3724-54-7

Usage

Uses

Used in Perfumery and Fragrance Industry:
Methyl cyclooctanecarboxylate is used as a fragrance additive for its sweet, floral scent in perfumes, candles, and air fresheners.
Used in Food and Beverage Industry:
Methyl cyclooctanecarboxylate is used as a flavoring agent in the production of candies, baked goods, and beverages, enhancing their taste and aroma.
Used in Pharmaceutical Industry:
methyl cyclooctanecarboxylate is utilized in the synthesis of pharmaceuticals and other organic compounds, contributing to the development of new medications and healthcare products.
Safety Precautions:
Methyl cyclooctanecarboxylate should be handled and stored with proper safety measures, as exposure to high concentrations can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C10H18O2/c1-12-10(11)9-7-5-3-2-4-6-8-9/h9H,2-8H2,1H3

Upstream product

• 931-88-4 cis-Cyclooctene 
• 292-64-8 Cyclooctan 
• 64-19-7 acetic acid 
• 67-56-1 methanol 
• 696-71-9 cyclooctanol 
• 201230-82-2 carbon monoxide 
• 124-38-9 carbon dioxide 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 64-18-6 formic acid 
• 931-88-4 1,2-cyclooctene 
• 6688-11-5 cyclooctylcarboxaldehyde 
• 90646-99-4 4-Hydroxy-cyclooctancarbonsaeure 
• 4103-10-0 (Z)-cyclooct-4-enecarboxylic acid 

Downstream Products

• 14151-79-2 Bis-(4-methoxy-phenyl)-cyclooctyliden-methan 
• 14151-80-5 Bis-(4-acetoxy-phenyl)-cyclooctyliden-methan 
• 95002-06-5 Bis-(4-hydroxy-phenyl)-cyclooctyliden-methan 
• 3637-63-6 cyclooctylmethanol 

Relevant academic research and scientific papers

Enantioselective Intermolecular C-H Amination Directed by a Chiral Cation

The enantioselective amination of C(sp3)-H bonds is a powerful synthetic transformation yet highly challenging to achieve in an intermolecular sense. We have developed a family of anionic variants of the best-in-class catalyst for Rh-catalyzed C-H amination, Rh2(esp)2, with which we have associated chiral cations derived from quaternized cinchona alkaloids. These ion-paired catalysts enable high levels of enantioselectivity to be achieved in the benzylic C-H amination of substrates bearing pendant hydroxyl groups. Additionally, the quinoline of the chiral cation appears to engage in axial ligation to the rhodium complex, providing improved yields of product versus Rh2(esp)2 and highlighting the dual role that the cation is playing. These results underline the potential of using chiral cations to control enantioselectivity in challenging transition-metal-catalyzed transformations.

Ruthenium complex immobilized on supported ionic-liquid-phase (SILP) for alkoxycarbonylation of olefins with CO2

In this study, the heterogeneously catalyzed alkoxycarbonylation of olefins with CO2based on a supported ionic-liquid-phase (SILP) strategy is reported for the first time. An [Ru]@SILP catalyst was accessed by immobilization of ruthenium complex on a SILP, wherein imidazolium chloride was chemically integrated at the surface or in the channels of the silica gel support. An active Ru site was generated through reacting Ru3(CO)12with the decorated imidazolium chloride in a proper microenvironment. Different IL films, by varying the functionality of the side chain at the imidazolium cation, were found to strongly affect the porosity, active Ru sites, and CO2adsorption capacity of [Ru]@SILP, thereby considerably influencing its catalytic performance. The optimized [Ru]@SILP-A-2 displayed enhanced catalytic performance and prominent substrate selectivity compared to an independent homogeneous system under identical conditions. These findings provide the basis for a novel design concept for achieving both efficient and stable catalysts in the coupling of CO2with olefins.

