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CAS 5709-98-8 | (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID

CAS 5709-98-8 | (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID

Name: (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID
CAS number: 5709-98-8
Molecular formula: C7H10O2
Molecular weight: 126.15
EINECS number: 232-629-3
MDL No.:MFCD08275445

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Description

Product Overview

(R)-(+)-3-Cyclohexenecarboxylic acid is a chiral unsaturated carboxylic acid featuring a defined (R)-stereocenter and a reactive cyclohexene ring. Serving as a versatile chiral building block, it enables precise asymmetric synthesis, structural modification of bioactive compounds, and specialized polymer formulation.

Pharmaceutical Discovery & Lead Synthesis

  • Acts as an enantiopure scaffold for constructing alicyclic drug candidates and enzyme inhibitor structures.
  • Introduces defined 3D stereochemistry to small molecules, facilitating optimization of target binding affinity.
  • Provides a reactive carboxylate site for amide couplings, esterifications, and peptidomimetic designs.

Asymmetric Synthesis & Catalysis

  • Utilized in organic synthesis to introduce chiral cyclohexyl derivatives without requiring resolution steps.
  • Functions as a precursor for chiral ligands, auxiliaries, and organocatalysts used in asymmetric transformations.
  • Enables stereoselective ring-opening, epoxidation, and dihydroxylation reactions across the double bond.

Advanced Materials & Fine Chemicals

  • Serves as a chiral monomer for bio-based or optoelectronic functional polymers with controlled spatial configuration.
  • Used in photo-curable resins, liquid crystal intermediates, and performance polymer additives.
  • Enables cross-linking and polymerization studies via olefin metathesis and radical reactions.

Handling & Lab Applications

Suitable for early-stage medicinal chemistry pipelines, academic synthetic research, and custom CRO synthesis. Store in a cool, well-ventilated location sealed tightly under inert atmosphere to protect double-bond integrity and prevent moisture uptake.

Synonyms

(R)-Cyclohex-3-enecarboxylic acid;  |   (1R)-Cyclohex-3-ene-1-carboxylic acid;  |   (+)-(R)-3-Cyclohexenecarboxylic acid;  |   (R)-3-Cyclohexene-1-carboxylic acid

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