Monoethyl 5-Nitroisophthalate from TCI (product code N0676, CAS 22871-55-2) is a derivative of isophthalic acid with a nitro group at the 5-position. One of its two carboxyl groups has been converted to an ethyl ester, and the other remains a free acid. Because it is a half-ester, it is a valuable non-heterocyclic building block: researchers can modify the two carbonyl groups separately and step by step. The 5-nitroisophthalic acid scaffold and its derivatives are well known in the synthesis of pharmaceutical intermediates, including routes to 5-aminoisophthalic acid derivatives.
The main strength of this material is that its functional groups behave differently from one another. The free acid can be activated and coupled to form amides or other esters while the ethyl ester stays protected. At a later stage, the ester can be hydrolysed or converted to an amide. The nitro group can also be reduced to an amine, which opens up further ways to modify the molecule. This gives a trifunctional molecule that can be built up in a controlled order. Researchers avoid the selectivity problems that often come with symmetrical diacids or diesters, where it is hard to react only one of two identical groups. That control makes it a reliable choice for planning multistep syntheses.
In Indonesia, Monoethyl 5-Nitroisophthalate is useful for pharmaceutical synthesis laboratories, university organic chemistry research groups, and industrial research and development teams that need building blocks with clearly differentiated reactive sites. It fits well into projects that build complex target molecules step by step, method development work, and academic studies of selective functional group transformations. Its origin in the TCI catalogue gives laboratories a well-documented starting material for reproducible synthetic work.
- Sequential amide coupling: the free carboxylic acid can be activated and coupled first while the ethyl ester stays intact, so chemists can put two different amide or ester groups on one aromatic ring.
- Preparation of 5-aminoisophthalic acid derivatives: reducing the nitro group gives an aromatic amine, which leads to the amino-substituted isophthalate scaffolds used in pharmaceutical intermediate synthesis.
- Controlled multistep synthesis: the acid, the ester and the nitro group can each be addressed at a separate stage, which lets researchers design synthetic routes with a predictable, controlled order of transformations.
- Avoiding selectivity problems in symmetrical systems: as a ready-made half-ester, it removes the need to partially hydrolyse or partially esterify symmetrical diacids or diesters, a step that often gives mixtures.
- Academic and method development research: its well-defined, differentiated functional groups make it a suitable model substrate for teaching and studying selective ester hydrolysis, amidation and nitro reduction methods.
| Brand | TCI (product code N0676) |
|---|---|
| CAS number | 22871-55-2 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in the TCI pack sizes listed on the product page; please confirm when ordering |
| Physical form | please refer to the TCI specification sheet and certificate of analysis for the lot supplied |
| Storage | follow the storage conditions stated on the TCI label and Safety Data Sheet |
Store Monoethyl 5-Nitroisophthalate in its original, tightly closed manufacturer's container, in a cool, dry and well-ventilated place away from direct sunlight, heat sources and moisture. Keep it apart from strong oxidising agents, strong bases and reducing agents, and follow the storage conditions on the TCI label. Handle the material in a fume hood or a well-ventilated area, and wear suitable personal protective equipment, including a laboratory coat, safety glasses and chemical-resistant gloves. Do not create dust and do not inhale it, and avoid contact with skin and eyes. Read the Safety Data Sheet before use, label all secondary containers clearly, and dispose of waste according to local chemical waste regulations.
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