62210-83-7

Basic information

• Product Name: [1R,Z,(-)]-2-Cyclooctene-1-ol
• Synonyms: [1R,Z,(-)]-2-Cyclooctene-1-ol
• CAS NO: 62210-83-7
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• Mol File: 62210-83-7.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1R,Z,(-)]-2-Cyclooctene-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: [1R,Z,(-)]-2-Cyclooctene-1-ol(62210-83-7)
• EPA Substance Registry System: [1R,Z,(-)]-2-Cyclooctene-1-ol(62210-83-7)

Safety Data

• Hazardous Substances Data: 62210-83-7(Hazardous Substances Data)

Upstream product

• 4925-71-7 cis-1,2-epoxycyclooctane 
• 931-88-4 cis-Cyclooctene 
• 7422-06-2 (Z)-3-bromocyclooct-1-ene 
• 286-62-4 Cyclooctene oxide 
• 3806-59-5 1,3-cyclooctadiene 
• 84580-12-1 3a,6a-Dimethyl-1-oxo-hexahydro-cyclopenta[c]furan-4-carboxylic acid (Z)-cyclooct-2-enyl ester 
• 23202-10-0 (Z)-cyclooct-2-enone 

Relevant articles and documents

On the Absolute Stereochemistries of (-)-Benzocyclohepten-3-ol, (-)-2,3,4,5-Tetrahydro-1-benzoxepin-5-ol, and (-)-Benzocycloocten-3-ol

The configurations of (-)-benzocyclohepten-3-ol (2a), (-)-2,3,4,5-tetrahydro-1-benzoxepin-5-ol (6a), and (-)-benzocycloocten-3-ol (9a), which were prepared by microbial reduction of the corresponding keto compounds by Cryptococcus macerans, were established as S by conversion to dimethyl α-acetoxy dicarboxylate esters of known configuration.The elution order of the enantiomers of each of these three carbinols and their acetates from a Pirkle chiral-phase HPLC column was not consistent with that found for the lower homologues, 1-indanol and 1-tetralol.These results indicat e great care must be exercised in the use of elution order for the determination of configurations.

Bimetallic Radical Redox-Relay Catalysis for the Isomerization of Epoxides to Allylic Alcohols

Organic radicals are generally short-lived intermediates with exceptionally high reactivity. Strategically, achieving synthetically useful transformations mediated by organic radicals requires both efficient initiation and selective termination events. Here, we report a new catalytic strategy, namely, bimetallic radical redox-relay, in the regio- and stereoselective rearrangement of epoxides to allylic alcohols. This approach exploits the rich redox chemistry of Ti and Co complexes and merges reductive epoxide ring opening (initiation) with hydrogen atom transfer (termination). Critically, upon effecting key bond-forming and -breaking events, Ti and Co catalysts undergo proton transfer/electron transfer with one another to achieve turnover, thus constituting a truly synergistic dual catalytic system.

Precision vinyl acetate/ethylene (VAE) copolymers by ROMP of acetoxy-substituted cyclic alkenes

Precision linear vinyl acetate/ethylene (VAE) copolymers containing acetoxy groups on precisely every eighth backbone carbon were synthesized by ring-opening metathesis polymerization (ROMP) of racemic 3-acetoxy cyclooctene (3AcCOE) followed by hydrogenation. The use of enantiomerically pure 3AcCOE resulted in an optically active polyalkenamer that afforded isotactic precision VAE materials after hydrogenation. Both of these VAE polymers are semicrystalline (by differential scanning calorimetry and wide-angle X-ray scattering) due to their high degrees of regioregularity and the isotactic VAE samples exhibited a higher apparent degree of crystallinity and melting point compared to the atactic version. In contrast, analogous linear VAE copolymers derived from ROMP-hydrogenation of racemic 4- or 5-acetoxy cyclooctenes were regio-irregular and completely amorphous. The ROMP-hydrogenation of 3-acetoxy cycloheptene also affords precision linear VAE copolymers with acetoxy groups on every seventh carbon, but this polymer was noncrystalline. Mechanical characterization showed that the precision 3AcCOE-derived VAE samples possess improved mechanical properties compared to the compositionally similar commercial VAE copolymers produced by radical copolymerization.