373384-13-5

Basic information

• Product Name: 4-CHLOROPHENYLBORONIC ACID PROPANEDIOL ESTER
• Synonyms: 2-(4-CHLOROPHENYL)-1,3,2-DIOXABORINANE;4-CHLOROPHENYLBORONIC ACID PROPANEDIOL ESTER;4-CHLOROPHENYLBORONIC ACID, 1,3 PROPANEDIOL CYCLIC ESTER;4-(1,3,2-DIOXABORINAN-2-YL) CHLOROBENZENE
• CAS NO: 373384-13-5
• Molecular Formula: C₉H₁₀BClO₂
• Molecular Weight: 196.44
• Mol File: 373384-13-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 308.8 °C at 760 mmHg
• Flash Point: 140.5 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 0.000836mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: 4-CHLOROPHENYLBORONIC ACID PROPANEDIOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENYLBORONIC ACID PROPANEDIOL ESTER(373384-13-5)
• EPA Substance Registry System: 4-CHLOROPHENYLBORONIC ACID PROPANEDIOL ESTER(373384-13-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 373384-13-5(Hazardous Substances Data)

Usage

General Description

4-Chlorophenylboronic Acid Propanediol Ester is a chemical compound used primarily in various chemical synthesis processes, particularly in the pharmaceutical industry. 4-CHLOROPHENYLBORONIC ACID PROPANEDIOL ESTER is an ester, which signifies that it is formed from an alcohol and an acid by removal of a molecule of water and it includes boronic acid and propanediol components, making it significant in certain chemical reactions. Its 4-chlorophenyl group suggests that it has a chlorine atom attached to its phenyl group, which may alter its reactivity and properties compared to the standard phenylboronic acid. Proper handling and storage are essential due to its possible corrosive nature. While not widely studied, like many chemicals used in manufacturing and pharmaceuticals, potential hazards could be relevant and safety precautions should be employed.

InChI:InChI=1/C11H14BClO2/c1-11(2)7-14-12(15-8-11)9-3-5-10(13)6-4-9/h3-6H,7-8H2,1-2H3

Upstream product

• 1679-18-1 4-Chlorophenylboronic acid 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 1370412-43-3 N-((4-chlorophenyl)(phenyl)methyl)-3-methylpyridin-2-amine 
• 1416556-09-6 N-{[4-chlorophenyl](phenyl)methyl}-3-phenylpyridin-2-amine 
• 1416556-13-2 N-[(4-chlorophenyl)(p-tolyl)methyl]-3-methylpyridin-2-amine 
• 1417331-22-6 methyl 4-amino-6-(4-chlorophenyl)-3-methoxypicolinate 
• 1431616-03-3 2-(4-chlorophenyl)-1-[3-(trifluoromethyl)pyridin-2-yl]piperidine 
• 127292-04-0 N-(3,5-dimethylphenyl)-4-chlorobenzamide 

Relevant articles and documents

Copper(i)-catalyzed amidation reaction of organoboronic esters and isocyanates

A simple and efficient methodology for the preparation of amides from easily available organoboronic esters and isocyanates has been accomplished using a ligand-free copper(i) catalyst. The reaction system demonstrated a broad substrate scope and provided convenient access to a wide variety of secondary amides.

Ruthenium(0)-catalyzed sp3 C-H bond arylation of benzylic amines using arylboronates

A Ru-catalyzed direct arylation of benzylic sp3 carbons of acyclic amines with arylboronates is reported. This highly regioselective and efficient transformation can be performed with various combinations of N-(2-pyridyl) substituted benzylamines and arylboronates. Substitution of the pyridine directing group in the 3-position proved to be crucial in order to achieve high arylation yields. Furthermore, the pyridine directing group can be removed in high yields via a two-step protocol.