2,3-Dihydrobenzofuran-5-boronic acid

Base Information

• Chemical Name: 2,3-Dihydrobenzofuran-5-boronic acid
• CAS No.: 227305-69-3
• Molecular Formula: C8H9BO3
• Molecular Weight: 163.969
• Hs Code.: 29329990
• European Community (EC) Number: 640-479-9
• DSSTox Substance ID: DTXSID80945405
• Nikkaji Number: J2.725.430F
• Wikidata: Q72464566
• Mol file: 227305-69-3.mol

Synonyms:2,3-Dihydrobenzofuran-5-boronic acid;227305-69-3;2,3-dihydro-1-benzofuran-5-ylboronic acid;2,3-dihydrobenzofuran-5-ylboronic Acid;(2,3-dihydrobenzofuran-5-yl)boronic acid;Boronic acid, (2,3-dihydro-5-benzofuranyl)-;MFCD02681979;(2,3-dihydro-1-benzofuran-5-yl)boronic acid;2,3-DIHYDROBENZOFURAN-5-YL-5-BORONIC ACID;2,3-DIHYDROBENZO[B]FURAN-5-BORONIC ACID;2,3-DIHYDROBENZOFURAN-5-BORONICACID;SCHEMBL8895;DTXSID80945405;ZIXLJHSFAMVHPC-UHFFFAOYSA-N;AKOS004116211;AB12166;CS-W016099;2,3dihydrobenzo[b]furan-5-boronic acid;2,3-dihydro-benzofuran-5-ylboronic acid;NCGC00249551-01;BL009681;DS-10954;SY045142;2,3-dihydrobenzo[b]furan-5-ylboronic acid;23-DIHYDROBENZOFURAN-5-BORONIC ACID;2,3-dihydro-1-benzofuran-5-yl-boronic acid;AM20060461;D4711;FT-0609658;EN300-69520;2,3-dihydrobenzofuran-5-boronic acid, AldrichCPR;A816328;J-500566;Z381541086;22730-56-9

Chemical Property of 2,3-Dihydrobenzofuran-5-boronic acid

Chemical Property:

• Vapor Pressure: 9.24E-06mmHg at 25°C
• Melting Point: 200 °C
• Refractive Index: 1.58
• Boiling Point: 358.4 °C at 760 mmHg
• PKA: 8.99±0.20(Predicted)
• Flash Point: 170.6 °C
• PSA: 49.69000
• Density: 1.29 g/cm³
• LogP: -0.69870
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly Soluble in water(2.6 g/L) (25°C).
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 164.0644743
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

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

2,3-Dihydrobenzofuran-5-boronic Acid (contains varying amounts of Anhydride) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)OCC2)(O)O
• Uses: 2,3-Dihydrobenzo[b]furan-5-boronic acid is used in the suzuki-Miyaura cross-coupling reactions to prepare halogenated nucleosides.

Technology Process of 2,3-Dihydrobenzofuran-5-boronic acid

There total 2 articles about 2,3-Dihydrobenzofuran-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:

5-bromo-2,3-dihydrobenzo[b]furan (66826-78-6) → 2,3-dihydrobenzofuran-5-boronic acid (227305-69-3)

Guidance literature:

5-bromo-2,3-dihydrobenzo[b]furan; With magnesium; In tetrahydrofuran;

With Trimethyl borate;

With hydrogenchloride; Further stages.;

DOI:10.1002/anie.200704092

Reference yield:

5-bromo-2,3-dihydrobenzo[b]furan (66826-78-6) + Trimethyl borate (121-43-7,63156-11-6) → 2,3-dihydrobenzofuran-5-boronic acid (227305-69-3)

Guidance literature:

Reference yield: 98.0%

2,3-dihydrobenzofuran-5-boronic acid (227305-69-3) + 3-bromo-2-picoline (38749-79-0) → 3-(2,3-dihydrobenzofuran-5-yl)-2-methylpyridine

Guidance literature:

2,3-dihydrobenzofuran-5-boronic acid; 3-bromo-2-picoline; With triethylamine; In water; at 23 - 25 ℃; for 0.166667h; Inert atmosphere;

With 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2-(2,4,6-triisopropylbenzyl)-2,3dihydrobenzo[d][1,3]oxaphosphole; palladium diacetate; In water; toluene; at 25 - 50 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201510570

upstream raw materials:

5-bromo-2,3-dihydrobenzo[b]furan

Trimethyl borate

Downstream raw materials:

4'-{[2-butyl-5-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-6-oxopyrimidin-1(6H)-yl]methyl}biphenyl-2-carbonitrile

4'-{[5-(2,3-dihydro-1-benzofuran-5-yl)-4-ethyl-6-oxo-2-propylpyrimidin-1(6H)-yl]methyl}biphenyl-2-carbonitrile

4'-{[2-butyl-5-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-6-oxopyrimidin-1(6H)-yl]methyl}-3'-fluorobiphenyl-2-carbonitrile

N-(7-(2,3-dihydrobenzofuran-5-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide

Refernces

• 1、 -. "Hydroxamic acid derivatives as matrix metalloprotease (MMP) inhibitors". . . Retrieved 2008/06/13.