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Description
TCI C3077 2-Chloro-4-methoxybenzoic Acid is a substituted benzoic acid carrying a chlorine atom at the ortho position and a methoxy group at the para position relative to the carboxyl group. As a non-heterocyclic building block, this compound serves as a starting material that is very frequently used in organic synthesis laboratories, because its carboxylic acid group is the most well-established transformation centre with the widest range of available methods. The clearly defined substitution pattern on the aromatic ring saves synthetic steps and spares researchers the regioselectivity problems that normally arise when functionalising simple benzoic acids.
The property that makes this compound a preferred choice is the flexibility of its carboxyl group, which can be converted into an amide, ester, acid chloride, alcohol, or aldehyde through standard laboratory procedures. Amide coupling reactions using conventional activating reagents proceed reliably, which is why this compound is widely used in the preparation of amide libraries for medicinal chemistry research. The methoxy group is electron-donating and raises the electron density of the ring, while the chlorine at the ortho position provides controlled steric hindrance and at the same time acts as a potential handle for further functionalisation.
In Indonesian laboratories, this building block is typically used in university research groups, pharmaceutical and medicinal chemistry laboratories, and contract synthesis facilities that prepare substituted aromatic intermediates. It is commonly drawn on for method development work, for the assembly of small compound collections, and for teaching and postgraduate research projects in synthetic organic chemistry, where a well-defined and reproducible aromatic starting material shortens route planning and reduces the number of preparative steps required before the target scaffold is reached.
Laboratory Applications
- Amide library synthesis — the carboxyl group couples reliably with amines using standard activating reagents, making it well suited to preparing series of analogues for medicinal chemistry screening.
- Esterification and ester intermediate preparation — the carboxylic acid converts cleanly into esters under routine laboratory conditions, providing protected or activated intermediates for multi-step synthetic sequences.
- Acid chloride generation — conversion of the carboxyl group into the corresponding acid chloride gives a highly reactive intermediate for acylation chemistry with a broad range of nucleophiles.
- Reduction to alcohols and aldehydes — the carboxyl group can be reduced through established procedures, allowing the same starting material to access several different oxidation-state derivatives.
- Functionalisation at the chlorine position — the ortho chlorine serves as a potential handle for further ring functionalisation, extending the compound's usefulness in building more elaborate aromatic scaffolds.
Specifications
- Brand: TCI
- CAS number: 21971-21-1
- Product code: C3077
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in the standard laboratory pack sizes supplied by the manufacturer
- Storage: store in a cool, dry place in a tightly closed container
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated place, away from moisture, direct sunlight, and sources of heat or ignition. Keep the material in its original supplier container or in a clean, chemically compatible and clearly labelled vessel, and reseal it immediately after each use to limit moisture uptake. Handle the compound in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid contact with skin and eyes as well as inhalation of dust. Keep it separated from incompatible substances such as strong bases and strong oxidising agents, and consult the manufacturer's safety data sheet before use and disposal.
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