820223-94-7

Basic information

• Product Name: 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Cyclohexylphenylboronic acid, pinacol ester
• CAS NO: 820223-94-7
• Molecular Formula: C₁₈H₂₇BO₂
• Molecular Weight: 286.21678
• Mol File: 820223-94-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 387.1±21.0 °C(Predicted)
• Appearance: /
• Density: 1.00±0.1 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(820223-94-7)
• EPA Substance Registry System: 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(820223-94-7)

Safety Data

• Hazardous Substances Data: 820223-94-7(Hazardous Substances Data)

Usage

General Description

2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound that belongs to the family of boronic acids and their derivatives. It is commonly used as a reagent in organic synthesis, particularly in the Suzuki-Miyaura cross-coupling reaction to form carbon-carbon bonds. 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is known for its stability and ability to react with a variety of organic compounds, making it a valuable tool in the field of medicinal and materials chemistry. Its unique structure and reactivity make it a versatile building block for the synthesis of complex organic molecules and materials.

Upstream product

• 25109-28-8 4-bromo(cyclohexyl)benzene 
• 73183-34-3 bis(pinacol)diborane 
• 827-52-1 1-phenyl-1-cyclohexane 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 
• 1131-60-8 p-cyclohexylphenol 
• 110-82-7 cyclohexane 

Downstream Products

• 374538-04-2 (4-cyclohexylphenyl)boronic acid 

Relevant articles and documents

Remote steric control for undirected meta-selective C-H activation of arenes

Regioselective functionalization of arenes remains a challenging problem in organic synthesis. Steric interactions are often used to block sites adjacent to a given substituent, but they do not distinguish the remaining remote sites. We report a strategy

Dealkenylative Ni-Catalyzed Cross-Coupling Enabled by Tetrazine and Photoexcitation

A new and general method to functionalize the C(sp3)-C(sp2) bond of alkyl and alkene linkages has been developed, leading to the dealkenylative generation of carbon-centered radicals that can be intercepted to undergo Ni-catalyzed C(sp3)-C(sp2) cross-coupling. This one-pot protocol leverages the easily procured alkene feedstocks for organic synthesis with excellent functional group compatibility without the need for a photoredox catalyst.

Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp2-B Bonds via C-O Bond Activation

Herein we describe an iron-catalyzed borylation of alkenyl and aryl carbamates through the activation of a C-O bond. This protocol exhibits high efficiency, a broad substrate scope, and the late-stage borylation of biorelevant compounds, thus providing potential applications in medicinal chemistry. Moreover, this method enables orthogonal transformations of phenol derivatives and also offers good opportunities for the synthesis of multisubstituted arenes. Preliminary mechanistic studies suggest that a FeII/FeIII catalytic cycle via a radical pathway might be involved in the reaction.