475250-57-8

Basic information

• Product Name: 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)-
• Synonyms: (1-Naphthylmethyl)boronic acid pinacol ester;(1-Naphthylmethyl)boronicacidpinacolester,96%;(Naphthalen-1-ylmethyl)boronic Acid Pinacol Ester;4,4,5,5-tetraMethyl-2-(naphthalen-1-ylMethyl)-1,3,2-dioxaborolane;1-[(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]naphthalene;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)-
• CAS NO: 475250-57-8
• Molecular Formula: C17H21BO2
• Molecular Weight: 268.16
• Mol File: 475250-57-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)-(475250-57-8)
• EPA Substance Registry System: 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)-(475250-57-8)

Safety Data

• Hazardous Substances Data: 475250-57-8(Hazardous Substances Data)

Usage

Description

1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)-, also known as (1-Naphthylmethyl)boronic acid pinacol ester, is an organic compound that serves as an intermediate in chemical research. It is characterized by its unique structure, which includes a boron atom bonded to a naphthalene group and a pinacol ester group.

Uses

Used in Chemical Research:
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)is used as an intermediate in chemical research for the synthesis of various organic compounds. Its unique structure allows for the formation of new bonds and reactions, making it a valuable tool in the development of novel molecules and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)is used as a key component in the synthesis of potential drug candidates. Its ability to form new bonds and reactions with other molecules makes it a promising candidate for the development of new drugs with specific therapeutic properties.
Used in Material Science:
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-naphthalenylmethyl)is also utilized in material science for the development of new materials with unique properties. Its incorporation into polymers and other materials can lead to the creation of materials with enhanced mechanical, electrical, or optical properties, depending on the specific application.

Upstream product

• 86-52-2 1-Chloromethylnaphthalene 
• 73183-34-3 bis(pinacol)diborane 
• 745783-97-5 triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 90-12-0 1-Methylnaphthalene 
• 5903-23-1 1-(methoxymethyl)naphthalene 
• 16413-71-1 N,N-dimethyl(naphthalen-1-yl)methanamine 
• 99747-74-7 1-naphthyl triflate 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 51537-84-9 1-naphthaleneacetic acid phenyl ester 
• 4780-79-4 1-naphthalene methanol 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 13922-41-3 1-Naphthylboronic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 86-55-5 1-naphthalenecarboxylic acid 

Relevant articles and documents

Chemistry of Group 13 element-transition metal linkage - The platinum- and palladium-catalyzed reactions of (alkoxo)diborons

The metal-catalyzed borylation of alkenes, alkynes, and organic electrophiles with B-B compounds was developed for the synthesis of organoboronic esters from simple organic substrates. The platinum(0)-catalyzed addition of bis(pinacolato)diboron to alkenes and alkynes stereoselectively yielded cis-bis(boryl)alkanes or cis-bis(boryl)alkenes. The addition of diboron to 1,3-dienes with a platinum(0) complex afforded a new access to the cis-1,4-bis(boryl)butene derivatives which are a versatile reagent for diastereoselective allylboration of carbonyl compounds. The cross-coupling reaction of diborons with aryl and vinyl halides or triflates, and allyl chlorides or acetates was found to yield aryl-, vinyl-, and allylboronates in high yields in the presence of a base and a palladium catalyst, which provides the first one-step procedure for the synthesis of organoboronic esters from organic electrophiles. The mechanisms and the synthetic applications of these reactions are discussed.

Method for preparing borate esters on basis of anilino lithium compound

The invention discloses a method for preparing borate esters on the basis of an anilino lithium compound. According to the method, a catalyst, borane and aromatic carboxylic acid are stirred and mixeduniformly in sequence, reaction is carried out for 35 to 45 minutes, the mixture is exposed to the air to terminate the reaction, and the reaction liquid is decompressed to remove the solvent so as to obtain the borate esters with different substituents. The anilino lithium compound disclosed by the invention can catalyze the hydroboration reaction of carboxylic acid and borane with high activityat room temperature; the amount of the catalyst is only 0.8 mol% of the molar amount of the carboxylic acid; and compared with the existing catalytic systems, the method utilizes the commercial reagent aniline lithium compound, so that the reaction conditions are mild, and the yields of the borate esters with different substituents under defined conditions can be up to 99%.

Preparation method of benzyl boron ester compound

The invention discloses a preparation method of a benzyl boron ester compound. According to the preparation method, aromatic boric acid Ar-B(OH)2, trimethyl silicon-based diazomethane, pinacol and tetrabutyl ammonium fluoride are subjected to a reaction in an organic solvent so as to obtain a benzyl pinacol boron ester compound, wherein Ar represents a non-heterocyclic aromatic group. After the method is adopted, the benzyl boron ester compound is obtained by starting from the aromatic boric acid and converting under a one-pot condition; the method is mild in reaction conditions, the reaction related to the method occurs smoothly in the air without needing strict water-free and oxygen-free conditions, and the method is convenient and simple to operate; the method has better tolerance and universality for functional groups and does not need an expensive metal catalyst and a ligand, thus being lower in reaction cost and being widely used for preparing the benzyl boron ester compound.