Specifications Table

Product Name – 3,5-Dinitrobenzoyl chloride
Quantity/Pack Size – 25GR
Form – Crystalline solid
Grade – 99%
Application – Acylation, derivatization, organic synthesis

Product Overview

3,5-Dinitrobenzoyl chloride is a high-purity (99%) acylating reagent widely utilized in organic synthesis for its exceptional reactivity and selectivity. This pale yellow to off-white crystalline compound features two electron-withdrawing nitro groups at the meta positions, significantly enhancing its electrophilic character compared to benzoyl chloride. The compound exhibits a sharp melting point of 68-72°C, ensuring consistent performance in derivatization reactions. Its stability under anhydrous conditions makes it ideal for preparing esters and amides, particularly in the synthesis of pharmaceutical intermediates and specialty chemicals. The reagent’s strong UV absorption properties (λmax ~254 nm) also enable easy reaction monitoring via TLC or HPLC. As a moisture-sensitive compound, it requires storage under inert atmosphere to prevent hydrolysis to 3,5-dinitrobenzoic acid. The product is rigorously tested for purity via GC/MS and melting point analysis, guaranteeing batch-to-batch consistency for critical applications. Its compatibility with common organic solvents like dichloromethane, THF, and acetone further expands its utility in multi-step synthetic protocols.

FAQs

1. What is the typical shelf life of 3,5-dinitrobenzoyl chloride when stored properly?

When stored under anhydrous conditions at 2-8°C in a tightly sealed container with desiccant, the compound maintains its specified purity for 12-18 months. Always verify the container seal before use.

2. Can this reagent be used directly for peptide coupling reactions?

While possible, it’s not typically recommended as the primary coupling agent due to potential side reactions from the nitro groups. Pre-activation with bases like pyridine or DMAP is often required for efficient amide formation.

3. What safety precautions are essential when handling this compound?

The compound is a potent lacrimator and skin irritant. Always handle in a fume hood wearing nitrile gloves, safety goggles, and a lab coat. Avoid inhalation of dust and ensure proper ventilation during weighing operations.

4. How does the reactivity compare to regular benzoyl chloride?

The electron-withdrawing nitro groups make this compound approximately 10-15 times more reactive than benzoyl chloride in acylation reactions, enabling milder reaction conditions and higher yields with sterically hindered substrates.

5. What analytical techniques work best for confirming reaction completion?

Thin-layer chromatography (TLC) with UV visualization (254 nm) is most effective due to the compound’s strong UV absorption. LC-MS can also be used for precise reaction monitoring in complex mixtures.