6688-11-5

Basic information

• Product Name: Cyclooctanecarbaldehyde
• Synonyms: CYCLOOCTANECARBALDEHYDE;CYCLOOCTANECARBOXALDEHYDE;RARECHEM AK ML 0064;Formylcyclooctane.;Cyclooctane-1-carbaldehyde;Ai3-39192;Einecs 229-732-0;CYCLOOCTANECARBALDEHYDE HYDRATE
• CAS NO: 6688-11-5
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.22
• EINECS: 229-732-0
• Mol File: 6688-11-5.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 199-200°C
• Flash Point: 67.2 °C
• Appearance: /
• Density: 0.9271
• Vapor Pressure: 0.227mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: Cyclooctanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclooctanecarbaldehyde(6688-11-5)
• EPA Substance Registry System: Cyclooctanecarbaldehyde(6688-11-5)

Safety Data

• Hazard Codes: Xn
• Statements: 10-36/37/38-36-22
• Safety Statements: 16-26-36
• RIDADR: 1989
• Hazardous Substances Data: 6688-11-5(Hazardous Substances Data)

Usage

General Description

Cyclooctanecarbaldehyde, also known as cyclooctane-1-carbaldehyde, is a chemical compound with the molecular formula C8H14O. It is a colorless liquid with a strong, unpleasant odor and is insoluble in water. Cyclooctanecarbaldehyde is commonly used in the production of fragrances, flavors, and pharmaceuticals. It is also utilized as a precursor in the synthesis of various organic compounds and as a reagent in organic chemistry. Despite its potential uses, cyclooctanecarbaldehyde is considered to be hazardous, as it can cause irritation to the skin, eyes, and respiratory system upon exposure. It is important to handle and store this chemical with care and follow proper safety protocols to prevent potential health risks.

InChI:InChI=1/C9H16O/c10-8-9-6-4-2-1-3-5-7-9/h8-9H,1-7H2

Upstream product

• 931-88-4 cis-Cyclooctene 
• 201230-82-2 carbon monoxide 
• 931-88-4 1,2-cyclooctene 
• 1556-09-8 cyclooctyl bromide 
• 122-51-0 orthoformic acid triethyl ester 
• 64-18-6 formic acid 
• 67-56-1 methanol 
• 292-64-8 Cyclooctan 
• 502-49-8 cycloactanone 
• 68-12-2 N,N-dimethyl-formamide 
• 50-00-0 formaldehyd 
• 3637-63-6 cyclooctylmethanol 
• 73039-86-8 2-Carbomethoxy-1-oxaspiro<2,7>decane 
• 1633-64-3 (Z)-2-chlorocyclooct-1-ene-1-carbaldehyde 

Downstream Products

• 336105-96-5 [(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-cyclooctyl-methyl]-(4-fluoro-benzyl)-amine 
• 3637-63-6 cyclooctylmethanol 
• 109277-59-0 1-(1-Cyclooctyl-indan-2-yl)-ethanone 
• 1291103-71-3 N-(1-cyclooctyl-2-propynyl)-N-methylaniline 
• 1291103-57-5 1-cyclooctyl-2-propynyl pentafluorobenzoate 
• 674475-59-3 8-cyclooctylmethyl-1-(4-fluorophenyl)-(R)-3-oxinarylmethyl-1,3,8-triazaspiro[4.5]decan-4-one 
• 512177-16-1 4-acetyl-5-cyclooctyl-3-hydroxy-1-(4-methylphenyl)-1,5-dihydro-2H-pyrrol-2-one 
• 931-88-4 1,2-cyclooctene 
• 3724-54-7 methyl cyclooctanecarboxylate 
• 217461-40-0 1-[(3R,4R)-1-cyclooctylmethyl-3-hydroxymethyl-4-piperidyl]-3-ethyl-1,3-dihydro-2H-benzimidazol-2-one 
• 69294-33-3 4-[(cyclooctylmethyl)amino]benzoic acid 
• 674477-21-5 8-cyclooctylmethyl-1-(4-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one 
• 57230-13-4 cyclooctylethanolamine 
• 125335-08-2 1-phenylthiocyclo-octylmethanol 

Relevant articles and documents

Kinetics of cyclooctene hydroformylation for continuous homogeneous catalysis

The kinetics of Rh-catalysed cyclooctene hydroformylation were investigated, based on the mechanism described for a single tris(2,4-di-tert- butylphenyl)phosphite ligand coordinated to a rhodium center. The rate limiting step was found to be the coordination of cyclooctene to the metal center as suggested in literature. Parameters of the corresponding rate equation were estimated by nonlinear regression. Experimental data obtained from semi-batch reactions were compared with model predictions and shown to be in good agreement. A continuous jet-loop reactor with coupled nanofiltration was designed and the kinetics were validated. The Royal Society of Chemistry.

Methylene C(sp3)-H β,β′-Diarylation of Cyclohexanecarbaldehydes Promoted by a Transient Directing Group and Pyridone Ligand

A hindered β-amino amide transient directing group effects di-trans-arylation of cyclohexanecarbaldehydes. The amide N-substituents are shown to affect yield and can enhance the rate of arylation compared with the α-amino acid. Addition of a pyridone ligand further enhanced reactivity. The reaction is successful for a range of aryl iodides, and various substituted cyclohexane carboxaldehydes, providing functionalized products from simple feedstocks. A mechanism is proposed evoking a transient enamine.

Boosting the hydrolytic stability of phosphite ligand in hydroformylation by the construction of superhydrophobic porous framework

The development of a catalyst that delivers high activities and selectivities with excellent durability is of great importance. Numerous efficient catalysts suffer from the inherent hydrolysis liabilities, plaguing their practical applications. Herein, we show that this challenge can be tackled by constructing them into superhydrophobic porous frameworks, as exemplified by a water-sensitive phosphite ligand, tris(2-tert-butylphenyl) phosphite. The efficiency and long-term stability of the developed system are remarkably high in the hydroformylation of internal olefins after metalation with Rh species, superior to the corresponding homogeneous analogues. The significantly boosted hydrolytic stability allows for catalytic transformations using water as a green solvent, which not only facilitates the isolation of the products, but also furnishes the aldehydes with higher regioselectivities for the desired linear form in comparison with that operated under benchmark conditions using toluene as a reaction medium. Given these promising results, we anticipate the strategy advanced herein will form the basis for constructive perspectives in the enhancement of the water resistance of catalysts and the development of high performance hydroformylation catalysts.