2,4,6-Trichlorobenzoic acid
CAS50-43-1
2,4,6-Trichlorobenzoic acid (CAS 50-43-1) is a trichlorinated aromatic carboxylic acid and the direct precursor of 2,4,6-trichlorobenzoyl chloride, the Yamaguchi reagent used for mild esterification and macrolactonization. It is a stable crystalline solid that is easy to store and handle. KingPharm supplies research and production grade 2,4,6-trichlorobenzoic acid with a batch-specific certificate of analysis.
- CAS No.
- 50-43-1
- Formula
- C7H3Cl3O2
- Mol. weight
- 225.46 g/mol
Product Description
2,4,6-Trichlorobenzoic acid (C7H3Cl3O2, MW 225.5) is a benzoic acid carrying chlorine atoms at both ortho positions and the para position. It is a crystalline powder with a reported melting point of 160–164 °C and is soluble in methanol.
Refluxing the acid with thionyl chloride gives 2,4,6-trichlorobenzoyl chloride. With a carboxylic acid this reagent forms a mixed anhydride, which reacts with an alcohol in the presence of DMAP to give the ester or lactone. The two ortho chlorines hinder attack at the trichlorobenzoyl carbonyl, so the alcohol acylates on the substrate side.
Compared with buying the moisture-sensitive acid chloride, keeping the acid allows the reagent to be prepared fresh when needed. The acid is also released again as a by-product of Yamaguchi esterification, so it can be recovered and converted back to the acid chloride.
When purchasing, check the assay and the content of isomeric trichlorobenzoic acids, water content, and appearance. Confirm the CAS number 50-43-1 to avoid confusion with other trichlorobenzoic acid isomers.
Chemical Specifications
Identifiers
| CAS number | 50-43-1 |
|---|---|
| Product name | 2,4,6-Trichlorobenzoic acid |
| Chinese name | 2,4,6-三氯苯甲酸 |
| IUPAC name | 2,4,6-trichlorobenzoic acid |
| Synonyms | 2,4,6-TRICHLOROBENZOIC ACID |
| Chinese synonyms | 2,4,6-三氯苯甲酸; 2,4,6-三氯苯甲酸,94% |
| Molecular formula | C7H3Cl3O2 |
| Molecular weight | 225.46 g/mol |
| MDL number | MFCD00060699 |
| PubChem CID | 5764 |
| InChIKey | RAFFVQBMVYYTQS-UHFFFAOYSA-N |
| SMILES | C1=C(C=C(C(=C1Cl)C(=O)O)Cl)Cl |
Physical and chemical properties
| Melting Point | 158-163 ( ℃ ) |
|---|---|
| Boiling Point | 153.2 ( ℃ ) |
Applications
In synthesis, 2,4,6-trichlorobenzoic acid is mainly used as the starting material for the Yamaguchi reagent and as a halogenated aromatic building block.
Yamaguchi reagent preparation
Refluxing with thionyl chloride gives 2,4,6-trichlorobenzoyl chloride, the reagent used in Yamaguchi esterification and macrolactonization.
Reagent recycling
The acid is released again after Yamaguchi coupling and can be recovered and converted back to the acid chloride.
Halogenated building block
Serves as a trichlorophenyl building block for pharmaceutical and fine chemical intermediates.
Oxidation co-catalyst
Reported as a co-catalyst for cis-dihydroxylation and epoxidation of alkenes.
Quality Documentation
The following documents can be provided for 2,4,6-Trichlorobenzoic acid to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
-
Certificate of Analysis (COA) Batch-specific test results against the specification.
-
Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
| Available pack sizes | 1 kg, 500 g, 100 g, 25 g |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
Should I buy 2,4,6-trichlorobenzoic acid or 2,4,6-trichlorobenzoyl chloride?
The acid chloride is ready to use but sensitive to moisture. The acid is a stable solid that can be converted to the acid chloride with thionyl chloride when needed, and it can also be recovered after the reaction.
How is it different from other trichlorobenzoic acid isomers?
Isomers such as 2,3,6-trichlorobenzoic acid have different substitution patterns and uses. Order by CAS 50-43-1 and check the isomer content on the COA.
How should 2,4,6-trichlorobenzoic acid be stored?
Keep tightly sealed in a dry place at room temperature.
What is the CAS number of 2,4,6-Trichlorobenzoic acid?
The CAS Registry Number of 2,4,6-Trichlorobenzoic acid is 50-43-1. 2,4,6-Trichlorobenzoic acid is also known as 2,4,6-TRICHLOROBENZOIC ACID.
What is the molecular formula and molecular weight of 2,4,6-Trichlorobenzoic acid?
The molecular formula of 2,4,6-Trichlorobenzoic acid is C7H3Cl3O2, and its molecular weight is 225.46 g/mol.
What is 2,4,6-Trichlorobenzoic acid used for?
In synthesis, 2,4,6-trichlorobenzoic acid is mainly used as the starting material for the Yamaguchi reagent and as a halogenated aromatic building block.
Which quality documents are available for 2,4,6-Trichlorobenzoic acid?
The following documents are available for 2,4,6-Trichlorobenzoic acid: Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 2,4,6-Trichlorobenzoic acid?
Send an inquiry for 2,4,6-Trichlorobenzoic acid (CAS 50-43-1) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
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