TCI E0843 Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate is a pyrrole derivative carrying an ethyl ester group at the 2-position together with two methyl groups at the 3- and 5-positions. The pyrrole ring is an electron-rich five-membered heterocycle that serves as the constituent unit of many important macrocyclic systems, ranging from porphyrins and chlorophyll through to modern fluorescent dyes. In the laboratory this compound is widely used as a building block, because its neatly ordered substitution pattern makes it easier to control the direction of the condensation reactions that will go on to form larger ring systems.
The characteristic that makes this material sought after is the combination of pyrrole ring reactivity with the presence of the ester group, which acts both as a temporary protecting group and as a directing group. The methyl groups at the 3- and 5-positions block part of the ring, so that electrophilic reactions are directed toward the remaining position, while the ester at the 2-position can be hydrolysed and then decarboxylated to open up that position at whichever stage of the synthesis is desired. This strategy forms the backbone of the synthesis of dipyrromethenes, dipyrrins, and boron-dipyrromethene-based dyes. Alkyl-substituted pyrrole rings also offer handling stability that suits multi-step bench work.
In Indonesian laboratories this building block is typically found in university and institutional research groups working on organic synthesis, heterocyclic chemistry, and fluorescent probe development. It is ordinarily purchased in research-scale quantities for exploratory route development rather than production, and it is commonly kept alongside other heterocyclic intermediates in a chemical store where ordered substitution patterns are valued for building defined target molecules step by step.
Related TCI products
- TCI E1051 2199-59-9 Ethyl 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate
- TCI M1145 40611-85-6 Ethyl 4-Methyl-2-pyrrolecarboxylate
- TCI M2161 6973-60-0 1-Methyl-2-pyrrolecarboxylic Acid
- TCI M1119 1192-58-1 1-Methyl-2-pyrrolecarboxaldehyde
- TCI F0939 253870-02-9 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylic Acid
- TCI D3950 2199-58-8 3,5-Dimethyl-2-pyrrolecarboxaldehyde
- Porphyrin and macrocycle synthesis: the defined 3,5-dimethyl substitution pattern directs condensation toward the open ring position, giving predictable control when assembling larger tetrapyrrolic ring systems.
- Dipyrromethene and dipyrrin preparation: the ester at position 2 can be hydrolysed and decarboxylated at the chosen stage, opening that position precisely when the coupling step requires it.
- BODIPY and boron-dipyrromethene dye development: this pyrrole serves as the starting unit for fluorescent dye frameworks that are built up from substituted pyrrole precursors in a controlled sequence.
- Heterocyclic chemistry method development: the electron-rich pyrrole ring combined with blocked 3- and 5-positions makes it a useful substrate for studying directed electrophilic substitution behaviour.
- Multi-step organic synthesis teaching and research: the ester group functions as a temporary protecting and directing group, illustrating protecting-group strategy in a single well-defined building block.
| Brand | TCI |
|---|---|
| CAS number | 2199-44-2 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in TCI research-scale catalogue pack sizes; please confirm the currently available size when ordering |
| Physical form | — |
| Storage | keep in the closed original container under the conditions stated on the manufacturer label |
- Chemical name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate
Store the container tightly closed in a cool, dry, well-ventilated chemical store, away from direct sunlight, heat sources, and strong oxidising agents, and follow any temperature condition stated on the manufacturer label. Retain the material in its original TCI container wherever possible; if transfer is necessary, use clean, chemically compatible glass or amber glass vessels that are clearly labelled with the compound name and CAS number. Handle in a fume hood using gloves, safety glasses, and a laboratory coat, avoid the generation of dust and the inhalation of vapours, and close the container promptly after weighing to limit exposure to air and moisture. Consult the manufacturer safety data sheet before first use and dispose of residues through the laboratory chemical waste route.
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