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CAS 627-20-3

cis-2-Pentene TCI P0065

cis-2-Pentene TCI P0065

Chemical Identity

CAS No.
627-20-3
PubChem
CID 5326160·SID 87574334
Formula
C5H10
Molecular weight
70.13 g/mol
Purity
>95.0%(GC)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(Z)-pent-2-ene
SMILES
CC/C=C\C
InChIKey
QMMOXUPEWRXHJS-HYXAFXHYSA-N
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cis-2-Pentene from TCI is a five-carbon alkene with its double bond at the second position and a cis (Z) geometric configuration. In this configuration, both alkyl groups sit on the same side of the double bond. The compound is a highly volatile liquid and a classic example of geometric isomerism in simple alkenes. In the laboratory, cis-2-Pentene serves as a model substrate in mechanistic and stereochemical studies of addition reactions, as a reference compound in hydrocarbon analysis, and as a starting material for small-scale synthesis.

The main value of this compound is its defined geometry. Many alkene reactions proceed stereospecifically, including epoxidation, dihydroxylation, cyclopropanation, and halogen addition. In these reactions, the cis isomer gives products with a different relative configuration from those formed by the trans isomer. A pure sample of cis-2-Pentene therefore lets researchers draw valid mechanistic conclusions from the stereoisomer distribution of the products. The compound is also useful for studying the difference in thermodynamic stability between cis and trans isomers, a core topic in physical organic chemistry.

Organic chemistry laboratories at Indonesian universities can use cis-2-Pentene in teaching and research on alkene stereochemistry, where students compare the outcomes of stereospecific reactions on defined geometric isomers. Research groups working on reaction mechanisms, catalysis, and synthetic methodology can use it as a well-characterized model alkene. Analytical laboratories that handle hydrocarbon mixtures can use it as a reference compound when identifying and separating C5 alkene isomers. Because it is a non-heterocyclic building block, it also fits into small-scale synthetic routes that need a simple, geometrically defined alkene.

  • Mechanistic studies of addition reactions: the defined cis (Z) geometry lets researchers trace how the stereochemistry of the starting alkene carries through to the relative configuration of the products.
  • Stereospecific epoxidation and dihydroxylation: the cis isomer gives products with a different relative configuration from the trans isomer, so it is a clear model substrate for showing stereospecificity.
  • Cyclopropanation and halogen addition studies: a pure geometric isomer lets chemists draw valid conclusions about reaction pathways from the stereoisomer distribution observed in the product mixture.
  • Hydrocarbon analysis reference compound: as a defined C5 alkene isomer, it is a useful comparison standard for identifying and distinguishing pentene isomers in analytical work on hydrocarbon mixtures.
  • Small-scale organic synthesis and teaching: as a simple non-heterocyclic building block with defined geometry, it suits starting-material work and classroom demonstrations of cis-trans isomerism and thermodynamic stability.

Brand TCI (product code P0065)
CAS number 627-20-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes as listed for TCI product P0065; please confirm the available options when ordering
Physical form highly volatile liquid
Storage tightly sealed container in a cool, well-ventilated area away from heat and ignition sources

Because cis-2-Pentene is a highly volatile liquid, keep it in its original tightly closed container in a cool, dry, well-ventilated storage area away from heat, sparks, open flames, and oxidizing agents. A flammables cabinet is recommended. Handle the compound in a fume hood to limit vapor exposure, and wear suitable personal protective equipment, including safety glasses, chemical-resistant gloves, and a lab coat. Open containers only for as long as needed so that evaporation does not lower sample quality or change the isomeric composition used in stereochemical studies. Ground equipment where appropriate, and keep spill absorbents nearby. Always read and follow the supplier's Safety Data Sheet for detailed hazard, storage, and disposal information.

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