877160-63-9

Basic information

• Product Name: 4-Amino-2-chlorophenylboronic acid, pinacol ester
• Synonyms: 4-Amino-2-chlorophenylboronic acid, pinacol ester;[3-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]aMine;3-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
• CAS NO: 877160-63-9
• Molecular Formula: C₁₂H₁₇BClNO₂
• Molecular Weight: 253.53
• Mol File: 877160-63-9.mol

Chemical Properties

• Boiling Point: 374.5°C at 760 mmHg
• Flash Point: 180.3°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 8.3E-06mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 3.17±0.10(Predicted)
• CAS DataBase Reference: 4-Amino-2-chlorophenylboronic acid, pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2-chlorophenylboronic acid, pinacol ester(877160-63-9)
• EPA Substance Registry System: 4-Amino-2-chlorophenylboronic acid, pinacol ester(877160-63-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 877160-63-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Amino-2-chlorophenylboronic acid, pinacol ester is used as a building block for the synthesis of complex organic molecules, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials. Its presence allows for the creation of a variety of chemical structures that can be tailored for specific applications.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
In the field of organic chemistry, 4-Amino-2-chlorophenylboronic acid, pinacol ester is used as a reagent in Suzuki-Miyaura cross-coupling reactions. It facilitates the formation of carbon-carbon bonds between aryl and heteroaryl compounds, which is crucial for the synthesis of biologically active molecules and materials with unique properties.
Used in Pharmaceutical Industry:
4-Amino-2-chlorophenylboronic acid, pinacol ester is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to participate in cross-coupling reactions makes it a valuable component in the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In agrochemical research and development, 4-Amino-2-chlorophenylboronic acid, pinacol ester is used as a key intermediate for the synthesis of agrochemicals, such as pesticides and herbicides. Its versatility in forming carbon-carbon bonds contributes to the design of novel and effective agrochemicals.
Used in Materials Science:
4-Amino-2-chlorophenylboronic acid, pinacol ester is used as a component in the synthesis of advanced materials with specific properties, such as conductivity, magnetism, or optical characteristics. Its role in creating new materials can lead to innovations in various industries, including electronics, energy, and nanotechnology.
Used for Protection of Boronic Acid Functionality:
In chemical reactions, 4-Amino-2-chlorophenylboronic acid, pinacol ester is used to protect the boronic acid functionality. The pinacol ester group enhances the stability of the boronic acid, making it more suitable for use in various chemical processes without the risk of unwanted side reactions.

InChI:InChI=1/C12H17BClNO2/c1-11(2)12(3,4)17-13(16-11)9-6-5-8(15)7-10(9)14/h5-7H,15H2,1-4H3

Upstream product

• 21402-26-6 4-bromo-3-chloroaniline 
• 73183-34-3 bis(pinacol)diborane 
• 121-87-9 2-Chloro-4-nitroaniline 
• 1426804-80-9 2-(2-chloro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1565857-73-9 (3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)trimethylstannane 

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