358621-46-2

Basic information

• Product Name: 2,6-Bis(bromomethyl)-4-nitropyridine
• Synonyms: 2,6-Bis(bromomethyl)-4-nitropyridine
• CAS NO: 358621-46-2
• Molecular Formula: C₇H₆Br₂N₂O₂
• Molecular Weight: 309.94274
• Mol File: 358621-46-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-Bis(bromomethyl)-4-nitropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Bis(bromomethyl)-4-nitropyridine(358621-46-2)
• EPA Substance Registry System: 2,6-Bis(bromomethyl)-4-nitropyridine(358621-46-2)

Safety Data

• Hazardous Substances Data: 358621-46-2(Hazardous Substances Data)

Usage

General Description

2,6-Bis(bromomethyl)-4-nitropyridine is a chemical compound with the molecular formula C7H6Br2N2O2. It is a yellow crystalline powder that is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2,6-Bis(bromomethyl)-4-nitropyridine is a potent alkylating agent, and its bromomethyl groups make it a versatile starting material for the synthesis of various organic compounds. It is important to handle 2,6-Bis(bromomethyl)-4-nitropyridine with caution, as it is considered to be a hazardous substance due to its potential for causing irritation and serious eye damage.

Upstream product

• 4913-57-9 4-nitro-2,6-dimethylpyridine 
• 108-48-5 2,6-dimethylpyridine 
• 1073-23-0 2,6-lutidine N-oxide 
• 4808-64-4 4-nitro-2,6-lutidine-1-oxide 

Relevant articles and documents

Synthesis of 12-Membered Tetra-aza Macrocyclic Pyridinophanes Bearing Electron-Withdrawing Groups

The number of substituted pyridine pyridinophanes found in the literature is limited due to challenges associated with 12-membered macrocycle and modified pyridine synthesis. Most notably, the electrophilic character at the 4-position of pyridine in pyridinophanes presents a unique challenge for introducing electrophilic chemical groups. Likewise, of the few reported, most substituted pyridine pyridinophanes in the literature are limited to electron-donating functionalities. Herein, new synthetic strategies for four new macrocycles bearing the electron-withdrawing groups CN, Cl, NO2, and CF3 are introduced. Potentiometric titrations were used to determine the protonation constants of the new pyridinophanes. Further, the influence of such modifications on the chemical behavior is predicted by comparing the potentiometric results to previously reported systems. X-ray diffraction analysis of the 4-Cl substituted species and its Cu(II) complex are also described to demonstrate the metal binding nature of these ligands. DFT analysis is used to support the experimental findings through energy calculations and ESP maps. These new molecules serve as a foundation to access a range of new pyridinophane small molecules and applications in future work.

Synthesis and structural studies of 5,12-dioxocyclams capped by 4-substituted pyridines across the amine nitrogens

A series of 4-substituted pyridine-capped 5,12-dioxocyclams was synthesized and fully characterized. The 4-substituent varied from electron-withdrawing groups (NO2, NO, CN) to electron-donating groups (NHCbz, NH2). The most versatile substituent was the 4-bromo group, which could be replaced by a variety of groups using Stille, Sonogashira, or Buchwald-Hartig palladium-catalyzed chemistry. Copper complexes of a majority of these capped dioxocyclams were synthesized and characterized as well.