Description

3,5-Cyclohexadiene-1,2-Diol, 3-Ethynyl-, (1S,2R)- (9Ci) is a chiral, functionalized cyclohexadienediol derivative of significant interest in advanced organic synthesis. Its unique structure, featuring both a diol and an ethynyl group on a conjugated diene scaffold, makes it a valuable and versatile chiral building block. This compound is primarily utilized by research chemists and process development scientists in the pharmaceutical and fine chemical industries for the construction of complex, stereodefined molecular architectures.

Application

This specialized chiral synthon serves as a key intermediate in several high-value synthetic pathways, including:

• Pharmaceutical Intermediate: For the synthesis of novel active pharmaceutical ingredients (APIs) and investigational drugs, particularly those requiring precise stereochemistry.
• Asymmetric Synthesis: As a chiral pool starting material or auxiliary in catalytic and stoichiometric asymmetric reactions to introduce multiple functional handles.
• Ligand and Catalyst Development: In the research and preparation of novel chiral ligands, organocatalysts, or metal-organic frameworks (MOFs).
• Natural Product Synthesis: As a building block for the total synthesis of complex natural products with cyclohexane-based core structures.
• Material Science Research: For the development of advanced polymers or functional organic materials with specific optical or electronic properties.
• Chemical Biology Probes: In the design and synthesis of molecular probes for studying enzyme mechanisms or biological pathways due to its reactive ethynyl group for "click chemistry" conjugation.

Basic Information

Product Name	3,5-Cyclohexadiene-1,2-Diol, 3-Ethynyl-, (1S,2R)- (9Ci)
CAS No.	114763-29-0
Molecular Formula	C8H8O2
Molecular Weight	136.15 g/mol
Synonyms	(1S,2R)-3-Ethynyl-3,5-cyclohexadiene-1,2-diol; 3-Ethynyl-1,2-dihydroxy-3,5-cyclohexadiene; (1S,2R)-3-Ethynylcyclohexa-3,5-diene-1,2-diol; 3-Ethynylbenzene dihydrodiol; Chiral ethynyl dihydrodiol; 1,2-Dihydroxy-3-ethynyl-3,5-cyclohexadiene
EINECS	Contact for details

Quality Control

Our production of this advanced chiral intermediate adheres to stringent quality protocols to ensure batch-to-batch consistency and purity for critical research and development applications. Each lot is characterized using advanced analytical techniques including chiral HPLC, NMR, and GC/MS to confirm identity, enantiomeric excess, and purity. Certificates of Analysis (COA) detailing all specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C to minimize oxidation and degradation. Allow the container to reach room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 98.0%
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Complies with ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.