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CAS 21622-01-5

Ethyl 3-Cyclopentene-1-carboxylate TCI E0831

Ethyl 3-Cyclopentene-1-carboxylate TCI E0831
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TCI E0831 Ethyl 3-Cyclopentene-1-carboxylate is the ethyl ester of cyclopentene carboxylic acid, a carbocyclic building block that combines a five-membered ring bearing an internal double bond with an ester group at the one position. It belongs to the family of non-heterocyclic building blocks and is valued because it delivers a cyclopentane framework that is already assembled from the outset. In the laboratory, researchers use it as an entry point toward functionalized cyclopentane compounds, including carbocyclic nucleoside analogues, prostaglandin derivatives, and a range of other target molecules that demand a five-membered ring with a clearly defined substitution pattern.

The advantage that makes this compound a preferred choice lies in its two complementary functional groups. The double bond at the three position is symmetric with respect to the ester group, so transformations such as dihydroxylation, epoxidation, hydroboration, ozonolysis, aminohydroxylation, and metathesis can be carried out with predictable outcomes and often with good stereocontrol. The ester group, meanwhile, serves as a synthetic handle that is readily converted into a carboxylic acid, an amide, an alcohol, or an aldehyde. This pairing of a reactive alkene with a versatile ester allows a single starting material to branch into many synthetic directions.

In Indonesian laboratories, this reagent is typically used in university and institutional research groups working on synthetic organic chemistry, medicinal chemistry, and natural product analogue programmes. It suits multi-step route development at bench scale, where a defined carbocyclic scaffold shortens a synthesis considerably. It is also used in graduate-level training on alkene functionalization and ester interconversion, and in laboratories that prepare intermediates for further biological or analytical evaluation. Supplied under the TCI brand, it fits research settings that require consistent, documented reagent identity.

  • Carbocyclic nucleoside analogue synthesis, where the pre-formed five-membered ring replaces the sugar unit and the ester provides the handle for building out the required side chain functionality.
  • Prostaglandin derivative work, since the cyclopentene core matches the central ring of this compound class and the internal double bond permits controlled introduction of hydroxyl groups.
  • Alkene functionalization studies, because the double bond sits symmetrically relative to the ester and therefore responds predictably to dihydroxylation, epoxidation, hydroboration, and aminohydroxylation conditions.
  • Ring-closing and cross metathesis route development, where the internal olefin serves as a reliable partner and the ester group survives the reaction without requiring additional protection.
  • Ester interconversion chemistry, in which the carboethoxy group is transformed into a carboxylic acid, amide, alcohol, or aldehyde to reach a wide range of downstream cyclopentane targets.

Brand TCI (Tokyo Chemical Industry)
CAS number 21622-01-5
Molecular formula
Purity
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard research-scale packaging; please refer to the current listing for the sizes on offer
Physical form
Storage store in a cool place in a tightly closed container, away from light and heat
  • Catalogue number: E0831

Store the material in a cool, well-ventilated area inside its original tightly closed container, protected from light, heat, and sources of ignition. Keep the container sealed between uses to limit exposure to air and moisture, and use compatible glass or otherwise chemically resistant vessels for transfer and reaction work. Handle in a fume hood with appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid contact with skin and eyes as well as inhalation of vapours. Keep away from strong oxidizing agents and strong bases. Consult the manufacturer's safety data sheet before use and follow institutional procedures for waste collection and disposal.