51012-62-5

Basic information

• Product Name: 2-bromo-4-isopropylacetophenone
• Synonyms: 2-bromo-4-isopropylacetophenone;2-bromo-1-(4-isopropylphenyl)ethanone;2-BroMo-1-[4-(1-Methylethyl)phenyl]ethanone
• CAS NO: 51012-62-5
• Molecular Formula: C₁₁H₁₃BrO
• Molecular Weight: 241.12
• Product Categories: Aromatics
• Mol File: 51012-62-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 302.2°C at 760 mmHg
• Flash Point: 56.6°C
• Appearance: /
• Density: 1.308g/cm³
• Vapor Pressure: 0.00101mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 2-bromo-4-isopropylacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4-isopropylacetophenone(51012-62-5)
• EPA Substance Registry System: 2-bromo-4-isopropylacetophenone(51012-62-5)

Safety Data

• Hazardous Substances Data: 51012-62-5(Hazardous Substances Data)

Usage

General Description

2-bromo-4-isopropylacetophenone is a chemical compound with the molecular formula C11H13BrO. It is a white to off-white crystalline solid that is insoluble in water but soluble in organic solvents. 2-bromo-4-isopropylacetophenone is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a building block in the production of other organic compounds. Due to its reactivity, it should be handled with caution and proper safety measures should be taken when working with this compound.

InChI:InChI=1/C11H13BrO/c1-8(2)9-3-5-10(6-4-9)11(13)7-12/h3-6,8H,7H2,1-2H3

Upstream product

• 645-13-6 4-isopropylacetophenone 
• 2055-40-5 4-isopropylstyrene 
• 22118-09-8 2-bromoacetyl chloride 
• 98-82-8 Isopropylbenzene 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 102436-71-5 2--4'-isopropylacetophenone 
• 857618-34-9 2-(4-isopropylphenyl)-2-oxoethyl acetate 
• 108481-92-1 4-(4-isopropylphenyl)thiazole-2-amine 
• 619-76-1 4-isopropylbenzamide 
• 35338-68-2 p-isopropylphenethyl bromide 
• 91244-27-8 4-isopropyl-phenethyl chloride 
• 1374126-27-8 [4-(CH₃)2CHC₆H₄C(O)CHPPh₃] 
• 1097016-59-5 2-bromo-6-(4-isopropylphenyl)imidazo[2,1-b][1,3,4]thiadiazole 
• 1076195-18-0 2-fluoro-1-[4-(1-methylethyl)phenyl]ethanone 

Relevant articles and documents

Reactivity of substrates with multiple competitive reactive sites toward NBS under neat reaction conditions promoted by visible light

Regioselectivity of visible-light-induced transformations of a range of (hetero)aryl alkyl-substituted ketones bearing several competitive reactive sites (α-carbonyl, benzyl and aromatic ring) with N-bromosuccinimide (NBS) was studied under solvent-free reaction conditions (SFRC) and in the absence of inert-gas atmosphere, radical initiators and catalysts. An 8-W energy-saving household lamp was used for irradiation. Heterogeneous reaction conditions were dealt with throughout the study. All substrates were mono- or dibrominated at the α-carbonyl position, and additionally, some benzylic or aromatic bromination was observed in substrates with benzylic carbon atoms or electron-donating methoxy groups, respectively. Surprisingly, ipso-substitution of the acyl group with a bromine atom took place with (4-methoxynaphthyl) alkyl ketones. While the addition of the radical scavenger TEMPO (2,2,6,6-tetramethylpiperidin-1-yloxy) decreased the extent of α- and ring bromination, it completely suppressed the benzylic bromination and α,α-dibromination with NBS under SFRC.

Synthesis and Structure-Activity Relationship of Dual-Stage Antimalarial Pyrazolo[3,4- b]pyridines

Malaria remains one of the most deadly infectious diseases, causing hundreds of thousands of deaths each year, primarily in young children and pregnant mothers. Here, we report the discovery and derivatization of a series of pyrazolo[3,4-b]pyridines targeting Plasmodium falciparum, the deadliest species of the malaria parasite. Hit compounds in this series display sub-micromolar in vitro activity against the intraerythrocytic stage of the parasite as well as little to no toxicity against the human fibroblast BJ and liver HepG2 cell lines. In addition, our hit compounds show good activity against the liver stage of the parasite but little activity against the gametocyte stage. Parasitological profiles, including rate of killing, docking, and molecular dynamics studies, suggest that our compounds may target the Qo binding site of cytochrome bc1.

Synthesis and Evaluation of 2-Azetidinone and 1H-Pyrrole-2,5-dione Derivatives as Cholesterol Absorption Inhibitors for Reducing Inflammation Response and Oxidative Stress

Excess lipid accumulation can initiate the development and progression of atherosclerotic lesions, thus eventually leading to cardiovascular disease. Lipid-lowering medication therapy is one of the cornerstones of cardiovascular disease therapy. On the basis of the cholesterol absorption inhibitor ezetimibe, we successfully synthesized seven 2-azetidinone derivatives and eighteen 1H-pyrrole-2,5-dione derivatives. Most of the new compounds significantly inhibited cholesterol uptake in vitro. In addition, one of the most active inhibitors, 3-(4-fluorophenyl)-1-[(3S)-3-hydroxy-3-(4-hydroxyphenyl)propyl]-4-(4-hydroxyphenyl)-1H-pyrrole-2,5-dione (14q), showed no cytotoxicity in L02 and HEK293T cell lines. Further evaluation indicated that 14q inhibited considerably the amount of TNF-α, ROS, MDA, and LDH in vitro. Therefore, 14q might be a novel cholesterol absorption inhibitor.