1,8-Naphthalenediboronic acid

Base Information

• Chemical Name: 1,8-Naphthalenediboronic acid
• CAS No.: 947617-22-3
• Molecular Formula: C10H10B2O4
• Molecular Weight: 215.806
• DSSTox Substance ID: DTXSID70704543
• Wikidata: Q82636995
• Mol file: 947617-22-3.mol

Synonyms:1,8-Naphthalenediboronic acid;947617-22-3;(8-borononaphthalen-1-yl)boronic acid;B,B'-1,8-Naphthalenediylbis-boronicacid;Naphthalene-1,8-diyldiboronic acid;SCHEMBL13318284;DTXSID70704543;FT-0753425

Chemical Property of 1,8-Naphthalenediboronic acid

Chemical Property:

• PSA: 80.92000
• LogP: -1.80060
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 216.0765191
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C(=CC=CC2=CC=C1)B(O)O)(O)O

Technology Process of 1,8-Naphthalenediboronic acid

There total 3 articles about 1,8-Naphthalenediboronic 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: 78.0%

1,8-diiodonaphthalene (1730-04-7) → naphthalene-1,8-diboronic acid (947617-22-3)

Guidance literature:

With n-butyllithium; Trimethyl borate; at -78 ℃;

DOI:10.1039/b822113h

Reference yield: 68.0%

Trimethyl borate (121-43-7,63156-11-6) + 1,8-dibromonaphthalene (17135-74-9) → naphthalene-1,8-diboronic acid (947617-22-3)

Guidance literature:

1,8-dibromonaphthalene; With n-butyllithium; In diethyl ether; hexane; at -80 - 20 ℃; for 3h;

Trimethyl borate; In diethyl ether; hexane; at -80 - 20 ℃;

With hydrogenchloride; water; In diethyl ether; hexane; for 0.75h;

Reference yield:

1,8-dibromonaphthalene (17135-74-9) → naphthalene-1,8-diboronic acid (947617-22-3)

Guidance literature:

Multistep reaction; (i) nBuLi, (ii) nBu₃B;

DOI:10.1021/jo01014a036

upstream raw materials:

1,8-dibromonaphthalene

1,8-diiodonaphthalene

Trimethyl borate

Downstream raw materials:

1,8-bis-(4-methoxy-3-methylcarboxyphenyl)-naphthalene

5,5′-(naphthalen-1,8-diyl)bis(2-methoxybenzaldehyde)