(R)-Cyclohex-3-ene-1-carboxylic acid

CAS No.

5709-98-8

Synonyms

(R)-(+)-3-Cyclohexenecarboxylic acid

Molecular formula

C7H10O2

Molecular weight

126.15 g/mol

Grade

Reagent grade

Packaging

Glass bottle / Fluorinated HDPE drum

Chemical Product Description & Applications

(R)-Cyclohex-3-ene-1-carboxylic acid is a chiral unsaturated cyclic acid used to introduce a stereodefined cyclohexenyl fragment. Its carboxyl group supports acyl coupling, while the ring double bond provides a separate site for addition or oxidation. The existing stereocenter allows subsequent chemistry to build on a defined three-dimensional starting framework.

The selected material is the R-configured acid rather than the racemate or an ester. The nonconjugated alkene and carboxyl functionality perform different synthetic roles: one modifies the ring and the other connects it to an external fragment. This allows functional-group transformations to be staged without first assembling the six-membered ring. The two reaction sites offer separate routes to acid-linked and ring-functionalized intermediates.

Typical Applications

  • Chiral cyclohexenyl amides and esters: Used as the acid component in coupling or esterification, introducing a stereodefined unsaturated ring fragment into larger synthetic intermediates.
  • Functionalized cyclic building blocks: Used in alkene-addition or oxidation sequences that introduce new functionality around the ring while leaving the carboxyl group available for later conversion.

Specifications

Parameter Specification Test Method
Appearance Clear liquid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥99.0 area% GC-FID
Total organic impurities ≤1.0 area% GC-FID, area normalization
Water ≤0.20% w/w Karl Fischer titration
Nonvolatile residue ≤0.10% w/w Gravimetric evaporation residue
Stereochemical purity ≥98.0 area% specified stereoisomer Chiral HPLC or stereoisomer-resolving GC

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Glass bottle / Fluorinated HDPE drum

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CoA

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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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