772-60-1

Usage

Uses

Used in Fragrance Industry:
Cyclooctyl acetate is used as a fragrance ingredient for its sweet, fruity scent, contributing to the overall aroma profile of perfumes, soaps, and cosmetics. Its low volatility ensures that the scent is long-lasting and stable.
Used in Flavor Industry:
In the food and beverage sector, cyclooctyl acetate is used as a flavoring agent to impart a pleasant, fruity taste to various products. Its good stability ensures that the flavor remains consistent throughout the product's shelf life.
Used in Consumer Products:
Cyclooctyl acetate is also utilized in a range of consumer products due to its desirable properties. Its low volatility and good stability make it an ideal component for products that require a consistent scent or flavor over time. Additionally, it is considered safe for use in these applications when used in accordance with regulatory guidelines, ensuring consumer safety and product quality.

InChI:InChI=1/C10H18O2/c1-9(11)12-10-7-5-3-2-4-6-8-10/h10H,2-8H2,1H3

Upstream product

• 931-88-4 cis-Cyclooctene 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 108-05-4 vinyl acetate 
• 931-88-4 1,2-cyclooctene 
• 292-64-8 Cyclooctan 
• 19169-99-4 (4-nitrophenyl)-λ3-iodanediyl diacetate 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 696-71-9 cyclooctanol 
• 79-21-0 peracetic acid 
• 477773-51-6 cyclooctatetraene 
• 141-78-6 ethyl acetate 
• 21370-66-1 trans-bicyclo<5.1.0>octane 
• 16526-90-2 cis-bicyclo<5.1.0>octane 

Downstream Products

• 3710-30-3 1,7-Octadiene 
• 42463-67-2 Cyclooctyl-phenylacetat 
• 29277-01-8 Propionic acid cyclooctyl ester 
• 91165-04-7 cyclo-octyl isobutyrate 
• 696-71-9 cyclooctanol 
• 56691-54-4 Cyclooctyl-acetacetat 
• 931-88-4 cis-Cyclooctene 

Relevant academic research and scientific papers

Activation and Functionalisation of the C-H Bonds of Methane and Higher Alkanes by a Silica-supported Tantalum Hydride Complex

Silica-supported tantalum hydride activates at low temperature the C-H and the C-D bonds of cyclooctane and CD4, respectively, to form the corresponding cyclooctyl and perdeuteriomethyl-tantalum surface complexes; these complexes are transformed under molecular oxygen into the corresponding tantalum-alkoxy derivatives which with acetic acid give rise to the corresponding alkylacetates.

Gold-Catalyzed Direct C(sp3)?H Acetoxylation of Saturated Hydrocarbons

In this communication we report our studies towards the development of a gold-catalyzed direct acetoxylation of C(sp3)?H bonds. We achieve this through the use of the hypervalent iodine reagent PhI(OAc)2 in combination with a simple gold salt (HAuBr4) as the catalyst. Through a comparison of the reactivities of cyclooctane and adamantane we judge the reaction to proceed via hydride transfer. This is further substantiated through computational studies of the relative energies for the anions, radicals and cations derived from C?H bond cleavage of cyclooctane and adamantane relevant to the C?H cleaving step.

Selective biocatalytic hydroxylation of unactivated methylene C-H bonds in cyclic alkyl substrates

The cytochrome P450 monooxygenase CYP101B1 from Novosphingobium aromaticivorans selectively hydroxylated methylene C-H bonds in cycloalkyl rings. Cycloketones and cycloalkyl esters containing C6, C8, C10 and C12 rings were oxidised with high selectively on the opposite side of the ring to the carbonyl substituent. Cyclodecanone was oxidised to oxabicycloundecanol derivatives in equilibrium with the hydroxycyclodecanones.

Fine Control over Site and Substrate Selectivity in Hydrogen Atom Transfer-Based Functionalization of Aliphatic C-H Bonds

The selective functionalization of unactivated aliphatic C-H bonds over intrinsically more reactive ones represents an ongoing challenge of synthetic chemistry. Here we show that in hydrogen atom transfer (HAT) from the aliphatic C-H bonds of alkane, ether, alcohol, amide, and amine substrates to the cumyloxyl radical (CumO?) fine control over site and substrate selectivity is achieved by means of acid-base interactions. Protonation of the amines and metal ion binding to amines and amides strongly deactivates the C-H bonds of these substrates toward HAT to CumO?, providing a powerful method for selective functionalization of unactivated or intrinsically less reactive C-H bonds. With 5-amino-1-pentanol, site-selectivity has been drastically changed through protonation of the strongly activating NH2 group, with HAT that shifts to the C-H bonds that are adjacent to the OH group. In the intermolecular selectivity studies, trifluoroacetic acid, Mg(ClO4)2, and LiClO4 have been employed in a orthogonal fashion for selective functionalization of alkane, ether, alcohol, and amide (or amine) substrates in the presence of an amine (or amide) one. Ca(ClO4)2, that promotes deactivation of amines and amides by Ca2+ binding, offers, moreover, the opportunity to selectively functionalize the C-H bonds of alkane, ether, and alcohol substrates in the presence of both amines and amides.

