Description

(3aR,4R,7R,7aR)-3a,4,5,6,7,7a-Hexahydro-1H-4,7-methanoinden-5-ol (CAS No. 37275-49-3) is a high-purity bicyclic tertiary alcohol with the molecular formula C₁₀H₁₄O. This specialized organic compound features a rigid tricyclic framework with a hydroxyl group at the 5-position, offering unique steric and electronic properties for advanced synthetic applications. With a molecular weight of 150.22 g/mol, this enantiomerically pure building block is ideal for asymmetric synthesis, chiral auxiliaries, and ligand design in organometallic catalysis. The compound’s stability under a wide range of reaction conditions makes it particularly valuable for pharmaceutical intermediates and fine chemical manufacturing. Available in research quantities with >98% purity (GC), it is supplied with comprehensive analytical documentation including ¹H/¹³C NMR spectra, HPLC chromatograms, and mass spectrometry data to ensure batch-to-batch reproducibility for your most demanding research needs.

Properties

• CAS Number: 37275-49-3
• Complexity: 209
• IUPAC Name: (1R,2R,6R,7R)-tricyclo[5.2.1.02,6]dec-4-en-8-ol
• InChI: InChI=1S/C10H14O/c11-10-5-6-4-9(10)8-3-1-2-7(6)8/h1,3,6-11H,2,4-5H2/t6-,7-,8-,9-,10?/m1/s1
• InChI Key: LDUKQFUHJZHLRC-WWGUJXLXSA-N
• Exact Mass: 150.104465066
• Molecular Formula: C10H14O
• Molecular Weight: 150.22
• SMILES: C1C=C[C@@H]2[C@H]1[C@@H]3C[C@H]2C(C3)O
• Topological: 20.2
• Monoisotopic Mass: 150.104465066
• Synonyms: (3aR,4R,7R,7aR)-3a,4,5,6,7,7a-Hexahydro-1H-4,7-methanoinden-5-ol, 37275-49-3, Hydroxydicyclopentadiene, 1933763-88-2, (1R,2R,6R,7R)-tricyclo[5.2.1.0,dec-4-en-8-ol, (1R,2R,6R,7R)-tricyclo[5.2.1.02,6]dec-4-en-8-ol

This chiral alcohol serves as a key intermediate in the synthesis of complex natural products and asymmetric catalysts, particularly in Diels-Alder reactions where its rigid framework controls stereochemistry. Pharmaceutical researchers utilize it for developing novel bioactive compounds due to its ability to induce chirality in drug candidates. In materials science, the compound’s unique structure facilitates creation of stereoregular polymers with controlled tacticity.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.