-bromo-1-methylnaphthalene (20601-22-3) → (1-methylnaphthalen-2-yl)boronic acid (590401-47-1)

Guidance literature:

2-bromo-1-methylnaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

With Trimethyl borate; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1055/s-2003-38352

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-1-methylnaphthalene (20601-22-3) → (1-methylnaphthalen-2-yl)boronic acid (590401-47-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/acs.joc.0c01097

Reference yield:

1-Methylinden (767-59-9) → (1-methylnaphthalen-2-yl)boronic acid (590401-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassuim t-butoxide / diethyl ether / 2.5 h

1.2: 38 percent / KOH / ethanol; hexane / 1 h / Heating

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: trimethyl borate / tetrahydrofuran / 0.5 h / -78 °C

2.3: HCl / tetrahydrofuran; H₂O

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tet.2006.01.012

upstream raw materials:

2-bromo-1-methylnaphthalene

1-Methylinden

Trimethyl borate