4783-90-8

Basic information

• Product Name: 2-chloro-2-4-dimethoxyacetophenone
• Synonyms: 2-chloro-2-4-dimethoxyacetophenone
• CAS NO: 4783-90-8
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.647
• Mol File: 4783-90-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 344.6°Cat760mmHg
• Flash Point: 149.3°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 6.51E-05mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: 2-chloro-2-4-dimethoxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-2-4-dimethoxyacetophenone(4783-90-8)
• EPA Substance Registry System: 2-chloro-2-4-dimethoxyacetophenone(4783-90-8)

Safety Data

• Hazardous Substances Data: 4783-90-8(Hazardous Substances Data)

Usage

General Description

2-chloro-2-4-dimethoxyacetophenone, also known as 2-Chloro-2',4'-dimethoxyacetophenone, is an organic compound with the chemical formula C10H11ClO3. It is a white crystalline solid that is commonly used in the synthesis of pharmaceuticals and agrochemicals. 2-chloro-2-4-dimethoxyacetophenone is often used as an intermediate in the production of various chemical products, including dyes, perfumes, and flavoring agents. It is also known for its use as a key ingredient in the preparation of anti-inflammatory, antibacterial, and antifungal medicines. Additionally, 2-chloro-2-4-dimethoxyacetophenone is a potent inhibitor of enzyme and could potentially be used in the development of new therapeutics for various conditions.

InChI:InChI=1/C10H11ClO3/c1-13-7-3-4-8(9(12)6-11)10(5-7)14-2/h3-5H,6H2,1-2H3

Upstream product

• 107-14-2 chloroacetonitrile 
• 151-10-0 1,3-Dimethoxybenzene 
• 192071-32-2 2-diazo-1-(3,4-dimethoxyphenyl)ethanone 
• 68-12-2 N,N-dimethyl-formamide 
• 60965-26-6 2-Bromo-2',4'-dimethoxyacetophenone 
• 829-20-9 2',4'-dimethoxyacetophenone 

Downstream Products

• 32246-20-1 5-bromo-2,4-dimethoxybenzoic acid 
• 49851-51-6 6-chloro-2-(2,4-dimethoxy-phenyl)-3H-pyrido[2,3-b][1,4]thiazine 
• 119730-15-3 2-(2,4-dimethoxybenzoylmethylthio)-6-methylpyrimidin-4(1H)-one 
• 7051-13-0 1-chloro-2,4-dimethoxybenzene 
• 6496-89-5 2,4-dimethoxyphenylacetic acid 
• 829-20-9 2',4'-dimethoxyacetophenone 
• 882528-44-1 1-(2,4-dimethoxy-phenyl)-2-(4-fluoro-phenoxy)-ethanone 
• 23111-50-4 N-[4-(2,4-dimethoxy-phenyl)-thiazol-2-yl]-propionamide 
• 23111-16-2 N-[4-(2,4-dimethoxy-phenyl)-thiazol-2-yl]-3,4,5-trimethoxy-benzamide 
• 23111-21-9 2-(4-chloro-phenoxy)-N-[4-(2,4-dimethoxy-phenyl)-thiazol-2-yl]-acetamide 
• 23111-17-3 N-[4-(2,4-dimethoxy-phenyl)-thiazol-2-yl]-3-phenyl-acrylamide 
• 20375-58-0 N-[4-(2,4-dimethoxy-phenyl)-thiazol-2-yl]-benzamide 
• 23111-48-0 N-[4-(2,4-dimethoxy-phenyl)-thiazol-2-yl]-acetamide 
• 119730-56-2 2-(2,4-dimethoxybenzoylmethylene)-6-methyl-2,3-dihydropyrimidin-4(1H)-one 

Relevant articles and documents

Opening or closing the lock? when reactivity is the key to biological activity

Thiol-mediated processes play a key role to induce or inhibit inflammation proteins. Tailoring the reactivity of electrophiles can enhance the selectivity to address only certain surface cysteines. Fourteen 2',3,4,4'- tetramethoxychalcones with different α-X substituents (X=H, F, Cl, Br, I, CN, Me, p-NO2-C6H4, Ph, p-OMe-C 6H4, NO2, CF3, COOEt, COOH) were synthesized, containing the potentially electrophilic α,β-unsaturated carbonyl unit. The assessment of their reactivity as electrophiles in thia-Michael additions with cysteamine shows a change in the reactivity of more than six orders of magnitude. Moreover, a clear correlation between their reactivity and an influence on the inflammation proteins heme oxygenase-1 (HO-1) and the inducible NO synthase (iNOS) is demonstrated. As the biologically most active compound, the α-CF3-chalcone is shown to inhibit the NO production in RAW264.7 mouse macrophages in the nanomolar range. More than a million by only one substituent: The direct manipulation of the chemical reactivity of electrophilic agents could be proven for chalcones by simply exchanging the α-hydrogen atom of the α,β-unsaturated carbonyl unit with different substituents (X), leading to a change in reactivity of more than six orders of magnitude for thia-Michael additions with cysteamine, which correlates very well with two electrophile-sensitive biological readouts (see scheme).

The Chemistry of Nitrilium Salts. Part 1. Acylation of Phenols and Phenol Ethers with Nitriles and Trifluoromethanesulphonic Acid

Aliphatic nitriles, RCN (R = Me, n-Pr, CH2Cl, and CCl3), in the presence of trifluoromethanesulphonic acid have been found to react with a number of mono-, di-, and tri-substituted phenols and phenol ethers at room temperature to give ketones after hydrolysis of the reaction mixture.Moderate to good yields of acylation products are obtained in the majority of these reactions.The yield with malononitrile and succinonitrile, which are only slightly soluble in the reaction medium, are generally poor, and reaction involves only one of the available nitrile groups.Attempts to use diethyl ether and dichloromethane as solvents for some of these reactions were unsuccessful, but limited success was achieved with nitromethane.