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Usage

Uses

Used in Pharmaceutical Industry:
Octanophenone is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to serve as a key building block in the development of new pharmaceutical compounds, contributing to the advancement of medical treatments and therapies.
Used in Chemical Industry:
In the chemical industry, octanophenone can be utilized as a starting material for the production of various specialty chemicals, such as fragrances, dyes, and additives. Its aromatic structure and reactivity make it a valuable component in the synthesis of these compounds, enhancing their properties and performance.
Used in Cosmetics Industry:
Octanophenone may also find applications in the cosmetics industry, where it can be used as a fragrance ingredient or additive. Its pleasant aroma and compatibility with other ingredients make it a suitable candidate for inclusion in a wide range of cosmetic products, such as perfumes, lotions, and creams.
Used in Flavor Industry:
Due to its distinctive scent, octanophenone can be employed in the flavor industry as a component in the creation of various flavors for the food and beverage sector. Its ability to impart a unique taste and aroma to products makes it a valuable addition to the flavorist's toolbox.

Synthesis Reference(s)

Chemistry Letters, 10, p. 1193, 1981The Journal of Organic Chemistry, 64, p. 3544, 1999 DOI: 10.1021/jo982317bOrganic Syntheses, Coll. Vol. 6, p. 919, 1988

InChI:InChI=1/C14H20O/c1-2-3-4-5-9-12-14(15)13-10-7-6-8-11-13/h6-8,10-11H,2-5,9,12H2,1H3

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 628-71-7 1-Heptyne 
• 592-41-6 1-hexene 
• 28531-58-0 (2-oxo-2-phenylethyl)mercury chloride 
• 16538-85-5 phenylcyclooctane 
• 7287-06-1 1-phenyl-1-cyclooctanol 
• 75958-85-9 ((Z)-1-Fluoro-oct-1-enyl)-benzene 
• 123-38-6 propionaldehyde 
• 111-25-1 1-bromo-hexane 
• 93-91-4 1-phenylbutan-1,3-dione 
• 71478-41-6 (ethoxycarbonyl)octanoate 
• 106-32-1 octanoic acid ethyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 16967-02-5 1-phenyl-1-octyne 

Downstream Products

• 855752-80-6 (+/-)-5-hydroxy-5-phenyl-dodecane 
• 102240-54-0 isonicotinic acid-(1-phenyl-octylidenehydrazide) 
• 40237-51-2 2-dimethylaminomethyl-1-phenyl-octan-1-one 
• 2189-60-8 Octylbenzene 
• 77611-70-2 phenyl n-heptyl ketone oxime 
• 101115-26-8 1-(3-nitro-phenyl)-octan-1-one 
• 23514-80-9 3-hydroxy-3-phenyl-decanoic acid 
• 94763-03-8 7-Phenyl-n-tetradecanol-⁽⁷⁾ 
• 77611-70-2 1-Phenyl-octan-1-one oxime 
• 92500-72-6 1-Phenyl-octane-1,2-dione 2-oxime 
• 592-41-6 1-hexene 
• 95605-56-4 (1R,2R)-2-Butyl-1-phenyl-cyclobutanol 
• 95605-56-4 (1R,2S)-2-Butyl-1-phenyl-cyclobutanol 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

A new synthetic protocol for the direct preparation of organomanganese reagents; organomanganese tosylates and mesylates

A new synthetic route to organomanganese sulfonate reagents has been developed. These useful reagents can be readily prepared via direct oxidative addition of highly reactive manganese to carbon-oxygen bonds of the corresponding tosylates and mesylates under mild conditions.

KMnO4/guanidinium-based sulfonic acid: as an efficient Br?nsted acid organocatalyst for the selective oxidation of organic compounds

KMnO4/guanidinium-based sulfonic acid as a green organocatalytic oxidative system can be used effectively for the selective oxidation of organic compounds in n-hexane as a nonpolar and inert solvent at room temperature in good yields. The use of this approach is described for the oxidation of alkyl arenes, alcohols, and sulfides.

Highly selective aerobic oxidation of alkyl arenes and alcohols: Cobalt supported on natural hydroxyapatite nanocrystals

Cobalt was successfully immobilized on natural hydroxyapatite nanocrystals which were obtained from cow bones (Co-NHAp). The chemical, structural, and electronic properties of this nanobiocatalyst were investigated using flame atomic absorption spectroscopy (FAAS), Fourier transform infrared (FT-IR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and energy dispersive spectroscopy (EDS) analysis. Natural hydroxyapatite (NHAp) as the support enhanced both catalytic activity and selectivity in the liquid phase aerobic oxidation of alkyl arenes and alcohols to their corresponding carbonyl compounds. The use of air as an inexpensive oxidant, the recyclability of the Co-NHAp nanobiocatalyst without significant decrease in its catalytic activity and easy workup are some advantages of this work.

