2-Chloro-5-iodobenzoic acid is an organic compound derived from benzoic acid that carries two halogen substituents, namely a chlorine atom at position 2 and an iodine atom at position 5 on the benzene ring. In the chemistry laboratory, this compound is classified as a non-heterocyclic building block that is highly valuable for organic synthesis. Its primary role is as a starting material in the assembly of more complex molecules, especially for cross-coupling reactions such as Suzuki, Sonogashira, and Ullmann couplings that exploit the high reactivity of aromatic iodides. The carboxylic acid group on this compound simultaneously provides an additional point of functionalization, allowing researchers to design stepwise synthetic routes with good control. As such, this compound becomes an important component in the development of drug candidates, agrochemicals, and functional materials across various fields of research.
The main advantage of this compound lies in the presence of the aromatic iodine atom, which is far more reactive than chlorine or bromine in transition-metal-catalyzed reactions. This reactivity enables coupling reactions to proceed under milder conditions, reducing the need for harsh reagents and extreme temperatures while improving overall efficiency and selectivity. The ortho-chlorine substituent adds further synthetic value by offering a second, distinct reactive site that can be engaged selectively in sequential transformations. Combined with the carboxylic acid handle, this bifunctional arrangement gives chemists remarkable flexibility in constructing substituted aromatic scaffolds. These properties make 2-chloro-5-iodobenzoic acid a preferred choice for researchers who need a dependable and versatile building block for late-stage diversification and complex molecule synthesis.
In Indonesian laboratories, this compound is typically employed in medicinal chemistry and materials research programs where aromatic building blocks are required for constructing biaryl systems and functionalized intermediates. Academic research groups and pharmaceutical development units commonly use it in coupling-based methodology studies and in the preparation of compound libraries for bioactivity screening. It also serves in agrochemical research and in the synthesis of specialty fine chemicals, where its predictable reactivity and dual functional groups support reproducible, well-controlled synthetic workflows. Its availability through local laboratory suppliers makes it a practical and reliable option for research teams seeking consistent quality and dependable supply for ongoing projects.
TCI brochures (PDF)
- Iodinated Phenol/Benzoic Acid/Benzaldehyde Building Blocks 2024-11-15 · p. 2
Related TCI products
- Suzuki–Miyaura cross-coupling: the highly reactive aromatic iodine atom serves as an excellent electrophilic partner for boronic acids, enabling efficient carbon–carbon bond formation under mild palladium-catalyzed conditions to build biaryl structures.
- Sonogashira coupling: the iodide position reacts readily with terminal alkynes in the presence of a palladium and copper catalyst system, making this compound a dependable substrate for introducing alkyne moieties into aromatic frameworks.
- Ullmann-type coupling: the aromatic iodine enables copper-mediated coupling with nucleophiles such as amines, phenols, and thiols, providing a practical route to functionalized diaryl and aryl-heteroatom products.
- Sequential functionalization studies: the distinct reactivity of the iodine atom compared with the ortho-chlorine substituent allows stepwise, site-selective transformations that are ideal for methodology development and scaffold diversification.
- Pharmaceutical and agrochemical intermediate synthesis: the carboxylic acid group offers a convenient handle for amidation, esterification, and other derivatizations, supporting the construction of drug candidates and biologically active compounds.
| Brand | TCI (product code C2168) |
|---|---|
| CAS number | 19094-56-5 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | — |
| Physical form | — |
| Storage | keep container tightly closed and store in a cool, dry place away from light and incompatible materials |
- Product name: 2-Chloro-5-iodobenzoic Acid
- Chemical class: halogenated benzoic acid derivative with chlorine at position 2 and iodine at position 5
Store this compound in its original, tightly sealed container in a cool, dry, and well-ventilated area, protected from direct sunlight and moisture. Use containers made of materials resistant to organic acids, and keep the product away from strong oxidizing agents and strong bases, which may react with the carboxylic acid functionality. Always wear appropriate personal protective equipment, including laboratory gloves, safety goggles, and a laboratory coat, when handling the substance. Work in a fume hood or well-ventilated area to avoid inhaling dust, and avoid skin and eye contact. After handling, wash hands thoroughly and clean any spills promptly using suitable absorbent materials. Keep the container clearly labeled and check the product periodically for signs of decomposition or contamination, and always consult the supplier's documentation for specific safety guidance before use.
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