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TCI

CAS 137-03-1

2-Heptylcyclopentanone TCI H0569

2-Heptylcyclopentanone TCI H0569

Chemical Identity

CAS No.
137-03-1
PubChem
CID 8710·SID 87570956
Formula
C12H22O
Molecular weight
182.31 g/mol
Purity
>99.0%(GC)
Reference databases
ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-heptylcyclopentan-1-one
SMILES
CCCCCCCC1CCCC1=O
InChIKey
PJXHBTZLHITWFX-UHFFFAOYSA-N
MDL
MDL00019315
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TCI H0569 2-Heptylcyclopentanone is a five-membered cyclic ketone carrying a long heptyl chain at the alpha position relative to the carbonyl group. This structural motif is the characteristic skeleton found among jasmine-type aroma compounds, which is why the material is widely used both as a building block and as a reference compound in flavor and fragrance research. In the laboratory, this compound helps researchers understand the relationship between side-chain length, carbonyl group position, and the aroma character produced by a substituted cyclopentanone molecule.

The characteristic that makes it a preferred choice is the presence of an active alpha position adjacent to the carbonyl, so the compound readily undergoes deprotonation and further reaction through alkylation, aldol, or condensation pathways to form cyclopentenone derivatives. Its five-membered ring provides conformational rigidity that helps direct the stereochemistry of reactions, while the heptyl chain confers high lipophilicity and good solubility in nonpolar organic solvents. This combination yields a material that is stable under normal storage, easy to extract, and gives clear spectroscopic signals for structural tracing.

In Indonesian laboratories, this material is typically handled in university research groups, flavor and fragrance development units, and synthetic chemistry laboratories that build non-heterocyclic frameworks. It is commonly used in small-scale preparative work, as a reference standard for chromatographic and spectroscopic identification, and in method development where a well-defined substituted cyclopentanone is needed as a starting point or comparison compound.

  • Flavor and fragrance research: the jasmine-type cyclopentanone skeleton makes it a directly relevant model compound for studying how structure relates to aroma character.
  • Organic synthesis building block: the reactive alpha position next to the carbonyl allows alkylation, aldol, and condensation routes toward cyclopentenone and other substituted derivatives.
  • Structure-activity relationship studies: varying side-chain length around this core lets researchers correlate lipophilicity and chain geometry with observed molecular properties.
  • Analytical reference compound: its clear spectroscopic signals make it useful as an identification and comparison standard in chromatographic and spectroscopic method development.
  • Stereochemistry-directed reaction work: the conformational rigidity of the five-membered ring helps orient approaching reagents and supports controlled stereochemical outcomes in laboratory-scale transformations.

Brand TCI (Tokyo Chemical Industry)
CAS number 137-03-1
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard laboratory research pack sizes as supplied by the manufacturer
Physical form —
Storage stable under normal laboratory storage conditions in a tightly closed container
  • Product code: H0569

Store the container tightly closed in a cool, dry, and well-ventilated area, away from heat sources, open flame, and direct sunlight. Keep the material in its original manufacturer packaging or in a compatible chemically resistant container, and keep it separated from strong oxidizing agents and strong bases that may react with the carbonyl group or the active alpha position. Handle inside a fume hood while wearing safety goggles, gloves, and a laboratory coat. Because the compound is lipophilic and easily extracted into organic solvents, avoid skin contact and clean spills promptly with appropriate absorbent material. Always consult the manufacturer's safety data sheet before use.

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