Natural hydroxyapatite supported cobalt tetrasulfophthalocyanine: A green, renewable and biomaterial-based heterogeneous catalyst for selective aerobic oxidation of alkyl arenes and alcohols

Natural hydroxyapatite supported cobalt tetrasulfophthalocyanine (CoTSPc-NHAp) as a green, renewable and biomaterial-based heterogeneous catalyst that mediates oxidation of various secondary benzylic C-H bonds, secondary benzylic and primary and secondary aliphatic alcohols to their corresponding aldehydes and ketones in high yields and selectivity without any additional oxidizing reagent is reported. The structure of the synthesized catalyst was characterized by inductively coupled plasma-optical emission spectrometry (ICP-OES), Fourier transform infrared (FT-IR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and the energy dispersive spectroscopy (EDS) analysis.

TiCl4-catalyzed indirect anti-Markovnikov hydration of alkynes: Application to the synthesis of benzo[b]furans

(Chemical Equation Presented) An efficient methodology for the indirect anti-Markovnikov hydration of unsymmetrically substituted terminal and internal alkynes is based on TiCl4-catalyzed hydroamination reactions. Its application to ortho-alkynylhaloarenes, followed by a copper-catalyzed O-arylation, provides flexible access to substituted benzo[b]furans.

Natural hydroxyapatite-supported MnO2: a green heterogeneous catalyst for selective aerobic oxidation of alkylarenes and alcohols

Natural hydroxyapatite-supported MnO2 (MnO2@NHAp) was easily prepared in situ from reduction of potassium permanganate with natural hydroxyapatite derived from cow bones in water at room temperature, and its structure was characterized using flame atomic absorption spectroscopy, X-ray diffraction, thermogravimetric analysis, scanning electron microscopy and energy dispersive spectroscopy. The catalytic activity of the synthesized catalyst was investigated for the aerobic oxidation of alkylarenes and alcohols. MnO2@NHAp shows excellent catalytic performance for the oxidation of alkylarenes and alcohols to their corresponding carbonyl compounds without using any other oxidizing agent. This catalyst can be readily recycled and reused for several runs without any significant loss of efficiency. Copyright

Nickel-Catalyzed Reductive Acylation of Carboxylic Acids with Alkyl Halides and N-Hydroxyphthalimide Esters Enabled by Electrochemical Process

A sustainable Ni-catalyzed reductive acylation reaction of carboxylic acids via an electrochemical pathway is presented, affording a variety of ketones as major products. The reaction proceeds at ambient temperature using unactivated alkyl halides and N-hydroxyphthalimide (NHP) esters as coupling partners, which exhibits several synthetic advantages, including mild conditions and convenience of amplification (58% yield for 6 mmol scale reaction). (Figure presented.).

Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure

Multi N-heterocyclic carbene(NHC)-modified iridium catalysts were employed in the β-alkylation of alcohols; dimerization of primary alcohols (Guerbet reaction), cross-coupling of secondary and primary alcohols, and intramolecular cyclization of alcohols. Mechanistic studies of Guerbet reaction, including kinetic experiments, mass analysis, and density functional theory (DFT) calculation, were employed to explain the fast reaction promoted by bimetallic catalysts, and the dramatic reactivity increase of monometallic catalysts at the late stage of the reaction. (Figure presented.).

METHOD FOR CONVERTING HYDROXYL GROUP OF ALCOHOL

The present invention relates to: a method for converting a hydroxyl group of an alcohol; and a catalyst which makes the method possible. A method for converting a hydroxyl group of an alcohol according to the present invention is characterized by producing a compound represented by CH(R1)(R2)Nu (wherein R1, R2 and Nu are as defined below) by reacting an alcohol represented by CH(R1)(R2)OH (wherein each of R1 and R2 represents a hydrogen atom, an optionally substituted alkyl group, or the like) and a compound having an active proton, which is represented by H-Nu (wherein Nu represents a group represented by —CHX1-EWG1 or —NR3R4; X1 represents a hydrogen atom or the like; EWG1 represents an electron-withdrawing group; and each of R3 and R4 represents a hydrogen atom, an optionally substituted alkyl group, or the like), with each other in the presence of a complex of a group 7-11 metal of the periodic table and at least one solid base that is selected from the group consisting of layered double hydroxides, composite oxides and calcium hydroxide.

Metal- And additive-free C-H oxygenation of alkylarenes by visible-light photoredox catalysis

A metal- and additive-free methodology for the highly selective, photocatalyzed C-H oxygenation of alkylarenes under air to the corresponding carbonyls is presented. The process is catalyzed by an imide-acridinium that forms an extremely strong photooxidant upon visible light irradiation, which is able to activate inert alkylarenes such as toluene. Hence, this is an easy to perform, sustainable and environmentally friendly oxidation that provides valuable carbonyls from abundant, readily available compounds.