53688-19-0

Usage

Uses

Used in Pharmaceutical Industry:
Ethanone, 2-chloro-1-(2-methoxyphenyl)(9CI) is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows for the development of new drugs with specific therapeutic properties.
Used in Fragrance and Flavor Industry:
Ethanone, 2-chloro-1-(2-methoxyphenyl)(9CI) is utilized as a building block in the creation of various fragrances and flavors, adding unique scents and tastes to different products.
Used in Dye Manufacturing:
Ethanone, 2-chloro-1-(2-methoxyphenyl)(9CI) is used as a precursor in the production of dyes, contributing to the development of vibrant and stable colorants for various applications.
Used in Optical Brightener Production:
As a key component in the synthesis of optical brighteners, this chemical enhances the whiteness and brightness of various materials, improving their visual appeal.
Used in Polymer Industry:
Ethanone, 2-chloro-1-(2-methoxyphenyl)(9CI) is employed in the manufacturing of polymers, where it contributes to the development of materials with specific properties, such as improved strength, flexibility, or durability.
Used in Organic Synthesis:
Ethanone, 2-chloro-1-(2-methoxyphenyl)(9CI) serves as an important intermediate in organic synthesis, enabling the production of a wide range of chemical compounds with diverse applications.
Used in Chemical Reactions:
Ethanone, 2-chloro-1-(2-methoxyphenyl)(9CI) is used as a reagent in various chemical reactions, facilitating the formation of desired products and improving the efficiency of the processes.

InChI:InChI=1/C9H9ClO2/c1-12-9-5-3-2-4-7(9)8(11)6-10/h2-5H,6H2,1H3

Upstream product

• 100-66-3 methoxybenzene 
• 79-04-9 chloroacetyl chloride 
• 31600-86-9 2-methoxyphenyllithium 
• 57741-22-7 1,1,1-Trichlor-2-methoxy-2-o-methoxyphenylethan 
• 58369-59-8 2-methoxy-α-(trichloromethyl)benzyl alcohol 
• 612-15-7 o-methoxystyrene 
• 79-11-8 chloroacetic acid 
• 135-02-4 ortho-anisaldehyde 
• 82772-47-2 1-(2,2-Dichloro-1-methoxy-ethyl)-2-methoxy-benzene 
• 579-74-8 2-Methoxyacetophenone 

Downstream Products

• 860691-35-6 2-(2-methoxy-benzoyl)-benzofuran-3-carboxylic acid ethyl ester 
• 69-72-7 salicylic acid 
• 119730-14-2 2-((2-(2-methoxyphenyl)-2-oxoethyl)thio)-6-methylpyrimidin-4(3H)-one 
• 14366-48-4 1,2-Bis-(4-methoxy-phenyl)-1-(2-methoxy-phenyl)-ethanol-⁽¹⁾ 
• 119730-55-1 2-(2-methoxybenzoylmethylene)-6-methyl-2,3-dihydropyrimidin-4(1H)-one 
• 119730-70-0 3-(2-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidin-5-one 
• 64015-63-0 2-chloro-1-(2-methoxyphenyl)ethan-1-ol 
• 1253787-93-7 2-morpholino-2-(cyclohexen-1-yl)-2'-methoxyacetophenone 

Relevant academic research and scientific papers

Iridium-Catalyzed Asymmetric Hydrogenation of Halogenated Ketones for the Efficient Construction of Chiral Halohydrins

Iridium-catalyzed asymmetric hydrogenation of prochiral halogenated ketones was successfully developed to prepare various chiral halohydrins with high reactivities and excellent enantioselectivities under basic reaction condition (up to >99% conversion, 99% yield, >99% ee). Moreover, gram-scale experiment was performed well in the presence of just 0.005 mol% (S/C=20 000) Ir/f-amphox catalyst with 99% yield and >99% ee. (Figure presented.).

