832114-00-8

Basic information

• Product Name: 3,5-Dimethylisoxazole-4-boronic acid pinacol ester
• Synonyms: 3,5-DIMETHYLISOXAZOLEBORONIC ACID PINACOL ESTER;3,5-DIMETHYL-ISOXAZOLE-4-BORONIC ACID PINACOL ESTER;3,5-DIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOXAZOLE;3,5-DIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-2-YL)ISOXAZOLE;3,5-Dimethylisoxazole-4-boronic acid pinacol ester 97%;(3,5-Dimethyl-4-isoxazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3,5-Dimethyl-4-isoxazoleboronic Acid Pinacol Ester;3,5-Dimethylisoxazoleboronic acid pinacol ester, 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)isoxazole
• CAS NO: 832114-00-8
• Molecular Formula: C₁₁H₁₈BNO₃
• Molecular Weight: 223.08
• Product Categories: Heterocyclic Compounds;Boronic ester;Isoxazole;Organoborons;B (Classes of Boron Compounds);Boronic Acids Esters
• Mol File: 832114-00-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 95-99 °C(lit.)
• Boiling Point: 324.7 °C at 760 mmHg
• Flash Point: 150.2 °C
• Appearance: White to pale brown/Solid
• Density: 1.05 g/cm³
• Vapor Pressure: 0.000456mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.50±0.28(Predicted)
• CAS DataBase Reference: 3,5-Dimethylisoxazole-4-boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethylisoxazole-4-boronic acid pinacol ester(832114-00-8)
• EPA Substance Registry System: 3,5-Dimethylisoxazole-4-boronic acid pinacol ester(832114-00-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 832114-00-8(Hazardous Substances Data)

Usage

Uses

3,5-Dimethylisoxazole-4-boronic acid, pinacol ester

InChI:InChI=1/C11H18BNO3/c1-7-9(8(2)14-13-7)12-15-10(3,4)11(5,6)16-12/h1-6H3

Upstream product

• 10558-25-5 4-bromo-3,5-dimethyl-1,2-oxazole 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 

Downstream Products

• 1386394-17-7 4-(1-(cyclohex-1-en-1-yl)ethyl)-3,5-dimethylisoxazole 
• 1616400-06-6 2-benzyl-6-(3,5-dimethylisoxazol-4-yl)pyridazin-3(2H)-one 
• 1616401-02-5 C₁₈H₁₇FN₂O₂ 
• 1616401-81-0 3-amino-5-(3,5-dimethylisoxazol-4-yl)-1-(4-fluorobenzyl)pyridin-2(1H)-one 
• 1616400-61-3 1-benzyl-3-chloro-5-(3,5-dimethylisoxazol-4-yl)pyridin-2(1H)-one 
• 1428368-75-5 4-(4-fluoro-3-nitrophenyl)-3,5-dimethyl-1,2-oxazole 
• 1613695-20-7 tert-butyl 4-{2-[5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1H-benzimidazol-1-yl]ethyl}piperazine-1-carboxylate 
• 1613694-67-9 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzimidazole 
• 1613694-68-0 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(thiomorpholin-4-yl)ethyl]-1H-benzimidazole 
• 1613694-69-1 1-{2-[(cis-2,6-dimethylmorpholin-4-yl)]ethyl}-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1H-benzimidazole 
• 1613694-70-4 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine 
• 1613694-71-5 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(2-methylphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole 
• 1613694-72-6 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(3-methylphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole 
• 1613694-73-7 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(4-methylphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole 

Relevant articles and documents

Boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with silylborane and an alkoxy base: expanded scope and mechanistic studies

A transition-metal-free method has been developed for the boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with a silylborane in the presence of an alkali-metal alkoxide. The base-mediated boryl substitution of organohalides with a silylborane was recently reported to provide the corresponding borylated products in good to high yields, and exhibit good functional group compatibility and high tolerance to steric hindrance. In this study, the scope of this transformation has been extended significantly to include a wide variety of functionalized aryl-, heteroaryl- and alkenyl halides. In particular, the boryl substitution of (E)- and (Z)-alkenyl halides proceeded smoothly to afford the corresponding alkenyl boronates in good to high yields with retention of the configuration using modified reaction conditions. The results of the mechanistic studies suggest that this boryl substitution proceeds via a carbanion-mediated mechanism.