Benzofuran-5-boronic acid

Base Information

• Chemical Name: Benzofuran-5-boronic acid
• CAS No.: 331834-13-0
• Molecular Formula: C8H7BO3
• Molecular Weight: 161.953
• Hs Code.: 2932999099
• European Community (EC) Number: 805-504-1
• DSSTox Substance ID: DTXSID20400725
• Nikkaji Number: J3.634.974C
• Wikidata: Q72445495
• Mol file: 331834-13-0.mol

Synonyms:Benzofuran-5-boronic acid;331834-13-0;Benzofuran-5-ylboronic Acid;1-benzofuran-5-ylboronic acid;Boronic acid, 5-benzofuranyl-;1-Benzofuran-5-boronic acid;Benzo[b]furan-5-boronic acid;MFCD04038999;(1-BENZOFURAN-5-YL)BORONIC ACID;5-benzofuranylboronic acid;benzofuran-5 boronic acid;Benzofuran-5-ylboronicAcid;5-benzo[b]furan boronic acid;SCHEMBL747057;(Benzofuran-5-yl)boronic acid;AMY3491;DTXSID20400725;WYXQQAYIAJRORT-UHFFFAOYSA-N;CS-D1098;AKOS004116324;AB17219;PS-9439;SY025020;FT-0644444;J3.634.974C;EN300-190610;A821650;J-019072;J-519748;benzofuran-5-ylboronic acid;Benzofuran-5-boronic Acid;Z1198163987

Chemical Property of Benzofuran-5-boronic acid

Chemical Property:

• Vapor Pressure: 3.33E-05mmHg at 25°C
• Refractive Index: 1.618
• Boiling Point: 340.4 °C at 760 mmHg
• PKA: 8.25±0.30(Predicted)
• Flash Point: 159.7 °C
• PSA: 53.60000
• Density: 1.311 g/cm³
• LogP: 0.11260
• Storage Temp.: Refrigerated.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.0488242
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzofuran-5-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)OC=C2)(O)O

Technology Process of Benzofuran-5-boronic acid

There total 5 articles about Benzofuran-5-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: 98.0%

5-bromobenzofuran (23145-07-5) + tetrahydroxydiboron (13675-18-8) → 2,3-dihydro-1-benzofuran-5-ylboronic acid (331834-13-0)

Guidance literature:

In methanol; at 15 ℃; for 3h; Microwave irradiation;

DOI:10.1021/jacs.6b01376

Reference yield: 86.0%

→ 2,3-dihydro-1-benzofuran-5-ylboronic acid (331834-13-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

Reference yield:

5-bromobenzofuran (23145-07-5) → 2,3-dihydro-1-benzofuran-5-ylboronic acid (331834-13-0)

Guidance literature:

5-bromobenzofuran; With n-butyllithium; In tetrahydrofuran; hexane; at -60 ℃; for 0.5h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -60 - 20 ℃; for 4h;

With hydrogenchloride; In water; at 5 ℃; pH=1;

upstream raw materials:

5-bromobenzofuran

Triisopropyl borate

water

Trimethyl borate

Downstream raw materials:

potassium benzofuran-5-yltrifluoroborate

benzofuran-5-ol

5-phenoxybenzofuran

5-benzyl benzofuran

Refernces

• 1、 Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup. "Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source". . p. 10966 - 10972. Retrieved 2020/09/23.
• 2、 Mfuh, Adelphe M.,Doyle, John D.,Chhetri, Bhuwan,Arman, Hadi D.,Larionov, Oleg V.. "Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts". supporting information. p. 2985 - 2988. Retrieved 2016/03/19.