480424-71-3

Basic information

• Product Name: 2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER
• Synonyms: 2-T-BUTOXYCARBOXYPHENYLBORONIC ACID, PINACOL ESTER;2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER;(2-TERT-BUTOXYCARBOXY)BENZENEBORONIC ACID, PINACOL ESTER;T-BUTYL-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL CARBONATE;TERT-BUTYL-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXA-BOROLAN-2-YL)PHENYL CARBONATE;t-Butyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbonate,min.97%;tert-Butyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbonate, tert-Butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl carbonate;t-Butyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl carbonate, min. 97%
• CAS NO: 480424-71-3
• Molecular Formula: C₁₇H₂₅BO₅
• Molecular Weight: 320.19
• Product Categories: blocks;BoronicAcids;Heterocyclic Compounds;organic or inorganic borate
• Mol File: 480424-71-3.mol

Chemical Properties

• Melting Point: 73-77 °C(lit.)
• Boiling Point: 409.2 °C at 760 mmHg
• Flash Point: 201.3 °C
• Appearance: pale yellow/Powder
• Density: 1.082 g/cm³
• Vapor Pressure: 6.61E-07mmHg at 25°C
• Refractive Index: 1.494
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER(480424-71-3)
• EPA Substance Registry System: 2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER(480424-71-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 480424-71-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER is used as a building block for the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Its pinacol ester moiety enhances the stability and reactivity of the boronic acid functional group, making it a preferred choice for constructing complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER is used as a key intermediate in the synthesis of drug molecules. Its ability to form carbon-carbon bonds through cross-coupling reactions allows for the creation of diverse and bioactive compounds with potential therapeutic applications.
Used in Agrochemical Industry:
2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER is also utilized in the agrochemical industry for the development of new pesticides and other crop protection agents. Its reactivity in organic synthesis enables the production of novel and effective agrochemicals with improved performance and selectivity.
Used in Cross-Coupling Reactions:
As a valuable reagent in organic chemistry, 2-TERT-BUTOXYCARBONYLOXYPHENYLBORONIC ACID, PINACOL ESTER is extensively used in cross-coupling reactions to form carbon-carbon bonds. This application is crucial for the synthesis of complex organic molecules and contributes to the advancement of organic chemistry and its applications in various industries.

InChI:InChI=1/C17H25BO5/c1-15(2,3)21-14(19)20-13-11-9-8-10-12(13)18-22-16(4,5)17(6,7)23-18/h8-11H,1-7H3

Upstream product

• 6627-89-0 tert-butyl phenyl carbonate 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Relevant articles and documents

Directed ortho borylation of phenol derivatives catalyzed by a silica-supported iridium complex

The directed ortho borylation of phenol derivatives protected with an N,N-diethylcarbamoyl group was efficiently catalyzed by an immobilized monophosphine-Ir system, which was prepared in situ from [Ir(OMe)(cod)] 2 and a silica-supported, compact phosphine. The utility of the carbamoyloxy group as a leaving group for metal-catalyzed cross-coupling reactions was demonstrated by its utilization in the synthesis of a terphenyl derivative.