30780-45-1

Basic information

• Product Name: 1-(4-chlorophenyl)-2-methoxyethanone
• CAS NO: 30780-45-1
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.6196
• Mol File: 30780-45-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 282.7°C at 760 mmHg
• Flash Point: 122.7°C
• Density: 1.185g/cm³
• Vapor Pressure: 0.0033mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 1-(4-chlorophenyl)-2-methoxyethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorophenyl)-2-methoxyethanone(30780-45-1)
• EPA Substance Registry System: 1-(4-chlorophenyl)-2-methoxyethanone(30780-45-1)

Safety Data

• Hazardous Substances Data: 30780-45-1(Hazardous Substances Data)

Usage

General Description

1-(4-chlorophenyl)-2-methoxyethanone, also known as 4-Chloro-3-methoxyacetophenone, is a chemical compound with the molecular formula C9H9ClO2. It is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. 1-(4-chlorophenyl)-2-methoxyethanone is a colorless to pale yellow liquid with a sweet, floral odor. It is also known for its mild irritant properties and should be handled with care. 1-(4-chlorophenyl)-2-methoxyethanone is also used in the manufacturing of synthetic flavors and perfumes due to its pleasant odor.

Upstream product

• 67-56-1 methanol 
• 3282-33-5 1-(4-chlorophenyl)-2-diazoethanone 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 99-91-2 para-chloroacetophenone 
• 623-03-0 4-Cyanochlorobenzene 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 1280738-14-8 [1-(4-chlorophenyl)vinyloxy]triisopropylsilane 
• 106-39-8 bromochlorobenzene 
• 1738-36-9 2-methoxyacetonitrile 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 124-41-4 sodium methylate 
• 937-20-2 p-chlorophenacyl chloride 
• 74-11-3 para-chlorobenzoic acid 
• 122-01-0 4-chloro-benzoyl chloride 

Downstream Products

• 59931-66-7 6-(4-chlorophenyl)-3,4-diphenyl-α-pyrone 
• 872181-67-4 2-[1-(4-chlorophenyl)-2-methoxy-ethoxy]-6-fluoro-benzonitrile 
• 61821-24-7 1,3-Bis-(4-chloro-phenyl)-2-methoxy-propane-1,3-dione 

Relevant articles and documents

Intermolecular C-O Bond Formation with Alkoxyl Radicals: Photoredox-Catalyzed α-Alkoxylation of Carbonyl Compounds

Due to the high reactivity of alkoxyl (RO·) radicals and their propensity to easily undergo β-scission or Hydrogen Atom Transfer (HAT) reactions, intermolecular alkoxylations involving RO· radicals are barely described. We report herein for the first time the efficient intermolecular trapping of alkoxyl radicals by silyl enol ethers. This photoredox-mediated protocol enables the introduction of both structurally simple and more complex alkoxy groups into a wide range of ketones and amides.

Highly efficient synthesis of functionalized α-oxyketones: Via Weinreb amides homologation with α-oxygenated organolithiums

An efficient, chemoselective homologation of Weinreb amides to the corresponding variously substituted α-oxyketones has been developed via the addition of lithiated α-oxygenated species. This one-step, experimentally easy, high yielding protocol is amenable not only for accessing simple α-oxyketones but also for more complex substituted ones ranging from primary and secondary alkyl-type to aromatic ones. Full delivery of the stereochemical information contained in the starting materials is observed through both the employment of enantioenriched Weinreb amides and optically active organolithium species.

Experimental study on the reaction pathway of α-haloacetophenones with NaOMe: Examination of bifurcation mechanism

The reaction of PhCOCH2Br and NaOMe in MeOH gave PhCOCH 2OH as the major product and PhCOCH2OMe as the minor product. Substituent effects on the reactivity and product selectivity revealed that an electron-withdrawing substituent on the phenyl ring enhanced the overall reactivity and gave more alcohol than ether. It was indicated that the alcohol was formed via carbonyl addition-epoxidation, whereas the ether was formed by direct substitution. Substituent effects on the reaction rates, as well as the effects of NaOMe concentration on the rate and product ratio for both reactions of PhCOCH2Br and PhCOCH2CI are in line with the mechanism that the alcohol and ether products were formed via two independent and concurrent routes, carbonyl addition and a-carbon attack, respectively, and thus the reaction mechanism could be different from the bifurcation mechanism previously predicted for the reaction of PhCOCH2Br by a simulation study in the gas phase.