203319-31-7

Basic information

• Product Name: 5-Cyclooctene-1,2-diol, (1R,2R)-
• CAS NO: 203319-31-7
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Mol File: 203319-31-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-Cyclooctene-1,2-diol, (1R,2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Cyclooctene-1,2-diol, (1R,2R)-(203319-31-7)
• EPA Substance Registry System: 5-Cyclooctene-1,2-diol, (1R,2R)-(203319-31-7)

Safety Data

• Hazardous Substances Data: 203319-31-7(Hazardous Substances Data)

Usage

General Description

5-Cyclooctene-1,2-diol, (1R,2R)- is a chemical compound that belongs to the class of cycloalkenes and diols. Its molecular formula is C8H14O2. 5-Cyclooctene-1,2-diol, (1R,2R)- is a chiral molecule, meaning it has a non-superimposable mirror image, and the (1R,2R)- designation indicates the stereochemistry of the molecule. It has two hydroxyl groups attached to the cyclooctene ring. 5-Cyclooctene-1,2-diol, (1R,2R)- is commonly used as a reagent in organic synthesis and as a building block in the preparation of various pharmaceuticals and agrochemicals. Its properties and applications make it an important compound in the field of medicinal and synthetic chemistry.

Upstream product

• 37940-17-3 (Z)-(1R,8R)-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undec-4-ene 
• 108-05-4 vinyl acetate 
• 31598-91-1 rac-(Z)-cyclooct-5-en-1,2-diol 
• 117468-07-2 rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol 
• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 203715-36-0 (5R,6R)-5,6-dihydroxydeca-1,9-diene 
• 155236-98-9 (4R,5R)-4,5-dibut-3-enyl-2,2-dimethyl-1,3-dioxacyclopentane 
• 39139-91-8 trans-1,5,9-decatriene 

Downstream Products

• 272781-28-9 (1R,4R,5R,8R)-4,5-dibromo-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undecane 
• 272781-27-8 (1R,4S,5S,8R)-4,5-dibromo-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undecane 
• 272781-32-5 (1R,2R,3R)-9-oxabicyclo[3.3.1]non-6-en-2-yl N,N-dimethylthiocarbamate 
• 272781-29-0 (1R,2R,5R,6S)-6-bromo-9-oxabicyclo[3.3.1]-nonan-2-ol 
• 272781-30-3 (1R,2R,5R,6S)-5-bromo-9-oxabicyclo[4.2.1]-nonan-2-ol 
• 10299-48-6 (1R,5R)-9-oxabicyclo[3.3.1]nona-2,6-diene 
• 39840-97-6 (1R,2R,5R)-9-oxabicyclo[3.3.1]-non-6-en-2-ol 
• 917236-93-2 C₂₆H₃₀O₆ 
• 37940-17-3 (Z)-(1R,8R)-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undec-4-ene 
• 29417-27-4 (1R,2R,6R)-9-oxabicyclo[3.3.1]-non-6-en-2-yl acetate 

Relevant articles and documents

An asymmetric synthesis of enantiopure chair and twist trans-cyclooctene isomers

A pair of enantiopure chair and twist trans-cyclooctenes isomers were prepared by regioselective Sharpless asymmetric dihydroxylation of the central olefin of (E)-1,5,9-dectriene triene, with subsequent ring-closing metathesis to form an enantiomerically pure cis-cyclooctene. Epoxidation and ring-opening with lithium diphenylphosphide gives after oxidation two diastereomeric hydroxyphosphine oxides. Separate syn-elimination of these diastereomers gives enantiomerically pure chair and twist trans-cyclooctenes. A discussion of the molecular motion required to achieve the chair and twist isomers is discussed with reference to the X-ray crystal structure obtained for the hydroxyphosphine oxide leading to the chair trans-cyclooctene.