[5-(Dimethylamino)naphthalen-1-yl]boronic acid

Base Information

• Chemical Name: [5-(Dimethylamino)naphthalen-1-yl]boronic acid
• CAS No.: 847861-96-5
• Molecular Formula: C₁₂H₁₄BNO₂
• Molecular Weight: 215.06
• European Community (EC) Number: 833-150-8
• DSSTox Substance ID: DTXSID101238924
• Nikkaji Number: J2.173.619H
• Mol file: 847861-96-5.mol

Synonyms:847861-96-5;[5-(dimethylamino)naphthalen-1-yl]boronic acid;(5-(Dimethylamino)naphthalen-1-yl)boronic acid;SCHEMBL1580259;DTXSID101238924;5-dimethylaminonaphthaleneboronic acid;BS-44771;CS-0162268;(5-(Dimethylamino)naphthalen-1-yl)boronicacid;E74725;EN300-253553;B-[5-(Dimethylamino)-1-naphthalenyl]boronic acid

Chemical Property of [5-(Dimethylamino)naphthalen-1-yl]boronic acid

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.1117589
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B(C1=C2C=CC=C(C2=CC=C1)N(C)C)(O)O

Technology Process of [5-(Dimethylamino)naphthalen-1-yl]boronic acid

There total 2 articles about [5-(Dimethylamino)naphthalen-1-yl]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: 65.0%

5-bromo-N,N-dimethylnaphthalene-1-amine (10586-45-5) → 5-(dimethylamino)naphthalene-1-boronic acid (847861-96-5)

Guidance literature:

With n-butyllithium; Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1039/b413376e

Reference yield: 65.0%

Trimethyl borate (121-43-7,63156-11-6) + 5-bromo-N,N-dimethylnaphthalene-1-amine (10586-45-5) → 5-(dimethylamino)naphthalene-1-boronic acid (847861-96-5)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; a soln. of n-BuLi in hexane was added to a soln. of naphthalene-compoundin THF at -78°C, stirred for 45 min, B)OCH3)3 was added, stirred at -78°C for 1 h, warmed to room temp., stirred overnight; the solvent was removed in vac., the residue was dissolved in CH2Cl2, washed with 5% NaHCO3, dried over Na2SO4, evapd., silica gel chromy., CH2Cl2-CH3OH;

DOI:10.1039/b413376e

upstream raw materials:

5-bromo-N,N-dimethylnaphthalene-1-amine

Trimethyl borate