3-Chloro-4-iodoaniline is an organic chemical compound belonging to the substituted aniline class and is classified under the group of non-heterocyclic building blocks, with CAS number 135050-44-1. In routine laboratory practice, this compound serves as a synthetic starting material frequently used to construct more complex molecules through cross-coupling reactions and functional group transformations. The presence of an aromatic amine group in its structure makes it a flexible starting point for amidation reactions, imine formation, or attachment to the framework of target compounds. For laboratories working in organic chemistry, medicinal chemistry, and materials chemistry, this compound is an important component in the planning of synthetic routes, as it enables researchers to obtain intermediates with an already doubly substituted aromatic scaffold.
The key characteristic that makes 3-Chloro-4-iodoaniline a preferred choice among researchers is the presence of two different halogen atoms, chlorine and iodine, on its aromatic ring. The iodine atom exhibits far higher reactivity in transition-metal-catalyzed cross-coupling reactions than chlorine, allowing selective modification at the iodine position while the chlorine substituent remains available for later transformations. This differential reactivity offers chemists a valuable handle for stepwise functionalization, giving greater control over regioselectivity during multi-step syntheses. In addition, the aromatic amine group provides a versatile site for further derivatization, making the compound well suited to the preparation of advanced intermediates and building blocks used across a wide range of synthetic applications.
In Indonesian research laboratories, particularly those engaged in organic synthesis, medicinal chemistry, and materials science, this compound is typically employed as a key intermediate in the design of synthetic pathways aimed at producing novel molecules. Researchers commonly use it when building substituted aromatic systems for pharmaceutical candidates, agrochemical scaffolds, or functional materials. Its availability as a commercial building block from TCI allows Indonesian laboratories to incorporate it directly into their reaction planning without the need for lengthy in-house preparation, supporting efficient and reproducible research workflows in academic institutions and industrial R&D facilities.
- Cross-coupling reactions – The reactive iodine atom makes this compound an excellent substrate for transition-metal-catalyzed reactions such as Suzuki, Stille, and Buchwald–Hartwig couplings, enabling attachment of aryl, alkenyl, or amine fragments to build complex molecules.
- Selective halogen manipulation – The difference in reactivity between iodine and chlorine allows chemists to functionalize the iodine position first while keeping chlorine intact for subsequent transformations, enabling stepwise and regioselective synthesis.
- Amide and imine derivatization – The aromatic amine group can be readily converted into amides, imines, or carbamates, making this building block useful for introducing nitrogen-containing linkages into target structures.
- Medicinal chemistry scaffold development – The doubly substituted aromatic core is valuable for constructing pharmaceutical intermediates and bioactive candidates where chlorinated and iodinated aryl fragments are required for structure–activity relationship studies.
- Materials chemistry applications – Researchers in materials laboratories use this compound to prepare functional monomers, ligands, or conjugated building blocks whose aromatic halogen and amine groups enable further polymerization or coordination chemistry.
| Brand | TCI |
|---|---|
| CAS number | 135050-44-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | — |
| Physical form | — |
| Storage | store in a cool, dry place away from direct light, in a tightly closed container |
- Product code: C2167
Store 3-Chloro-4-iodoaniline in its original, tightly sealed container in a cool, dry, and well-ventilated area, protected from direct sunlight and excessive heat. Keep the container closed when not in use to prevent moisture uptake and contamination. When handling the compound in the laboratory, wear appropriate personal protective equipment, including gloves, safety goggles, and a laboratory coat, and work in a fume hood to avoid inhalation of dust or vapors. Avoid skin and eye contact, wash hands thoroughly after handling, and keep the material away from incompatible substances. Follow standard laboratory waste disposal procedures for halogenated organic compounds.
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