Sulfonic acid-functionalized periodic mesoporous organosilicas in esterification and selective acylation reactions

The application of sulfonic acid-functionalized periodic mesoporous organosilicas (PMOs) having either phenyl (1a) or ethyl (1b) bridging groups was investigated in the esterification of a variety of alcohols and fatty acids. It was found that 1b consistently exhibited higher catalytic performance than 1a in the described reaction. In particular, it was proposed that the superior catalytic activity of 1b in esterification of fatty acids with methanol is a result of adequate hydrophobic-hydrophilic surface balance in the ethyl PMO catalyst. In addition, the study of chemoselective acylation of 1,3-butanediol with dodecanoic acid with varied mesoporous silica-supported solid sulfonic acids including both 1a and 1b implies that there is a compromise between the reaction selectivity and the surface physicochemical properties of the employed catalyst. Our results clearly show that the catalyst having high surface hydrophilic nature gives high selectivity toward the formation of mono-acylated products whereas those with relatively high hydrophobic characteristics showed enhanced selectivity toward the formation of di-acylated products.

Synthesis of sulfonic acid containing ionic-liquid-based periodic mesoporous organosilica and study of its catalytic performance in the esterification of carboxylic acids

A new sulfonic acid containing ionic-liquid-based periodic mesoporous organosilica (PMO-IL-SO3H) material was prepared and its catalytic application was investigated in the esterification of carboxylic acids with alcohols. The PMO-IL-SO3H nanocatalyst was first characterized with diffuse reflectance infrared Fourier transform (DRIFT) spectroscopy, transmission electron microscopy (TEM), thermogravimetric analysis (TGA), and nitrogen sorption analysis. Then, the catalytic performance of this material was studied in the esterification of carboxylic acids with short- and long-chain aliphatic alcohols, cyclic alcohols, and benzylic alcohols under solvent-free conditions. The results showed that the catalyst has superior activity for the conversion of several alcohols to afford the corresponding ester products in excellent yields and high purity. Moreover, the catalyst could be recovered and reused several times without a significant decrease in activity and product selectivity. Copyright

Direct dehydrative esterification of alcohols and carboxylic acids with a macroporous polymeric acid catalyst

A macroporous polymeric acid catalyst was prepared for the direct esterification of carboxylic acids and alcohols that proceeded at 50-80 C without removal of water to give the corresponding esters with high yield. Flow esterification for the synthesis of biodiesel fuel was also achieved by using a column-packed macroporous acid catalyst under mild conditions without removal of water.

Hydroacetoxylation of olefins with acetic acid genetated in situ from vinyl acetate in the presence of ruthenium complexes

Ruthenium complexes catalyze the decomposition of vinyl acetate releasing the acetic acid and its subsequent addition to linear and cyclic olefins.

Dual behavior of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions

The dual behavior phenomenon of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions (SFRCs) is described; the governing factor is the stability of the carbonium ion generated from the alcohol; high concentration reaction conditions (HCRCs) or dilute solutions are much less suitable. In the case of benzylic alcohols, loss of optical activity was noted, whereas alkyl alcohols furnished a product with retention of stereochemistry.

Selective oxidation of alkanes with molecular oxygen and acetaldehyde in compressed (supercritical) carbon dioxide as reaction medium

The oxidation of cycloalkanes or alkylarenes with molecular oxygen and acetaldehyde as sacrificial co-reductant occurs efficiently in compressed (supercritical) carbon dioxide (scCO2) under mild multiphase conditions. No catalyst is required and high-pressure ATR-FTIR online measurements show that a radical reaction pathway is heterogeneously initiated by the stainless steel of the reactor walls. For secondary carbon atoms, high ketone to alcohol ratios are observed (3.5-7.9), most probably due to fast consecutive oxidation of alcoholic intermediates. Since C - C scission reactions are detected only to a very small extent, tertiary carbon atoms are transformed into the corresponding alcohols with high selectivity. Detailed analysis of the product distributions and other mechanistic evidence suggest that acetaldehyde acts not only as the sacrificial oxygen acceptor, but also as an efficient H-atom donor for peroxo and oxo radicals and as a crucial reductant for hydroperoxo intermediates. In comparison to other inert gases such as compressed N, or Ar, the use of carbon dioxide was shown to increase the yields of alkane oxygenates under identical reaction conditions.