149652-50-6

Basic information

• Product Name: 2-(4-BROMOPHENYL)-N-METHOXY-N-METHYLACETAMIDE
• Synonyms: 2-(4-BROMOPHENYL)-N-METHOXY-N-METHYLACETAMIDE
• CAS NO: 149652-50-6
• Molecular Formula: C₁₀H₁₂BrNO₂
• Molecular Weight: 258.12
• Mol File: 149652-50-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 312.4 °C at 760 mmHg
• Flash Point: 142.7 °C
• Appearance: /
• Density: 1.416 g/cm³
• CAS DataBase Reference: 2-(4-BROMOPHENYL)-N-METHOXY-N-METHYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMOPHENYL)-N-METHOXY-N-METHYLACETAMIDE(149652-50-6)
• EPA Substance Registry System: 2-(4-BROMOPHENYL)-N-METHOXY-N-METHYLACETAMIDE(149652-50-6)

Safety Data

• Hazardous Substances Data: 149652-50-6(Hazardous Substances Data)

Usage

General Description

2-(4-Bromophenyl)-N-methoxy-N-methylacetamide is a chemical compound with the molecular formula C10H12BrNO2. It is a derivative of acetamide, containing a bromine-substituted phenyl group and a methoxy-methyl group. 2-(4-Bromophenyl)-N-methoxy-N-methylacetamide is commonly used in the synthesis of pharmaceuticals and research applications as a reagent and intermediate. It has the potential to exhibit a variety of biological activities and may be used in the development of new drugs. Additionally, it is important to handle this chemical with care, as it may pose hazards to health and the environment.

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 37859-24-8 2-(4-bromophenyl)acetyl chloride 

Downstream Products

• 22421-88-1 4-bromobenzyl phenyl ketone 
• 200064-98-8 1-(4-bromophenyl)butan-2-one 

Relevant articles and documents

Iron-Catalyzed Enantioselective Radical Carboazidation and Diazidation of α,β-Unsaturated Carbonyl Compounds

Azidation of alkenes is an efficient protocol to synthesize organic azides which are important structural motifs in organic synthesis. Enantioselective radical azidation, as a useful strategy to install a C-N3 bond, remains challenging due to the inherently instability and unique structure of radicals. Here, we disclose an efficient enantioselective radical carboazidation and diazidation of α,β-unsaturated ketones and amides catalyzed by chiral N,N′-dioxide/Fe(OTf)2 complexes. An array of substituted alkenes was transformed to the corresponding α-azido carbonyl derivatives in good to excellent enantioselectivities, benefiting the preparation of chiral α-amino ketones, vicinal amino alcohols, and vicinal diamines. Control experiments and mechanistic studies proved the radical pathway in the reaction process. The DFT calculations showed that the azido transferred to the radical intermediate via an intramolecular five-membered transition state with the internal nitrogen of the Fe-N3 species.

Stereoselective synthesis of 2-aryl-4-en-1-ols, promising synthons for the preparation of oxygen heterocycles

Reactions of arylacetic acids with N-methoxymethanamine afford corresponding Weinreb amides which at alkenylation with methallyl and prenyl bromides in the presence of (Me3Si)2N–Na+ form unsaturated amides ArCHRCONMe(OMe) (R = CH2CMe=CH2, CH2C=CMe2). Amides readily react with BuLi and BnMgCl to give ketones ArCHRCOR' (R' = Bu, Bn). A stereoselective reduction of the latter with LiBH(s-Bu)3 leads to a quantitative formation of syn-isomers of 2-aryl-4-en-1-ols.

Iron-Catalyzed Michael Addition of Ketones to Polar Olefins

The base metal complex tetrabutylammonium nitrosyltricarbonylferrate {Bu4N[Fe(CO)3(NO)] (TBA[Fe])} – catalyzes the conjugate addition of ketones to polar olefins. The reaction is applicable to a wide range of substrates leading to interesting building blocks for organic synthesis. Clear indications for an acid-base type rather than a C?H activation pathway exist. (Figure presented.).