4430-31-3

Usage

Uses

Used in Flavor and Fragrance Industry:
OCTAHYDROCOUMARIN is used as a flavoring agent for its characteristic pungent, fatty taste. It is particularly useful in the creation of artificial flavors for the food and beverage industry, where it can enhance the taste of various products.
OCTAHYDROCOUMARIN is also used as a fragrance ingredient for its sharp, fatty, fruity odor. It can be employed in the development of perfumes, colognes, and other scented products, contributing to their overall aroma profile.
Used in Pharmaceutical Industry:
OCTAHYDROCOUMARIN has potential applications in the pharmaceutical industry, where it can be utilized as an active ingredient or a component in the development of new drugs. Its unique chemical properties may allow it to interact with specific biological targets, potentially leading to the creation of novel therapeutic agents.
Used in Chemical Research:
Due to its distinctive chemical properties, OCTAHYDROCOUMARIN can be used as a research compound in various scientific studies. It may be employed in the investigation of chemical reactions, synthesis processes, and the development of new materials or compounds with specific properties.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion andskin contact. A skin irritant. When heated todecomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C9H14O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h7-8H,1-6H2

Upstream product

• 2568-20-9 2-(3-oxopropyl)cyclohexanone 
• 21197-34-2 3-(2-hydroxycyclohexyl)propanenitrile 
• 286-20-4 cyclohexane-1,2-epoxide 
• 140-88-5 ethyl acrylate 
• 19835-72-4 3-(2trans-Hydroxy-cyclohexyl)-propionsaeure 
• 4095-02-7 3-(2-oxocyclohexyl)propionic acid ethyl ester 
• 10424-93-8 N'-cyclohexylidene-N,N-dimethyl-hydrazine 
• 24844-28-8 trans-2-allyl-1-cyclohexanol 
• 53067-09-7 trans-2-(3-hydroxypropyl)-cyclohexanol 
• 19835-72-4 3-((1R,2R)-2-Hydroxy-cyclohexyl)-propionic acid 
• 4430-31-3 octahydrocoumarin 
• 65173-43-5 ethyl 3-(cyclohex-1-en-1-yl)propionate 
• 371113-36-9 2-(2-cyclohex-2-enylethyl)-1,3-dioxolane 
• 1521-51-3 rac-3-bromocyclohexene 

Downstream Products

• 60211-12-3 2-(3-hydroxypropyl)cyclohexan-1-ol 
• 69245-96-1 4-(cyclohex-1-en-1-yl)butan-2-one/4-cyclohexylidenebutan-2-one 
• 60416-25-3 3-(cyclohex-1-enyl)propionaldehyde 
• 16783-22-5 cis-octahydro-1H-inden-1-one 
• 4430-31-3 (+/-)-(4aR,8aR)-octahydro-2H-chromen-2-one 
• 19835-72-4 3-(2trans-Hydroxy-cyclohexyl)-propionsaeure 
• 121961-83-9 Sodium; (1S,6R)-6-hydroxymethyl-cyclohex-3-enecarboxylate 
• 4430-31-3 Octahydro-chromen-2-one 
• 19835-72-4 3-((1R,2R)-2-Hydroxy-cyclohexyl)-propionic acid 
• 135137-81-4 C₂₆H₃₆O₇ 
• 135137-84-7 C₂₆H₃₆O₇ 
• 89357-10-8 axial 2-(4-nitrophenoxy)-2-deuterio-trans-1-oxadecalin 
• 89357-10-8 2-(4-nitrophenoxy)-2-deuterio-trans-1-oxadecalin 
• 67157-40-8 axial 2-(4-nitrophenoxy)-trans-1-oxadecalin 

Relevant academic research and scientific papers

Photo-induced radical borylation of hemiacetals via C–C bond cleavage

In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process.

Ruthenium-Promoted Acceptorless and Oxidant-Free Lactone Synthesis in Aqueous Medium

Ruthenium-catalyzed formation of lactones from diols in aqueous medium has been demonstrated. 1,3,5-Triazaphosphaadamantane (PTA) included water-soluble ruthenium complexes [RuCl 2 (PPh 3)(2,6-Py-(CH 2 -PTA) 2 ]·2Br and [RuCl 2 (PPh 3) 2 (2-PyCH 2 PTA)]·Br in the presence of KOH were found to be efficient for the synthesis of lactones from diols. The reported synthetic protocol is green as it uses water as solvent, avoids the use of any hydrogen acceptor/oxidant, and produces hydrogen as the only side product. Mechanistic studies revealed that lactone formation involved aldehyde intermediate and followed dehydrogenative pathway.

Two Types of Cross-Coupling Reactions between Electron-Rich and Electron-Deficient Alkenes Assisted by Nucleophilic Addition Using an Organic Photoredox Catalyst

Two types of photoreactions between electronically differentiated donor and acceptor alkenes assisted by nucleophilic addition using an organic photoredox catalyst efficiently afforded 1:1 or 2:1 cross-coupling adducts. A variety of alkenes and alcohols were employed in the photoreaction. Control of the reaction pathway (i.e., the formation of the 1:1 or 2:1 adduct) was achieved by varying the concentration of the alcohol used. Detailed mechanistic studies suggested that the organic photoredox catalyst acts as an effective electron mediator to promote the formation of the cross-coupling adducts.

Bent bonds (τ) and the antiperiplanar hypothesis, and the reactivity at the anomeric center in pyranosides

The stereoselectivity of nucleophilic addition on oxocarbenium ions derived from the bicyclic pyranoside model with or without a C2-OR group can be understood through the use of the bent-bond and the antiperiplanar hypothesis in conjunction with the concept of hyperconjugation as an alternative interpretive model of structure and reactivity.

Hydrogenation of coumarin to octahydrocoumarin over a Ru/C catalyst

The production of octahydrocoumarin, which can serve as a replacement for toxic coumarin, was investigated using 5% Ru on active carbon (Ru/C) as the catalyst for the hydrogenation of coumarin. The hydrogenation was studied by optimizing the reaction conditions (pressure, solvent and coumarin concentration). The activity and selectivity of the Ru/C catalyst were compared for different solvents. The mechanism of coumarin hydrogenation was deduced. The formation of side products was explained. The optimal hydrogenation reaction conditions were: 130 °C, 10 MPa, 60 wt% coumarin in methanol, and 0.5 wt% (based on coumarin) of Ru/C catalyst. At the complete conversion of coumarin, the selectivity to the desired product was 90%.

Stereocontrolled synthesis of substituted bicyclic ethers through oxy-Favorskii rearrangement: Total synthesis of (±)-communiol e

The potential of the oxy-Favorskii rearrangement to form branched cis-fused bicyclic ethers was explored. Both tertiary and quaternary centers were constructed in highly stereospecific manners. Methanol and primary amines were effective nucleophiles for the rearrangement. The total synthesis of (±)-communiol E was achieved based on this method.

NHC-catalyzed ring expansion of oxacycloalkane-2-carboxaldehydes: A versatile synthesis of lactones

Imidazolinium-derived carbenes catalyze the ring-expansion lactonization of oxacycloalkane-2-carboxaldehydes. A variety of functionalized five-, six-, and seven-membered lactones can be formed efficiently under mild reaction conditions. The success of this new method for the construction of lactones is highly influenced by the electronic nature of the carbene catalyst.

Synthesis of γ- and δ-lactones from alkynols

The reaction of alkynyl phenyl selenides with p-toluene-sulfonic acid gives rise to a proton-induced ring-closure reaction affording γ- and δ-lactones. Georg Thieme Verlag Stuttgart.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.