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Top 4-(Dimethylamino)pyridine丨CAS 1122-58-3
4-(Dimethylamino)pyridine (DMAP) is a widely used nucleophilic catalyst in organic synthesis, particularly for acylation, esterification, and related functional-group transformations. Its pyridine ring and dimethylamino substituent contribute to its catalytic activity, making it a valuable reagent for accelerating reactions involving acyl transfer. DMAP is commonly used in pharmaceutical research, fine chemical synthesis, and the preparation of specialty organic compounds.
Chemical Identifiers
| InChI | InChI=1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3 |
| InChI Key | VHYFNPMBLIVWCW-UHFFFAOYSA-N |
| Smiles | CN(C)C1=CC=NC=C1 |
| EC No. | 214-353-5 |
| MDL No. |
MFCD00006418 |
| PubChem CID | 14284 |
Applications
Organic Synthesis and Acylation Reactions
DMAP is frequently used to catalyze acylation reactions involving alcohols, phenols, and amines under suitable conditions. It can improve reaction rates in processes such as acetylation and other acyl-group transfer reactions, supporting the synthesis of esters, amides, and related derivatives. Its catalytic role makes it useful in developing efficient synthetic routes for complex organic molecules.
Pharmaceutical Research and Drug Discovery
In pharmaceutical research, DMAP supports the preparation of intermediates and candidate compounds containing ester, amide, or other acyl-derived functional groups. Researchers may use it during route development, reaction optimization, and the synthesis of molecules for medicinal chemistry studies. Its application depends on the target structure, substrate compatibility, and impurity-control requirements.
Esterification and Functional Group Modification
Polymer Chemistry and Materials Research
DMAP may be used in selected polymer and materials research workflows involving ester formation, surface modification, or the functionalization of organic building blocks. It can support the preparation of tailored molecular structures for further investigation in coatings, specialty polymers, and functional materials, depending on the chemistry and desired material properties.