Development of efficient palladium catalysts for alkoxycarbonylation of alkenes

Herein, we report a general and efficient Pd-catalysed alkoxycarbonylation of sterically hindered and demanding olefins including a variety of tri-, tetra-substituted and 1,1-disubstituted alkenes. In the presence of 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane L3 or 1,4-bis(tert-butyl(pyridin-2-yl)phosphanyl)butane L4 the desired esters are obtained in good yields and selectivities. Similar transformation is obtained using tertiary ether as showcased in the carbonylation of MTBE to the corresponding linear ester in high yield and selectivity.

Alkoxycarbonylation of olefins with carbon dioxide by a reusable heterobimetallic ruthenium-cobalt catalytic system

The heterobimetallic ruthenium-cobalt catalytic system exhibited good catalytic performance and reusability in the reductive alkoxycarbonylation of olefins with carbon dioxide. Compared to the previous system only consisting of ruthenium catalyst, the binary catalyst system effectively reduced the usage of noble metal and ionic liquid additives. The respective contribution of ruthenium and cobalt catalysts in this multiple-step catalytic process was investigated by a series of condition-controlled experiments. The evolution of the ruthenium catalyst and the occurrence of alkene hydrogenation during the reaction was explained by theortical calculations.

Palladium-catalyzed selective generation of CO from formic acid for carbonylation of alkenes

A general and selective palladium-catalyzed alkoxycarbonylation of all kinds of alkenes with formic acid (HCOOH, FA) is described. Terminal, di-, tri-, and tetra-substituted including functionalized olefins are converted into linear esters with high yields and regioselectivity. Key-to-success is the use of specific palladium catalysts containing ligands with built-in base, e.g., L5. Comparison experiments demonstrate that the active catalyst system not only facilitates isomerization and carbonylation of alkenes but also promotes the selective decomposition of HCOOH to CO under mild conditions.

Benzene-based diphosphine ligands for alkoxycarbonylation

The invention relates to benzene-based diphosphine ligands for alkoxycarbonylation. Specifically, the invention relates to compounds of formula (I), where m and n are each independently 0 or 1; R1, R2, R3, R4 are each independently selected from -(C1-C12)-alkyl, -(C3-C12)-cycloalkyl, -(C3-C12)-heterocycloalkyl, -(C6-C20)-aryl, -(C3-C20)-heteroaryl; at least one of the R1, R2, R3, R4 radicals is a -(C3-C20)-heteroaryl radical; and to the use thereof as ligands in alkoxycarbonylation.

Palladium-Catalyzed Carbonylation of sec- and tert-Alcohols

A general palladium-catalyzed synthesis of linear esters directly from sec- and tert-alcohols is described. Compared to the classic Koch–Haaf reaction, which leads to branched products, this new transformation gives the corresponding linear esters in high yields and selectivity. Key for this protocol is the use of an advanced palladium catalyst system with L2 (pytbpx) as the ligand. A variety of aliphatic and benzylic alcohols can be directly used and the catalyst efficiency for the benchmark reaction is outstanding (turnover number up to 89 000).

APOPTOSIS-INDUCED AGENTS FOR THE TREATMENT OF CANCER AND IMMUNE AND AUTOIMMUNE DISEASES

Disclosed are compounds which inhibit the activity of anti-apoptotic Bcl-xL proteins, compositions containing the compounds and methods of treating diseases during which is expressed anti-apoptotic Bcl-xL protein.

Selective oxidation of cycloalkanes over iron-substituted hexagonal mesoporous aluminophosphate molecular sieves

Iron-substituted hexagonal mesoposours aluminiphosphate (FeHMA) molecular sieves oxidize cycloalkanes into cycloalkanols and cycloalkanones with excellent yield in the presence of molecular oxygen or air under mild reaction conditions. The catalyst showed

HYDROFORMYLATION OF OLEFINS WITH PARAFORMALDEHYDE CATALYZED BY RHODIUM COMPLEXES

The addition of formaldehyde to olefins is efficiently catalyzed by RhH2(O2COH)2 and gives the corresponding aldehydes in neutral solution.