117468-07-2

Basic information

• Product Name: rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol
• Synonyms: rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol
• CAS NO: 117468-07-2
• Molecular Weight: 142.198
• Mol File: 117468-07-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol(117468-07-2)
• EPA Substance Registry System: rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol(117468-07-2)

Safety Data

• Hazardous Substances Data: 117468-07-2(Hazardous Substances Data)

Upstream product

• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 5259-72-3 cyclo-octa-1,5-diene 
• 117468-08-3 (Z)-(1S,8R)-9-oxabicyclo[6.1.0]non-4-ene 
• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 

Downstream Products

• 27607-33-6 (1R,2S)-Cyclooctane-1,2-diol 
• 36653-42-6 (1R*,2S*,5S*,6R*)-cyclooctane-1,2,5,6-tetrol 
• 69926-50-7 (1S,2S)-(Z)-cyclooct-5-ene-1,2-diol 
• 203319-31-7 (Z)-(1R,2R)-cyclooct-5-ene-1,2-diol 
• 51097-60-0 (Z)-oct-4-enedial 
• 119972-81-5 2-[(1R,2S,5R)-1-((Z)-(1R,8S)-8-Hydroxy-cyclooct-4-enyloxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone 
• 75073-44-8 Toluene-4-sulfonic acid (3aS,9aS)-2,2-dimethyl-octahydro-cycloocta[1,3]dioxol-6-yl ester 
• 4277-32-1 (1S,2S)-cyclooctane-1,2-diol 

Relevant articles and documents

Malleable and Self-Healing Covalent Polymer Networks through Tunable Dynamic Boronic Ester Bonds

Despite numerous strategies involving dynamic covalent bond exchange for dynamic and self-healing materials, it remains a challenge to be able to tune the malleability and self-healing properties of bulk materials through simple small molecule perturbations. Here we describe the use of tunable rates of boronic ester transesterification to tune the malleability and self-healing efficiencies of bulk materials. Specifically, we used two telechelic diboronic ester small molecules with variable transesterification kinetics to dynamically cross-link 1,2-diol-containing polymer backbones. The sample cross-linked with fast-exchanging diboronic ester showed enhanced malleability and accelerated healing compared to the slow-exchanging variant under the same conditions. Our report demonstrates the possibility of transferring small molecule kinetics to dynamic properties of bulk solid material and may serve as a guide for the rational design of tunable dynamic materials.

-

-

Regioselective Cleavage of Electron-Rich Double Bonds in Dienes to Carbonyl Compounds with [Fe(OTf)2(mix-BPBP)] and a Combination of H2O2 and NaIO4

A method for the regioselective transformation of dienes to carbonyl compounds has been developed. Electron-rich olefins react selectively to yield valuable aldehydes and ketones. The method is based on the catalyst [Fe(OTf)2(mix-BPBP)] with an oxidant combination of H2O2 (1.0 equiv.) and NaIO4 (1.5 equiv.); it uses mild conditions and short reaction times, and it outperforms other olefin cleavage methodologies. The combination of an Fe-based catalyst, [Fe(OTf)2(mix-BPBP)], and the oxidants H2O2 and NaIO4 can discriminate between electronically different double bonds and oxidatively cleave the electron-rich bond in dienes to yield aldehydes and ketones in a regioselective manner. The reaction requires mild conditions (0-50 C) and short reaction times (70 min).