The Chemistry Behind Cas No: 109–72–8: Understanding the Structure and Properties of n-Butyllithium

vasistalifesciences
2 min readDec 1, 2023

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In the realm of organolithium compounds, one substance stands out for its versatility and reactivity — n-Butyllithium (Cas No: 109–72–8). As a chemical reagent commonly used in organic synthesis, its unique properties and structure play a pivotal role in various reactions. In this blog post, we delve into the intricate world of n-Butyllithium, exploring its molecular structure, key properties, and the fundamental principles that make it an indispensable tool for chemists.

Molecular Structure of n-Butyllithium:

At its core, n-Butyllithium is an organolithium compound composed of lithium and a butyl group. The molecular formula, C4H9Li, provides a glimpse into its composition, where a lithium atom is bonded to a linear butyl chain. The butyl group, consisting of four carbon atoms, imparts distinct characteristics to the compound, influencing its reactivity and behavior in chemical reactions.

Reactivity and Properties:

1. Strong Base:

One of the defining features of n-Butyllithium is its role as a strong base. Due to the electronegativity of lithium and the presence of the butyl group, the compound exhibits a pronounced ability to deprotonate weak acids. This property makes it a valuable tool in organic synthesis, where controlled deprotonation is essential for creating reactive intermediates.

2. Pyrophoric Nature:

Caution is paramount when working with n-Butyllithium due to its pyrophoric nature. The compound reacts vigorously with air and moisture, making proper handling and storage crucial. Understanding the reasons behind its pyrophoricity — often attributed to the reaction with atmospheric oxygen — sheds light on the precautions necessary to ensure a safe laboratory environment.

3. Solubility and Solution Behavior:

Exploring the solubility of n-Butyllithium in various solvents provides insights into its solution behavior. Typically soluble in hydrocarbons, ethers, and certain amines, the choice of solvent can impact the reactivity and selectivity of reactions involving n-Butyllithium. Chemists must consider these factors when designing synthetic routes to optimize the outcomes.

Applications in Organic Synthesis:

The reactivity and strong basic nature of n-Butyllithium make it a valuable reagent in a myriad of organic synthesis reactions. From deprotonation of weak acids to the formation of organolithium intermediates, its applications span diverse areas, including the synthesis of pharmaceuticals, polymers, and fine chemicals. Understanding the compound’s structure is paramount for tailoring its use to specific synthetic goals.

Conclusion:

In the world of organolithium compounds, n-Butyllithium (Cas No: 109–72–8) stands as a cornerstone for synthetic chemists. Its unique structure and properties open avenues for creativity and innovation in the laboratory. By unraveling the chemistry behind n-Butyllithium, we gain a deeper appreciation for its role in advancing organic synthesis and materials science. As researchers continue to explore its potential, the compound remains an intriguing subject of study, offering new possibilities for the future of chemical research and development.

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