2-METHYLNAPHTHALENE-1-BORONIC ACID

Base Information

• Chemical Name: 2-METHYLNAPHTHALENE-1-BORONIC ACID
• CAS No.: 103989-84-0
• Molecular Formula: C11H11 B O2
• Molecular Weight: 186.018
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50464698
• Nikkaji Number: J1.133.061D
• Wikidata: Q82290133
• Mol file: 103989-84-0.mol

Synonyms:1-Naphthaleneboronicacid, 2-methyl- (6CI); Boronic acid, (2-methyl-1-naphthalenyl)- (9CI);(2-Methyl-1-naphthalenyl)boronic acid; 2-Methyl-1-naphthaleneboronic acid;2-Methyl-1-naphthylboronic acid

Chemical Property of 2-METHYLNAPHTHALENE-1-BORONIC ACID

Chemical Property:

• Vapor Pressure: 6.59E-07mmHg at 25°C
• Melting Point: 126℃
• Refractive Index: 1.623
• Boiling Point: 393.8°C at 760 mmHg
• PKA: 8.87±0.30(Predicted)
• Flash Point: 192°C
• PSA: 40.46000
• Density: 1.18g/cm³
• LogP: 0.82800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.0852098
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

97% ^*data from raw suppliers

2-Methylnaphthalene-1-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC2=CC=CC=C12)C)(O)O

Technology Process of 2-METHYLNAPHTHALENE-1-BORONIC ACID

There total 8 articles about 2-METHYLNAPHTHALENE-1-BORONIC ACID 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: 87.0%

1-bromo-2-methylnaphtalene (2586-62-1) → 2-methyl-1-naphthylboronic acid (103989-84-0)

Guidance literature:

1-bromo-2-methylnaphtalene; 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) + 1-bromo-2-methylnaphtalene (2586-62-1) → 2-methyl-1-naphthylboronic acid (103989-84-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; treatment of naphthalene deriv. with butyllithium in THF, treatment withtrimethoxyborane, treatment with HCl; Malkov A.V., Dufkova L., Farrugia L., Kocovsky P. Angew. Chem., Int. Ed. 2003, 42, 3674;

DOI:10.1021/ja711338q

Reference yield:

Triisopropyl borate (5419-55-6) + 1-bromo-2-methylnaphtalene (2586-62-1) → 2-methyl-1-naphthylboronic acid (103989-84-0)

Guidance literature:

1-bromo-2-methylnaphtalene; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h; Heating;

Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 18h;

With water; In tetrahydrofuran; for 1h;

DOI:10.1016/j.tet.2018.07.048

upstream raw materials:

1-bromo-2-methylnaphtalene

2-Methylnaphthalene

(2-methyl-1-naphthyl)magnesium bromide

magnesium dihydride

Downstream raw materials:

4-(2-methyl-naphthalen-1-yl)-2-phenyl-quinazoline

4,4,5,5-tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane

1-(2',6'-dimethylphenyl)-2-methylnaphthalene

2,2'-dimethyl-1,1'-binaphthyl