103286-27-7

Basic information

• Product Name: 1-(2-bromo-4-methylphenyl)ethanone
• Synonyms: 1-(2-bromo-4-methylphenyl)ethanone
• CAS NO: 103286-27-7
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.07116
• Mol File: 103286-27-7.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 134-136℃ (15 Torr)
• Appearance: /
• Density: 1.388±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(2-bromo-4-methylphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-bromo-4-methylphenyl)ethanone(103286-27-7)
• EPA Substance Registry System: 1-(2-bromo-4-methylphenyl)ethanone(103286-27-7)

Safety Data

• Hazardous Substances Data: 103286-27-7(Hazardous Substances Data)

Usage

General Description

1-(2-bromo-4-methylphenyl)ethanone, also known as 2-Bromo-1-(4-methylphenyl)ethanone, is a chemical compound categorized as an organic compound. The molecular formula is C9H9BrO. The compound includes elements such as carbon (C), hydrogen (H), bromine (Br), and oxygen (O). The structure of the compound incorporates a bromo group and a methyl group, attached to phenyl and ethanone moieties, which are all bound together via covalent bonds. It's often used as a reactant or intermediate in organic synthesis due to its reactive nature. The presence of the ethanone group in this chemical gives it the ketone functionality. Safety measures should be taken while handling this chemical as it may cause eye and skin irritation. It should be used in a well-ventilated area to avoid inhalation.

Upstream product

• 591-17-3 meta-bromotoluene 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 53456-09-0 4-methyl-2-bromobenzoyl chloride 
• 7697-27-0 2-bromo-4-methylbenzoic acid 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 75-16-1 methylmagnesium bromide 
• 947546-75-0 2-bromo-1-ethynyl-4-methylbenzene 

Downstream Products

• 134365-29-0 2-bromo-4-methyl-5-nitroacetophenone 
• 122-00-9 para-methylacetophenone 
• 874651-69-1 (E)-1-(2-bromo-4-methylphenyl)-3-phenylprop-2-en-1-one 
• 174344-19-5 N-[3-Methyl-2-(4-methyl-benzoyl)-benzofuran-6-yl]acetamide 
• 123971-35-7 4-(4-methylphenyl)-2-thiazolecarboxylic acid 
• 14635-91-7 1-methyl-3-(2-phenylethynyl)benzene 

Relevant articles and documents

Catalyst- and acid-free Markovnikov hydration of alkynes in a sustainable H2O/ethyl lactate system

An efficient and sustainable protocol for the hydration of alkynes has been developed under metal/acid/catalyst/ligand-free conditions in a water/ethyl lactate mixture. The hydrogen-bond network in the ethyl lactate and water mixture plays a crucial and decisive role in activating the alkynes for hydration to afford the corresponding methyl ketones. This strategy gives the Markovnikov (ketone) addition product selectively over other possible products. The essential role of hydrogen bonding has been confirmed by experimental and theoretical techniques. A probable mechanism has been suggested by various control tests. The efficacy of the method has been further explored for the competent production of value-added α,β-unsaturated carbonyl compounds through the reaction of aldehydes with alkynes as ketonic surrogates. The environmentally benign hydration method takes place under mild conditions, has broad functional-group compatibility, and uses the ethyl lactate/water (1:3) medium as a “green alternative” in the absence of any hazardous, harmful, or expensive substances.

α-Oxocarboxylic Acids as Three-Carbon Insertion Units for Palladium-Catalyzed Decarboxylative Cascade Synthesis of Diverse Fused Heteropolycycles

A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-a]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1H-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramolecular carbopalladation, C-H activation, and decarboxylation.

Divergent Access to Benzocycles through Copper-Catalyzed Borylative Cyclizations

A copper-catalyzed chemodivergent approach to five- and six-membered benzocycles from dienyl arenes tethered with a ketone has been developed. Through proper choice of coordinating ligands and catalytic conditions, copper-catalyzed borylative cyclization of a single dienyl arene can be diverted to two different pathways, leading to indanols and dihydronaphthalenols with high stereoselectivity. The chiral bidentate bisphosphine ligand (S,S)-Ph-BPE was optimal for asymmetric copper-allyl addition to a tethered ketone via a boat-like transition state, whereas NHC ligands led to boro-allyl addition producing indanols with high diastereoselectivity. (Figure presented.).