13382-57-5

Basic information

• Product Name: 4-(6-chloropyridin-2-yl)benzonitrile
• Synonyms: 4-(6-chloropyridin-2-yl)benzonitrile;4-(6-chloro-2-pyridinyl)benzonitrile
• CAS NO: 13382-57-5
• Molecular Formula: C₁₂H₇ClN₂
• Molecular Weight: 215
• Mol File: 13382-57-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 379.4±32.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -0.82±0.25(Predicted)
• CAS DataBase Reference: 4-(6-chloropyridin-2-yl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(6-chloropyridin-2-yl)benzonitrile(13382-57-5)
• EPA Substance Registry System: 4-(6-chloropyridin-2-yl)benzonitrile(13382-57-5)

Safety Data

• Hazardous Substances Data: 13382-57-5(Hazardous Substances Data)

Usage

General Description

4-(6-chloropyridin-2-yl)benzonitrile is a chemical compound with the molecular formula C13H7ClN2. It is a nitrile derivative of benzonitrile, with a chloropyridine group attached to the benzene ring. 4-(6-chloropyridin-2-yl)benzonitrile is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It possesses a variety of properties that make it valuable in chemical reactions, including its ability to function as a building block in the production of more complex molecules. Additionally, 4-(6-chloropyridin-2-yl)benzonitrile has been studied for its potential biological activities and is being investigated for its potential use in drug development.

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 

Relevant articles and documents

A Micellar Catalysis Strategy for Suzuki-Miyaura Cross-Couplings of 2-Pyridyl MIDA Boronates: No Copper, in Water, Very Mild Conditions

Suzuki-Miyaura (SM) cross-couplings of 2-pyridyl MIDA boronates can be successfully carried out in the complete absence of copper by attenuation of the Lewis basicity associated with the pyridyl nitrogen using selected substituents (e.g., fluorine or chlorine) on the ring. This strategy imparts additional synthetic options compared with existing approaches based on the use of Lewis acids or N-oxides. Thus, access to highly valued 2-substituted pyridyl rings via an initial Suzuki-Miyaura coupling can be followed by dehalogenation, SNAr reactions, or a second SM coupling to arrive at 2,6-disubstituted pyridyl arrays, all run in a single pot, enabled by micellar catalysis in water. Accessing targets within drug-like space is demonstrated in a four-step, one-pot sequence. Computational data suggest that the major role being played by electron-withdrawing substituents in promoting these cross-couplings without the need for copper is to slow the rates of protodeboronation of intermediate 2-pyridylboronic acids.