3457-45-2

Usage

Uses

Used in Fragrance and Flavor Industry:
4-Acetylbenzaldehyde is used as a key ingredient in the production of fragrances and flavors, capitalizing on its characteristic almond-like scent and taste to enhance the sensory experience of various consumer products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-Acetylbenzaldehyde is utilized as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving existing ones.
Used in Agricultural Chemical Industry:
4-Acetylbenzaldehyde also finds application in the manufacturing of agricultural chemicals, where it plays a role in the creation of products that support crop protection and enhancement of agricultural yields.
Used as an Intermediate in Organic Synthesis:
Beyond its direct applications, 4-Acetylbenzaldehyde is a crucial intermediate in the synthesis of other organic compounds, facilitating the production of a wide range of chemical products across different industries.

InChI:InChI=1/C9H8O2/c1-7(11)9-4-2-8(6-10)3-5-9/h2-6H,1H3

Upstream product

• 99-87-6 4-methylisopropylbenzene 
• 31076-84-3 4-acetylbenzoyl chloride 
• 201230-82-2 carbon monoxide 
• 350-47-0 1-(4-acetylphenyl)diazonium tetrafluoroborate 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 7398-52-9 4-acetyl-phenylacetic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 10537-63-0 1-(4-vinylphenyl)ethanone 
• 336620-03-2 4-formyl-N-methoxy-N-methylbenzamide 
• 75-16-1 methylmagnesium bromide 
• 80463-22-5 4-(1-hydroxyethyl)benzyl alcohol 
• 13329-40-3 4-Iodoacetophenone 
• 124-38-9 carbon dioxide 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 138785-92-9 3-(4-Acetylphenyl)-3-hydroxy-2,2-dimethylpropannitril 
• 80463-23-6 4-(1,3-dioxolan-2-yl)acetophenone 
• 94705-09-6 (4-acetylphenyl)(phenyl)methanol 
• 10537-63-0 1-(4-vinylphenyl)ethanone 
• 1068184-16-6 C₂₄H₂₂O₄ 
• 166518-43-0 1-<4-(Dimethoxymethyl)phenyl>ethanone 

Relevant academic research and scientific papers

Simultaneous functional group manipulation in the Meerwein-Ponndorf- Verley reduction process catalyzed by bidentate aluminum reagent

Simultaneous reduction/oxidation sequence of hydroxy carbonyl substrates through Meerwein-Ponndorf-Verley reduction can be facilitated in the presence of bidentate aluminum catalyst, (2,7-dimethyl-1,8- biphenylenedioxy)bis(dimethylaluminum). This new appr

Catalytic Aerobic Oxidation of Alkenes with Ferric Boroperoxo Porphyrin Complex; Reduction of Oxygen by Iron Porphyrin

We herein describe the development of a mild and selective catalytic aerobic oxidation process of olefins. This catalytic aerobic oxidation reaction was designed based on experimental and spectroscopic evidence assessing the reduction of atmospheric oxygen using a ferric porphyrin complex and pinacolborane to form a ferric boroperoxo porphyrin complex as an oxidizing species. The ferric boroperoxo porphyrin complex can be utilized as an in-situ generated intermediate in the catalytic aerobic oxidation of alkenes under ambient conditions to form oxidation products that differ from those obtained using previously reported ferric porphyrin catalysis. Moreover, the mild reaction conditions allow chemoselective oxidation to be achieved.

Iron(III) Nitrate/TEMPO-Catalyzed Aerobic Alcohol Oxidation: Distinguishing between Serial versus Integrated Redox Cooperativity

Aerobic alcohol oxidations catalyzed by transition metal salts and aminoxyls are prominent examples of cooperative catalysis. Cu/aminoxyl catalysts have been studied previously and feature "integrated cooperativity", in which CuII and the aminoxyl participate together to mediate alcohol oxidation. Here we investigate a complementary Fe/aminoxyl catalyst system and provide evidence for "serial cooperativity", involving a redox cascade wherein the alcohol is oxidized by an in situ-generated oxoammonium species, which is directly detected in the catalytic reaction mixture by cyclic step chronoamperometry. The mechanistic difference between the Cu- and Fe-based catalysts arises from the use iron(III) nitrate, which initiates a NOx-based redox cycle for oxidation of aminoxyl/hydroxylamine to oxoammonium. The different mechanisms for the Cu- and Fe-based catalyst systems are manifested in different alcohol oxidation chemoselectivity and functional group compatibility.

Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation

A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.

Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source

An efficient protocol for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co2(CO)8 and triethylsilane has been developed. The mild reaction conditions, enhanced chemoselectivity and, easy access to heterocyclic and vinyl carboxaldehydes highlights its importance in organic synthesis.

A Magnetically Recyclable Palladium-Catalyzed Formylation of Aryl Iodides with Formic Acid as CO Source: A Practical Access to Aromatic Aldehydes

A magnetically recyclable palladium-catalyzed formylation of aryl iodides under CO gas-free conditions has been developed by using a bidentate phosphine ligand-modified magnetic nanoparticles-anchored- palladium(II) complex [2P-Fe 3O 4@SiO 2-Pd(OAc) 2] as catalyst, yielding a wide variety of aromatic aldehydes in moderate to excellent yields. Here, formic acid was employed as both the CO source and the hydrogen donor with iodine and PPh 3as the activators. This immobilized palladium catalyst can be obtained via a simple preparative procedure and can be facilely recovered simply by using an external magnetic field, and reused at least 9 times without any apparent loss of catalytic activity.

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.

Merging N-Hydroxyphthalimide into Metal-Organic Frameworks for Highly Efficient and Environmentally Benign Aerobic Oxidation

Two highly efficient metal-organic framework catalysts TJU-68-NHPI and TJU-68-NDHPI have been successfully synthesized through solvothermal reactions of which the frameworks are merged with N-hydroxyphthalimide (NHPI) units, resulting in the decoration of pore surfaces with highly active nitroxyl catalytic sites. When t-butyl nitrite (TBN) is used as co-catalyst, the as-synthesized MOFs are demonstrated to be highly efficient and recyclable catalysts for a novel three-phase heterogeneous oxidation of activated C?H bond of primary and secondary alcohols, and benzyl compounds under mild conditions. Based on the high efficiency and selectivity, an environmentally benign system with good sustainability, mild conditions, simple work-up procedure has been established for practical oxidation of a wide range of substrates.

Decarboxylative formylation of aryl halides with glyoxylic acid by palladium catalysis under oxygen

A new free radical/palladium cooperative catalyzed formylation of aryl halides with glyoxylic acid as the formyl source under oxygen conditions has been developed. Various aromatic and heteroaromatic aldehydes were produced in medium to good yields.

Visible-light-promoted site-specific and diverse functionalization of a c(sp3)-c(sp3) bond adjacent to an arene

We report here a strategy for inert C-C bond functionalization. Site-specific cleavage and functionalization of a saturated C(sp3)-C(sp3) bond via a visible-light-induced radical process have been achieved. The general features of this reaction are as follows. (1) Both linear and cyclic C(sp3)-C(sp3) bonds with a vicinal arene can be specifically functionalized. (2) One carbon is converted into a ketone, and another can be tunably converted into nitrile, peroxide, or halide. (3) The typical conditions include 1.0 mol % of Ru(bpy)3Cl2, 1.0 or 5.0 equiv of Zhdankin reagent, white CFL (24 W), open flask, and room temperature. These reactions offer powerful tools to modify carbon skeletons that are intractable by conventional methods. Good selectivity and functional group tolerance, together with mild and open air conditions, make these transformations valuable and attractive.