86308-26-1

Basic information

• Product Name: HEXYLBORONIC ACID PINACOL ESTER
• Synonyms: 1-Hexylboronic acid pinacol ester, 98%;Hexylboronic acid pinacol ester 97%
• CAS NO: 86308-26-1
• Molecular Formula: C₁₂H₂₅BO₂
• Molecular Weight: 212.14
• Product Categories: Alkyl Boronate Esters;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents
• Mol File: 86308-26-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 238.068°C at 760 mmHg
• Flash Point: 84 °C
• Appearance: /
• Density: 1.167
• Vapor Pressure: 0.067mmHg at 25°C
• Refractive Index: 1.426
• CAS DataBase Reference: HEXYLBORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: HEXYLBORONIC ACID PINACOL ESTER(86308-26-1)
• EPA Substance Registry System: HEXYLBORONIC ACID PINACOL ESTER(86308-26-1)

Safety Data

• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 86308-26-1(Hazardous Substances Data)

Usage

General Description

HEXYLBORONIC ACID PINACOL ESTER is a boronic acid compound that is commonly used as a reagent in organic synthesis. It is typically used in Suzuki-Miyaura cross-coupling reactions to form carbon-carbon bonds, and also in the preparation of various pharmaceuticals and agrochemicals. HEXYLBORONIC ACID PINACOL ESTER is stable and easy to handle, making it a versatile tool for the synthesis of complex organic molecules. In addition, its pinacol ester functionality can be easily hydrolyzed to the corresponding boronic acid, providing flexibility in its application. Overall, HEXYLBORONIC ACID PINACOL ESTER is a valuable building block for the construction of diverse chemical compounds in the field of organic chemistry.

InChI:InChI=1/C12H25BO2/c1-6-7-8-9-10-13-14-11(2,3)12(4,5)15-13/h6-10H2,1-5H3

Upstream product

• 73183-34-3 bis(pinacol)diborane 
• 591-50-4 iodobenzene 
• 111-25-1 1-bromo-hexane 
• 110-53-2 1-Bromopentane 
• 100-42-5 styrene 
• 592-41-6 1-hexene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 1077-16-3 hexylbenzene 
• 687-09-2 2,2,2-trifluoro-N-hexylacetamide 
• 1129-69-7 2-hexylpyridine 
• 4197-72-2 2-hexylhydroquinone 
• 4197-73-3 2-Hexyl-benzochinon-(1,4) 
• 1138-02-9 1-(4-chlorophenyl)heptan-1-ol 

Relevant articles and documents

Carbon-carbon bond activation by B(OMe)3/B2pin2-mediated fragmentation borylation

Selective carbon-carbon bond activation is important in chemical industry and fundamental organic synthesis, but remains challenging. In this study, non-polar unstrained Csp2-Csp3 and Csp2-Csp2 bond activation was achieved by B(OMe)3/B2pin2-mediated fragmentation borylation. Various indole derivatives underwent C2-regioselective C-C bond activation to afford two C-B bonds under transition-metal-free conditions. Preliminary mechanistic investigations suggested that C-B bond formation and C-C bond cleavage probably occurred in a concerted process. This new reaction mode will stimulate the development of reactions based on inert C-C bond activation. This journal is

Rhodium- and ruthenium-catalyzed dehydrogenative borylation of vinylarenes with pinacolborane: Stereoselective synthesis of vinylboronates

The treatment of pinacolborane (4,4,5,5-tetramethyl-1,3,2- dioxaborolane) with vinylarenes in the presence of a catalytic amount of phosphine-free di-μ-chlorobis(1,5- cyclooctadiene)dirhodium(I) [RhCl(cod)]2, through dehydrogenative borylation, provides the corresponding regio- and stereodefined (E)-2-arylethenylboronates in high yields. Also, a ruthenium complex prepared in situ from (1,5-cyclooctadiene)(1,3,5-cyclooctatriene)ruthenium(O) [Ru(cod)(cot)] and P(4CF3C6H4)3 showed considerable catalytic activity for dehydrogenative borylation.