14333-52-9

Usage

Uses

Used in Food Industry:
(4-ETHOXY-PHENYL)-OXO-ACETALDEHYDE is used as a flavoring agent in the food industry, particularly for enhancing the taste of confectionery and baked goods. Its strong, fruity odor contributes to the overall flavor profile of these products.
Used in Perfume and Fragrance Industry:
In the perfume and fragrance industry, (4-ETHOXY-PHENYL)-OXO-ACETALDEHYDE is utilized for its pleasant aroma, adding a unique scent to various perfumes and fragrances.
Used in Pharmaceutical Development:
(4-ETHOXY-PHENYL)-OXO-ACETALDEHYDE has been studied for its potential antimicrobial properties, making it a subject of interest in the development of new pharmaceuticals. Its ability to combat microorganisms could lead to the creation of novel treatments and medications.
Used in Cosmetic Product Development:
The antioxidant properties of (4-ETHOXY-PHENYL)-OXO-ACETALDEHYDE have garnered attention in the cosmetic industry. Its potential to protect against oxidative stress and damage makes it a promising ingredient for the development of skincare and other cosmetic products.
However, it is crucial to handle (4-ETHOXY-PHENYL)-OXO-ACETALDEHYDE with care, as it can be an irritant to the eyes, skin, and respiratory system. Proper safety measures should be taken during its use and production to minimize any adverse effects.

InChI:InChI=1/C10H10O3/c1-2-13-9-5-3-8(4-6-9)10(12)7-11/h3-7H,2H2,1H3

Upstream product

• 18276-98-7 1-(4-ethoxyphenyl)-2-iodoethanone 
• 1676-63-7 4'-ethoxyacetophenone 

Downstream Products

• 14670-61-2 (4-ethoxyphenyl)-[5-(4-ethoxyphenyl)-1H-imidazol-2-yl]methanone 
• 14670-61-2 (4-ethoxyphenyl)-[4-(4-ethoxyphenyl)-1H-imidazol-2-yl]methanone 
• 1198220-43-7 C₁₄H₁₆N₂O₃ 
• 128863-48-9 2-(4'-ethoxyphenyl)-3-methoxy-6-(2-methoxyphenoxy)imidazo<1,2-b>pyridazine 
• 14329-80-7 2-(4-ethoxy-phenyl)-quinoxaline 

Relevant academic research and scientific papers

Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation

A catalyst- and additive-free decarbonylative trifluoromethylthiolation of aldehyde feedstocks has been developed. This operationally simple, scalable, and open-to-air transformation is driven by the selective photoexcitation of electron donor-acceptor (EDA) complexes, stemming from the association of 1,4-dihydropyridines (donor) with N-(trifluoromethylthio)phthalimide (acceptor), to trigger intermolecular single-electron transfer events under ambient- and visible light-promoted conditions. Extension to other electron acceptors enables the synthesis of thiocyanates and thioesters, as well as the difunctionalization of [1.1.1]propellane. The mechanistic intricacies of this photochemical paradigm are elucidated through a combination of experimental efforts and high-level quantum mechanical calculations [dispersion-corrected (U)DFT, DLPNO-CCSD(T), and TD-DFT]. This comprehensive study highlights the necessity for EDA complexation for efficient alkyl radical generation. Computation of subsequent ground state pathways reveals that SH2 addition of the alkyl radical to the intermediate radical EDA complex is extremely exergonic and results in a charge transfer event from the dihydropyridine donor to the N-(trifluoromethylthio)phthalimide acceptor of the EDA complex. Experimental and computational results further suggest that product formation also occurs via SH2 reaction of alkyl radicals with 1,2-bis(trifluoromethyl)disulfane, generated in-situ through combination of thiyl radicals. (Figure presented.).

