98437-24-2

Basic information

• Product Name: Benzofuran-2-boronic acid
• Synonyms: 1-BENZOFURAN-2-YLBORONIC ACID;2-BENZOFURANBORONIC ACID;2,3-BENZOBFURAN-2-BORONIC ACID;AKOS BRN-0027;BENZOFURAN-2-BORONIC ACID;BENZOFURAN-2-YLBORONIC ACID;BENZO[B]FURAN-2-BORONIC ACID;RARECHEM AH PB 0159
• CAS NO: 98437-24-2
• Molecular Formula: C₈H₇BO₃
• Molecular Weight: 161.95
• Product Categories: blocks;BoronicAcids;Heterocycles;Boronic Acid;Benzofuran;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Heteroaryl Boronic Acids;Organometallic Reagents
• Mol File: 98437-24-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 114-116 °C(lit.)
• Boiling Point: 340.4 °C at 760 mmHg
• Flash Point: 159.7 °C
• Appearance: Pale yellow to yellow/Powder
• Density: 1.31 g/cm³
• Vapor Pressure: 3.33E-05mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 6.22±0.30(Predicted)
• Water Solubility: Soluble in water.
• BRN: 1637889
• CAS DataBase Reference: Benzofuran-2-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Benzofuran-2-boronic acid(98437-24-2)
• EPA Substance Registry System: Benzofuran-2-boronic acid(98437-24-2)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT, MOISTURE SENSITIVE
• Hazardous Substances Data: 98437-24-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 98437-24-2 differently. You can refer to the following data:
1. It is used in the facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes.
2. Benzofuran-2-boronic Acid is a reagent used in the facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes.

InChI:InChI=1/C8H7BO3/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5,10-11H

Upstream product

• 1104637-65-1 2-benzofuranylboronic acid mida ester 
• 7732-18-5 water 
• 271-89-6 1-benzofurane 
• 121-43-7 Trimethyl borate 
• 701-99-5 Phenoxyacetyl chloride 
• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 122-59-8 2-phenoxyacetic acid 
• 108-95-2 phenol 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 36078-99-6 2-(4-(methoxycarbonyl)phenyl)benzo[b]furan 
• 797790-41-1 3-benzofuran-2-yl-benzo[1,4]oxazine-4-carboxylic acid phenyl ester 
• 680971-69-1 3-benzofuran-2-yl-pyrido[3,2-b][1,4]oxazine-4-carboxylic acid phenyl ester 
• 626605-12-7 3-benzofuran-2-yl-4-{1-[3-(tert-butyldiphenylsilanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrrole-2,5-dione 
• 19234-04-9 2-(p-methoxyphenyl)-benzo[b]furan 
• 700844-56-0 2-(1-benzofuran-2-yl)-7-[(2, 4-dichloro-5-methoxyphenyl) amino] thieno [3,2-b] pyridine-6-carbonitrile 
• 301690-49-3 4-(2-benzo[b]furanyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301690-77-7 5-{4-(aminosulfonyl)phenyl}-4-(2-benzo[b]furanyl)-2,2-dimethyl-3(2H)-furanone 
• 335254-91-6 (4-benzofuran-2-yl-2-nitro-phenyl)-carbamic acid tert.-butyl ester 
• 1029531-57-4 8-(benzo[b]furan-2-yl)-2-methyl-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine 
• 1104637-65-1 2-benzofuranylboronic acid mida ester 
• 1158985-00-2 2-(4-(tert-butoxy)phenyl)benzofuran 
• 1206904-68-8 (Z)-2-(2-(3,4-dimethoxyphenyl)-2-fluorovinyl)benzofuran 
• 1206904-87-1 (Z)-2-(2-fluoro-2-phenylethenyl)benzo[b]furan 

Relevant articles and documents

Toward Soluble 5,10-Diheterotruxenes: Synthesis and Reactivity of 5,10-Dioxatruxenes, 5,10-Dithiatruxenes, and 5,10-Diazatruxenes

The following work presents three general approaches allowing, for the first time, the synthesis of 5,10-diheterotruxene derivatives containing two identical heteroatoms, namely, oxygen OOC, nitrogen NNC, or sulfur SSC. Two of described pathways involve the photocyclization of the corresponding triene 2 as a key step leading to a heptacyclic aromatic system. The third approach is based on the acidic condensation between ninhydrin 14 and benzo[b]heteroole 15. Typical functionalizations of the 5,10-diheterotruxene core have also been presented. In addition, the article discusses the advantages and limitations of the three suggested paths for receiving specific 5,10-diheterotruxene derivatives because the universal method suitable for obtaining molecules with any type of heteroatoms is not known so far.

Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus

In this study, 2-arylbenzo[b]furan-containing derivatives moracin C (1) and moracin M (4), the natural products from Artocarpus, have been synthesized in highest overall yield to date (1, 7 steps with an overall yield of 41.9%; 4, 6 steps with an overall yield of 56.3%), and we also report the first total synthesis of artoindonesianin B-1 (2), another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of 1, 2, and 4 as well as 2-arylbenzo[b]furan-containing natural product-like analogs (71-74) to explore the biological potential.

A general solution for unstable boronic acids: Slow-release cross-coupling from air-stable MIDA boronates

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