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

Description

(1R,2R)-Cyclooctane-1,2-diol is a cyclic diol with the molecular formula C8H16O2, featuring two hydroxyl groups (OH) attached to a cyclooctane ring. As a chiral compound, it exhibits two non-superimposable mirror image forms, known as enantiomers. Its unique structure and chiral nature render it a valuable component in organic synthesis.

Uses

Used in Pharmaceutical Synthesis:
(1R,2R)-Cyclooctane-1,2-diol is utilized as a chiral building block for the synthesis of pharmaceuticals, contributing to the production of enantiopure compounds that are essential for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Agrochemical Production:
In the agrochemical industry, (1R,2R)-Cyclooctane-1,2-diol serves as a chiral building block, aiding in the synthesis of enantiomerically pure agrochemicals to enhance their efficacy and reduce environmental impact.
Used in Fine Chemicals Synthesis:
(1R,2R)-Cyclooctane-1,2-diol is employed as a chiral building block in the synthesis of various fine chemicals, leveraging its unique structure to create high-quality specialty products.
Used as a Chiral Resolving Agent:
(1R,2R)-Cyclooctane-1,2-diol has potential applications as a chiral resolving agent, playing a crucial role in the separation of enantiomers, which is vital for the development of pure enantiomer compounds in various industries.
Used in the Development of Chiral Catalysts:
As a precursor, (1R,2R)-Cyclooctane-1,2-diol contributes to the development of new chiral catalysts for asymmetric synthesis reactions, facilitating the creation of enantiomerically pure products with high selectivity and efficiency.

Upstream product

• 931-88-4 cis-Cyclooctene 
• 931-88-4 1,2-cyclooctene 
• 292-64-8 Cyclooctan 
• 75-91-2 tert.-butylhydroperoxide 
• 80937-33-3 oxygen 
• 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 
• 117468-07-2 rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol 
• 42565-22-0 trans-1,2-cyclooctanediol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 

Downstream Products

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

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.

A stand-alone cobalt bis(dicarbollide) photoredox catalyst epoxidates alkenes in water at extremely low catalyst load

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Double end-on azido derivative of a tridentate (NNO) Schiff base dimeric copper(II) complex: synthesis, X-ray structure, magnetic property and catalytic effectiveness

A dimeric copper(II) complex, bis{(2-[1-(aminoethylimino)ethyl]-phenoxo}-di-μ1,1-azido-dicopper(II), [Cu2(L)2(μ2-1,1-N3)2] (1) [L = 2-[1-(aminoethylimino)ethyl]-phenoxo ion], has been isolated using a self-assembly reaction using a 1:1:1 molar ratio of Cu(NO3)2·3H2O, HL and NaN3 in methanol at room temperature and characterized through X-ray diffraction analysis and spectroscopic studies. X-ray structural analysis reveals that 1 consists of two distinct dinuclear molecular units, where each copper(II) center in the individual dinuclear unit adopts a distorted square pyramidal geometry with a CuN4O chromophore ligated through a tridentate (NNO) Schiff base and two N atoms of two different bridging azides in μ1,1-mode. Two Cu(II) centers are linked through double μ2-1,1-N3 bridges to form the dinuclear unit [Cu2(L)2(μ2-1,1-N3)2]. In the crystalline state, the dinuclear units in 1 are associated through weak intermolecular N-H?O hydrogen bonds to afford a 2-D sheet structure viewed along the crystallographic a-axis. The small magnitude of the antiferromagnetic interaction (J = –0.45 cm?1) is a result of the long Cu···Cu separation (3.205(2) ?). The catalytic efficacy of 1 was studied in a series of solvents for the epoxidation of alkenes using tert-butyl-hydroperoxide (TBHP) as an efficient oxidant under mild conditions.