4-Iodo-N,N-dimethylbenzamide

Updated: 2026-08-12

Overview

4-Iodo-N,N-dimethylbenzamide is an organic compound primarily used as an intermediate in pharmaceutical synthesis and research. It features an iodine substituent on the benzene ring, which makes it valuable for further functionalization in organic chemistry. The compound is known for its stability and relatively simple handling under standard laboratory conditions. Its role in medicinal chemistry often involves serving as a precursor for more complex molecules. The presence of the dimethylamide group enhances its solubility in organic solvents, facilitating various chemical reactions. Researchers and manufacturers value this compound for its versatility and reliability in synthetic applications.

Physical and Chemical Properties

4-Iodo-N,N-dimethylbenzamide appears as a white to off-white crystalline powder with a molecular weight of 275.09 g/mol. It has a melting point range of approximately 120-125°C, indicating moderate thermal stability. The compound is soluble in polar organic solvents like dimethyl sulfoxide (DMSO) and methanol but exhibits limited solubility in water. Key chemical properties include sensitivity to strong oxidizing agents, which necessitates careful handling. The iodine atom in the para position of the benzene ring makes it a useful substrate for cross-coupling reactions, commonly employed in pharmaceutical and agrochemical synthesis. Its stability under normal storage conditions makes it a practical choice for industrial and laboratory use.

Main Applications

The primary application of 4-Iodo-N,N-dimethylbenzamide is as an intermediate in the synthesis of pharmaceuticals and specialty chemicals. Its iodine functionality allows for versatile transformations, such as Suzuki-Miyaura or Heck coupling reactions, which are pivotal in drug development. In addition to pharmaceuticals, this compound finds use in academic research for studying reaction mechanisms and developing new synthetic methodologies. Its role in producing active pharmaceutical ingredients (APIs) underscores its importance in the pharmaceutical industry. Manufacturers often procure it in bulk for large-scale synthesis projects.

Safety and Storage

Handling 4-Iodo-N,N-dimethylbenzamide requires standard laboratory safety precautions. Avoid direct contact with skin or eyes, and use PPE such as gloves and goggles. In case of exposure, rinse thoroughly with water and seek medical advice if necessary. Storage should be in a cool, dry place, protected from light and moisture to prevent degradation. The compound is stable under these conditions but may decompose if exposed to extreme heat or strong oxidizers. Proper labeling and segregation from incompatible materials are essential for safe storage.

B2B Procurement Guide

When procuring 4-Iodo-N,N-dimethylbenzamide, prioritize suppliers with verified quality control measures. Request certificates of analysis (CoA) to confirm purity and identity. Bulk purchases often reduce costs, but ensure storage capacity aligns with delivery quantities. Consider logistical factors such as shipping conditions and lead times, especially for international suppliers. Establishing long-term relationships with reliable manufacturers can ensure consistent supply and favorable terms. For research purposes, smaller quantities from specialized chemical distributors may be more practical.