4277-32-1

Basic information

• Product Name: (1R,2R)-Cyclooctane-1,2-diol
• Synonyms: (1R,2R)-1,2-Cyclooctanediol;(1R,2R)-Cyclooctane-1,2-diol;1β,2α-Cyclooctanediol
• CAS NO: 4277-32-1
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21
• Mol File: 4277-32-1.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 160-172 °C(Press: 1.5 Torr)
• Appearance: /
• Density: 1.061±0.06 g/cm3(Predicted)
• PKA: 14.52±0.40(Predicted)
• CAS DataBase Reference: (1R,2R)-Cyclooctane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-Cyclooctane-1,2-diol(4277-32-1)
• EPA Substance Registry System: (1R,2R)-Cyclooctane-1,2-diol(4277-32-1)

Safety Data

• Hazardous Substances Data: 4277-32-1(Hazardous Substances Data)

Usage

General Description

(1R,2R)-Cyclooctane-1,2-diol is a chemical compound with the molecular formula C8H16O2. It is a cyclic diol, meaning it contains two hydroxyl groups (OH) attached to a cyclooctane ring. (1R,2R)-Cyclooctane-1,2-diol is chiral, meaning it has two non-superimposable mirror image forms, known as enantiomers. It is commonly used as a chiral building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Its unique structure and chiral nature make it a valuable component in organic synthesis, particularly in the production of enantiopure compounds. Additionally, (1R,2R)-Cyclooctane-1,2-diol has potential applications as a chiral resolving agent and as a precursor in the development of new chiral catalysts for asymmetric synthesis reactions.

Upstream product

• 931-88-4 cis-Cyclooctene 
• 931-88-4 1,2-cyclooctene 
• 931-87-3 (R)-(-)-(E)-cyclooctene 
• 931-89-5 (E)-cyclooctene 
• 69926-50-7 (1S,2S)-(Z)-cyclooct-5-ene-1,2-diol 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 
• 42565-22-0 trans-1,2-cyclooctanediol 
• 64-19-7 acetic acid 
• 286-62-4 Cyclooctene oxide 
• 292-64-8 Cyclooctan 
• 108-24-7 acetic anhydride 
• 78823-36-6 p-nitrobenzoic-propionic anhydride 
• 51075-28-6 2-bromo-3-phenylpropanal 

Downstream Products

• 505-48-6 octane-1,8-dioic acid 
• 3008-37-5 cyclooctane-1,2-dione 
• 307965-14-6 2-hydroxycyclooctyl p-toluenesulfonate 
• 638-54-0 1,8-octanedial 
• 496-82-2 2-hydroxycylooctanone 
• 284-20-8 9-oxa-bicyclo[4.2.1]nonane 
• 502-49-8 cycloactanone 
• 3806-59-5 1,3-cyclooctadiene 

Relevant articles and documents

Catalytic oxygen atom transfer promoted by tethered Mo(VI) dioxido complexes onto silica-coated magnetic nanoparticles

The preparation of three novel active and stable magnetic nanocatalysts for the selective liquid-phase oxidation of several olefins, has been reported. The heterogeneous systems are based on the coordination of cis-MoO2 moiety onto three different SCMNP@Si-(L1-L3) magnetically active supports, functionalized with silylated acylpyrazolonate ligands L1, L2 and L3. Nanocatalysts thoroughly characterized by ATR-IR spectroscopy, TGA and ICP-MS analyses, showed excellent catalytic performances in the oxidation of conjugated or unconjugated olefins either in organic or in aqueous solvents. The good magnetic properties of these catalytic systems allow their easy recyclability, from the reaction mixture, and reuse over five runs without significant decrease in the activity, either in organic or water solvent, demonstrating their versatility and robustness.

Liquid-phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido-vanadium(V) complexes and comparative catalytic studies with analogous copper complexes

Homogeneous liquid-phase oxidation of a number of aromatic and aliphatic olefins was examined using dinuclear anionic vanadium dioxido complexes [(VO2)2(salLH)]? (1) and [(VO2)2(NsalLH)]? (2) and dinuclear copper complexes [(CuCl)2(salLH)]? (3) and [(CuCl)2(NsalLH)]? (4) (reaction of carbohydrazide with salicylaldehyde and 4-diethylamino salicylaldehyde afforded Schiff-base ligands [salLH4] and [NsalLH4], respectively). Anionic vanadium and copper complexes 1, 2, 3, and 4 were isolated in the form of their hydronium ion salt, which is rare. The molecular structure of the hydronium ion salt of anionic dinuclear vanadium dioxido complex [(VO2)2(salLH)]? (1) was established through single-crystal X-ray analysis. The chemical and structural properties were studied using Fourier transform infrared (FT-IR), ultraviolet–visible (UV–Vis), 1H and 13C nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS), electron paramagnetic resonance (EPR) spectroscopy, and thermogravimetric analysis (TGA). In the presence of hydrogen peroxide, both dinuclear vanadium dioxido complexes were applied for the oxidation of a series of aromatic and aliphatic alkenes. High catalytic activity and efficiency were achieved using catalysts 1 and 2 in the oxidation of olefins. Alkenes with electron-donating groups make the oxidation processes easy. Thus, in general, aromatic olefins show better substrate conversion in comparison to the aliphatic olefins. Under optimized reaction conditions, both copper catalysts 3 and 4 fail to compete with the activity shown by their vanadium counterparts. Irrespective of olefins, metal (vanadium or copper) complexes of the ligand [salLH4] (I) show better substrate conversion(%) compared with the metal complexes of the ligand [NsalLH4] (II).

Rare earth Ce- and Nd-doped spinel nickel ferrites as effective heterogeneous catalysts in the (ep)oxidation of alkenes

Cerium (Ce)- and neodymium (Nd)-doped spinel nickel ferrites catalysts system were synthesized using a cost-effective sol–gel route. The as-prepared nickel ferrites and its doped Ce and Nd nanomaterials were characterized in terms of Fourier transform infrared spectrophotometry, X-ray diffraction, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, transmission electron microscopy, selected area diffraction pattern, zeta potential and magnetism techniques. Their catalytic potential was examined in the (ep)oxidation of 1,2-cyclooctene by using hydrogen peroxide (H2O2) or tert-butylhydroperoxide (t-BuOOH). Optimization of various parameters, including solvent, oxidant and catalyst type revealed that chloroform (CHCl3) or 1,2-dichloroethane as a solvent and t-BuOOH as an oxidant were found to be the best choice for this catalytic system. The catalytic efficiency was found as Nd–NiFe2O4 > Ce–NiFe2O4 > NiFe2O4. Further, the applied nanocatalysts could be easily renovated and exhibited high catalytic reactivity for 5 times of recycling experiments with long-time durability. A reasonable discussion of the mechanism reaction reinforced the action of these spinel catalysts.