Difunctionalization of Alkenes Using 1-Chloro-1,2-benziodoxol-3-(1H)-one

Difunctionalization of alkenes with 1-chloro-1,2-benziodoxol-3-(1H)-one (1) was investigated. Various additional nucleophiles were tested, and oxychlorination, dichlorination, azidochlorination, chlorothiocyanation, and iodoesterfication were demonstrated. The oxychlorination product was obtained efficiently when the reaction was operated in water. Dichlorination occurred in the presence of a Lewis basic promoter, such as 4-phenylpyridine N-oxide, as an additive. The reaction with in situ-generated azido anion afforded azidochlorinated compounds with a chlorine atom at the terminal position, while the reaction with trimethylsilyl isothiocyanate produced chlorothiocyanation adducts with a chlorine atom at the benzylic position. On the other hand, when 1 was treated with tetra-n-butylammonium iodide prior to the addition of alkenes, only iodoesterification occurred selectively. These mild reactions enable convenient site-selective difunctionalizations of substrates having two alkene moieties. NMR experiments suggested that the electrophilic reactive species in each reaction varied depending on the nature of the added nucleophile.

Catalytic Friedel-Crafts acylation and benzoylation of aromatic compounds using activated hematite as a novel heterogeneous catalyst

Catalytic Friedel-Crafts acylation of benzene and unactivated benzenes such as chlorobenzene and nitrobenzene have been successfully carried out using activated hematite (α-Fe2O3) as a new, heterogeneous and green catalyst. Sonication of neat α-Fe2O3 in a water bath under air atmosphere at room temperature followed by heating at 200°C, dramatically increase the activity of α-Fe2O 3. With the catalyst loading as low as 5.0mol%, a wide variety of benzene derivatives were easily converted into the corresponding acylated products in a clean and high-yielding acylation reaction. It was found that the activated α-Fe2O3 could be efficiently recycled and reused several times by simple washing with ethyl acetate, this cannot be attained with most of the traditional catalysts. Copyright

Copper(I)-promoted synthesis of chloromethyl ketones from trichloromethyl carbinols

(Chemical Equation Presented) Reaction of several trichloromethyl carbinols with 2 equiv of CuCl/bpy in refluxing DCE for 3 h afforded chloromethyl ketones in excellent yield by 1,2-H shift in the copper-chlorocarbenoid intermediate.

Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 under heterogeneous conditions

A convenient and efficient procedure for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 is described. Both aromatic and aliphatic carboxylic acids reacted easily to afford the corresponding aromatic ketones. The use of non-toxic and inexpensive materials, simple and clean work-up, short reaction times and good yields of the products are the advantages of this method.

Novel building blocks: 1-Aryl-2-chloro-1-ethoxyethenes - Preparations and transformations

We described here a simple method for the preparation of 1-aryl-2-chloro-1-ethoxyethenes 2a-u, which are prodrugs for Alzheimer's disease, by the reaction of dichloroacetaldehyde diethyl acetal with various aryl and alkenyllithium compounds in high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Kinetics of Oxidation of Ketones by Trichloroisocyanuric Acid in Acid Medium: Anomalous Behaviour of Alkoxyacetophenones

Kinetics of oxidation of aliphatic, aryl aliphatic and cyclic ketones by trichloroisocyanuric acid has been studied in aqueous acetic acid medium in the presence of HClO4.The reaction is acid-catalysed exhibiting first order dependence each in and and zero order dependence in .This supports the acid catalyzed enolisation of ketone as the rate-determining step and reaction between enol and oxidant as the fast step.Alkoxyacetophenones exhibit an anomalous behaviour in that there is first order dependence on the halogenating agent.This has been attributed to the fact that in the case of alkoxyacetophenones the rates of halogenation may be less than the rates of enolisation.The decrease in dielectric constant of the medium slightly enhances the rate of reaction.The ρ? relationship in the case of acetophenones is linear with ρ as -0.2 indicating the simultaneous operation of equilibrium protonation of ketone and deprotonation of conjugate acid.Arrhenius activation parameters have been computed.A plausible mechanism consistent with the experimental results is postulated.

NOVEL SELECTIVE SYNTHESIS OF α-CHLOROMETHYL, α,α-DICHLOROMETHYL, AND α,α,α-TRICHLOROMETHYL KETONES FROM ALDEHYDE UTILIZING ELECTROREDUCTION AS KEY REACTIONS

A variety of α-chloromethyl, α,α-dichloromethyl, and α,α,α-trichloromethyl ketones were synthesized from aldehyde utilizing cathodic reduction as key reactions.