Visible-light assisted one-pot preparation of aryl glyoxals from acetoarylones via in-situ arylacyl bromides formation: Selenium-free approach to acetoarylones oxidation

A novel visible-light (blue LEDs: hν?=?425?±?15?nm) photocatalyzed one-pot method for the synthesis of electronically diverse aryl glyoxals in good to excellent yields from acetoarylones and green regents such as air, vitamin C and dioxane dibromide has been described. In addition, an application of the current methodology has been demonstrated for the oxidation of monoamine oxidase-B inhibitors, i.e., 1-(4-((4-fluorobenzyl)oxy)phenyl)ethanone and 1-(3-((4-chlorobenzyl)oxy)phenyl)ethanone. This finding may serves as a valuable alternative to the traditional acetoarylones oxidation reactions conducted using selenium dioxide a harmful and unselective reagent known to simultaneously oxidize allylic, benzylic, [sbnd]CH3and so on.

Design and synthesis of coumarin-glyoxal hybrids for spermicidal and antimicrobial actions: A dual approach to contraception

Today there is an urgent need for safe and effective dual-purpose contraceptive agents, which can simultaneously prevent unintended pregnancies and sexually transmitted infections (STI). There are several naturally occurring antimicrobial and antibiotic drugs (novobiocin, coumermycin and chlorobiocin) reported in the literature, which are based on 4-hydroxy coumarins as the active pharmacophore. Based on these interesting reports, we designed and synthesized a library of new 4-hydroxy coumarin derivatives and evaluated them for spermicidal activity. Among the tested compounds, two compounds (2a and 2d) displayed better activity (greater than 95% sperm immobilization at 0.5 mM concentration) than the positive control nonoxynol-9 (N-9). Furthermore, all the compounds were screened for antimicrobial activity against different strains of Trichomonas vaginalis and two compounds (2c and 2h) exhibited potent activity as compared to the reference drug metronidazole. The cytotoxicity assay showed that most of these compounds were safer than the N-9 against the human cervical HeLa cell line and normal vaginal flora Lactobacillus jensenii strains. The studies have demonstrated that compound (2a) is a potential lead to develop a dually active vaginal contraceptive.

Synthesis of 2-aroyl-(4 or 5)-aryl-1H-imidazoles and 2-hydroxy-3,6-diaryl- pyrazines via a cascade process

The synthesis of (4 or 5)-aryl-2-aroyl-1H-imidazoles and 2-hydroxy-3,6-diarylpyrazines from aryl methyl ketones via a cascade process of DMSO-HBr oxidation and Debus reaction was investigated. Owing to the simple starting materials, mild conditions, easy operation, high bioactivity of imidazole and pyrazine derivatives, this protocol has great potential in medicinal chemistry.

Oxidation of aryl and heteroaryl methyl ketone to aryl and heteroarylglyoxals by using CuCl2-DMSO

The oxidation of aryl methyl ketone and heteroaryl methyl ketone to arylglyoxals and heteroaryl glyoxal respectively has been carried out by using the cheap and easily available, non toxic, Lewis acid CuCl2 in DMSO solvent at 70-80°C within 1-2 hr. The reaction can be performed in air without loss of variety of oxidisable fuctional group like phenolic OH, hetroaryl ring, aryl substituted methyl, halo, nitro group, etc.

Design and synthesis of 2-acylbenzothiazoles via in situ cross-trapping strategy from benzothiazoles with aryl ketones

An I2/KOH synergistically promoted direct ring-opening aroylation of benzothiazoles with aryl ketones has been discovered. Aryl ketones were seen to act as carbonyl sources to construct 2-acylbenzothiazoles. This reaction could provide an example for the convergent integration of self-labor domino sequences based on an in situ cross-trapping strategy.

Microwave assisted synthesis of 1,5-disubstituted hydantoins and thiohydantoins in solvent-free conditions

1,5-Disubstituted hydantoins/thiohydantoins 3a-p have been synthesized in 81-95% yield by a microwave-promoted solvent-free condensation of arylglyoxals 1 and phenylurea/thiourea 2 using PPE as a reaction mediator. This method can be extended towards the parallel synthesis of 3. The workup is simple and involves treatment with ice-cold water.