4203-30-9

Basic information

• Product Name: Ethanone, 1-(4-bromophenyl)-2-diazo-
• CAS NO: 4203-30-9
• Molecular Formula: C8H5BrN2O
• Molecular Weight: 225.044
• Mol File: 4203-30-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(4-bromophenyl)-2-diazo-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(4-bromophenyl)-2-diazo-(4203-30-9)
• EPA Substance Registry System: Ethanone, 1-(4-bromophenyl)-2-diazo-(4203-30-9)

Safety Data

• Hazardous Substances Data: 4203-30-9(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-(4-bromophenyl)-2-diazo- is an organic compound with a chemical formula C9H8BrN2O. It is a diazo compound that contains a diazo group (-N=N-), a nitrogen-nitrogen double bond. Ethanone, 1-(4-bromophenyl)-2-diazo- is commonly used in organic synthesis as a diazo reagent for the generation of carbene species, which can participate in a variety of reactions such as cyclopropanation, cycloaddition, and nucleophilic addition. Its bromophenyl group serves as a good leaving group in these reactions, allowing for the formation of new carbon-carbon or carbon-heteroatom bonds. However, the diazo group in this compound is highly reactive and potentially explosive, requiring careful handling and appropriate safety precautions during its use in chemical reactions.

Upstream product

• 71559-14-3 2-azido-1-(4-bromophenyl)ethanone 
• 33170-68-2 1,3-bis-(4-bromo-phenyl)-propane-1,3-dione 
• 99-73-0 para-bromophenacyl bromide 
• 586-76-5 4-Bromobenzoic acid 
• 99-90-1 para-bromoacetophenone 
• 14153-75-4 p-bromobenzoylacetaldehyde 
• 53073-03-3 sodium salt of p-bromobenzoylacetaldehyde 
• 23722-26-1 p-Brom-phenylglyoxal-2-hydrazon 
• 186581-53-3 diazomethane 
• 586-75-4 4-chlorobenzoyl chloride 
• 80352-42-7 1-(4-bromophenyl)-2,2-dihydroxyethanone 

Downstream Products

• 23725-87-3 1-(4-bromo-phenyl)-2-isovaleryloxy-ethanone 
• 19826-89-2 α-methanesulfonyloxy-p-bromoacetophenone 
• 806-98-4 succinic acid bis-(4-bromo-phenacyl ester) 
• 7500-37-0 2-(4-bromophenyl)-2-oxoethyl acetate 
• 14041-01-1 p-bromophenacyl propionate 
• 100622-65-9 benzenesulfonic acid-(4-bromo-phenacyl ester) 
• 14622-29-8 p-bromophenacyl 2-hydroxybenzoate 
• 93897-42-8 2-(4-bromophenyl)-2-oxoethyl-4-nitrobenzoate 
• 77901-31-6 1-(4-Bromo-phenyl)-2-(2,4,6-trimethoxy-phenyl)-ethanone 
• 77901-41-8 N-[(Z)-2-(4-Bromo-phenyl)-2-(2,4,6-trimethoxy-phenyl)-vinyl]-acetamide 
• 77901-36-1 N-[(E)-2-(4-Bromo-phenyl)-2-(2,4,6-trimethoxy-phenyl)-vinyl]-acetamide 
• 403-30-5 1-(4-bromophenyl)-2-fluoroethan-1-one 
• 1426318-95-7 ethyl (2R,3S)-4-(3-bromophenyl)-2-(4-chlorophenylamino)-3-hydroxy-4-oxobutanoate 

Relevant articles and documents

Practical Application of the Aqueous 'Sulfonyl-Azide-Free' (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters

The earlier described 'sulfonyl-Azide-free' ('SAFE') protocol for diazo transfer to CH-Acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a se

Phosphoric Acid Catalyzed [4 + 1]-Cycloannulation Reaction of ortho-Quinone Methides and Diazoketones: Catalytic, Enantioselective Access toward cis-2,3-Dihydrobenzofurans

A highly straightforward route to enantiomerically highly enriched cis-2,3-dihydrobenzofurans has been achieved via addition of α-diazocarbonyl compounds to in situ generated o-QMs catalyzed by a chiral Br?nsted acid. This catalytic strategy provides a direct access to 2,3-dihydrobenzofurans in high yields and with up to 91:9 dr and 99:1 er at ambient temperature. Moreover, a unique phenonium-type rearrangement accounts for product formation with an inverted 2,3-substitution pattern.

Tandem Synthesis of α-Diazoketones from 1,3-Diketones

A highly efficient synthesis of α-diazoketone was achieved by simply stirring the mixture of 1,3-diketone, TsN3, and MeNH2 in EtOH. It was a tandem reaction including a novel primary amine-catalyzed Regitz diazo transfer of 1,3-diket