164014-95-3

Basic information

• Product Name: 1,4-Benzodioxane-6-boronic acid
• Synonyms: (1,4-BENZODIOXAN-6-YL)BORONIC ACID;1,4-BENZODIOXANE-6-BORONIC ACID;2,3-DIHYDROBENZO[B][1,4]DIOXIN-6-YLBORONIC ACID;2,3-DIHYDRO-1,4-BENZODIOXIN-6-YLBORONIC ACID;3,4-(ETHYLENEDIOXY)BENZENEBORONIC ACID;1,4-benzodioxan-6-boronic acid;2,3-Dihydro-1,4-benzodioxine-6-boronic acid;2，3-dihydro –benzo[b][1.4]dioxin-6-yl-6-boronic acid
• CAS NO: 164014-95-3
• Molecular Formula: C8H9BO4
• Molecular Weight: 179.97
• EINECS: -0
• Product Categories: Boronic acids;Alkoxy;Aryl;Organoborons
• Mol File: 164014-95-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 187 °C
• Boiling Point: 361 °C at 760 mmHg
• Flash Point: 172.2 °C
• Appearance: White to light yellow crystal powder
• Density: 1.35 g/cm³
• Vapor Pressure: 7.64E-06mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 8.52±0.20(Predicted)
• BRN: 7478648
• CAS DataBase Reference: 1,4-Benzodioxane-6-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzodioxane-6-boronic acid(164014-95-3)
• EPA Substance Registry System: 1,4-Benzodioxane-6-boronic acid(164014-95-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37-37/39
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 164014-95-3(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow crystal powder

Uses

Reactant involved in:Addition reactions with 1,8-naphthyridine N-oxidesIodocyclization and palladium-catalyzed coupling reactions for synthesis of pyranoquinolinesSuzuki coupling reactions for synthesis of combretastatin analogsSuzuki-Miyaura coupling reactions for synthesis of aryl-substituted oxabenzindoles and methanobenzindolesPalladium-catalyzed oxyarylation of Heck reaction intermediatesC-H functionalization of quinones

InChI:InChI=1/C8H9BO4/c10-9(11)6-1-2-7-8(5-6)13-4-3-12-7/h1-2,5,10-11H,3-4H2

Upstream product

• 52287-51-1 6-bromo-1,4-benzodioxane 

Downstream Products

• 1174428-47-7 SF2523 
• 1426442-20-7 C₂₁H₁₈O₃ 
• 1424869-85-1 6-(3-methoxy-5-prop-2-ynylphenyl)-2,3-dihydro-benzo[1,4]dioxine 
• 1424869-61-3 C₂₄H₂₄N₄O₃ 
• 1424869-81-7 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-5-methoxybenzaldehyde 
• 1390666-13-3 C₃₃H₃₉NO₆ 

Relevant articles and documents

Preparation method of benzoheterocyclic boric acid

The invention provides a preparation method of benzoheterocyclic boric acid. The preparation method comprises steps as follows: (1) a benzoheterocyclic compound shown in a formula I is dissolved in asolvent A, a liquor A is obtained, a boronylation reagent is dissolved in a solvent B, a liquor B is obtained, a palladium catalyst and an alkaline reagent are immobilized on a channel of a continuousflow reactor, the liquor A and the liquor B are subjected to a continuous adding reaction, the reaction is stopped after the mixture flows out of a reaction tube, and an intermediate is obtained; (2)the intermediate obtained in step (1) is subjected to a hydrolysis reaction, and benzoheterocyclic boric acid is obtained. According to the provided preparation method, the benzoheterocyclic boric acid is synthesized with a flow chemical technology. Compared with methods in the prior art, the method has the advantages that the product yield is 86% or above, the highest yield can reach 90% or above, the yield is very high, the reaction rate is high, energy consumption of a reaction is reduced greatly, and the method is high in operability, high in automation degree and favorable for productionoperation and industrial production.