(R)-Cyclohex-3-ene-1-carboxylic acid
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Molecular formula
Molecular weight
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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.
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