6851-99-6

Basic information

• Product Name: 2-Bromo-2'-nitroacetophenone
• Synonyms: 2'-NITROPHENACYL BROMIDE;2-BROMO-2'-NITROACETOPHENONE;-Bromo-2'-Nitroacetophenone;2-Bromo-2'-nitroacetophenone;1-(2-Nitrophenyl)-2-bromoethanone;2'-Nitro-α-bromoacetophenone;2-Bromo-2'-nitroacetophenone,98%;2-Bromo-2'-nitroacetophenone2'-Nitrophenacyl bromide
• CAS NO: 6851-99-6
• Molecular Formula: C₈H₆BrNO₃
• Molecular Weight: 244.04
• Product Categories: Carbonyl Compounds;Halides;Ketone
• Mol File: 6851-99-6.mol
• Article Data: 29

Chemical Properties

• Melting Point: 55-57 °C(lit.)
• Boiling Point: 335.7 °C at 760 mmHg
• Flash Point: 156.9 °C
• Appearance: White to pale yellow/Crystalline Powder
• Density: 1.671 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol
• CAS DataBase Reference: 2-Bromo-2'-nitroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-2'-nitroacetophenone(6851-99-6)
• EPA Substance Registry System: 2-Bromo-2'-nitroacetophenone(6851-99-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 6851-99-6(Hazardous Substances Data)

Usage

Description

2-Bromo-2'-nitroacetophenone is an organic compound that is characterized by its white to pale yellow crystalline powder appearance. It is a derivative of acetophenone, featuring a bromine atom at the 2nd position and a nitro group at the 2' position, which contributes to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Synthesis:
2-Bromo-2'-nitroacetophenone is used as a key intermediate in the novel synthesis of 5-pyridylindolizine derivatives. These derivatives have potential applications in the development of new pharmaceuticals, particularly those with therapeutic properties.
Used in Analytical Chemistry:
In the field of analytical chemistry, 2-Bromo-2'-nitroacetophenone serves as an electroactive derivative-forming reagent. It is utilized as a precolumn reagent for preparing prostaglandin derivatives, which are important bioactive compounds involved in various physiological processes and are often analyzed in research and clinical settings.
Used in Chemical Research:
Due to its unique structure and reactivity, 2-Bromo-2'-nitroacetophenone is also employed in chemical research for the exploration of new reaction pathways and the development of innovative synthetic methods. Its use in this context aids in the advancement of chemical science and the discovery of new compounds with potential applications in various industries.

Upstream product

• 88057-15-2 2-bromo-1-(2-nitro-phenyl)-ethanol 
• 579-71-5 2-nitrostyrene 
• 610-14-0 2-nitrobenzyl chloride 
• 552-89-6 2-nitro-benzaldehyde 
• 4203-26-3 (2-nitrobenzoyl)diazomethane 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 577-59-3 2-acetylnitrobenzene 
• 7726-95-6 bromine 

Downstream Products

• 26031-70-9 2-(1-pyridinium)-1-(2'-nitrophenyl)ethanone bromide 
• 5330-90-5 2,6-dimethyl-4-(2-nitro-phenacylmercapto)-pyrylium; bromide 
• 860691-23-2 2-(2-nitro-benzoyl)-benzofuran-3-carboxylic acid ethyl ester 
• 42075-26-3 4-(2-nitrophenyl)-4-oxobutanoic acid 
• 40017-83-2 3-(2-Nitrophenyl)-3-oxopropionsaeurenitril 
• 88057-15-2 2-bromo-1-(2-nitro-phenyl)-ethanol 
• 35947-93-4 2-azido-1-(2-nitrophenyl)ethan-1-one 
• 163464-74-2 N-(2-nitro-phenacyl)-acetamide 
• 482-89-3 1H,1H'-2,2'-Biindolylidene-3,3'-dione 
• 92290-24-9 2-(2-imino-thiazolidin-3-yl)-1-(2-nitro-phenyl)-ethanone 
• 90323-06-1 2-amino-4-(2-nitrophenyl)thiazole 
• 56929-94-3 4-(2-nitrophenyl)-2-phenylthiazole 
• 126267-63-8 2-(2-nitro-phenyl)-imidazo[1,2-a]pyridine 
• 143696-78-0 2-(2-Nitro-phenyl)-imidazo[1,2-a]pyrimidine 

Relevant articles and documents

An umpolung oxa-[2,3] sigmatropic rearrangement employing arynes for the synthesis of functionalized enol ethers

An oxa-[2,3] sigmatropic rearrangement involving arynes is reported featuring the umpolung of ketones, where the C=O bond polarity is reversed. The in situ-generated sulfur ylides from β-keto thioethers and arynes undergo efficient rearrangement allowing the facile and robust synthesis of functionalized enol ethers in high yields and excellent functional group compatibility. Preliminary mechanistic studies rule out the possibility of Pummerer-type rearrangement operating in this case.

Nucleus-independent chemical shift (NICS) as a criterion for the design of new antifungal benzofuranones

The assertion made by Wu et al. that aromaticity may have considerable implications for molecular design motivated us to use nucleus-independent chemical shifts (NICS) as an aromaticity criterion to evaluate the antifungal activity of two series of indol-4-ones. A linear regression analysis of NICS and antifungal activity showed that both tested variables were significantly related (p –1 for Candida glabrata, Candida krusei and Candida guilliermondii with compounds 15-32, 15-15 and 15-1. The MIC for filamentous fungi was 1.95 μg·mL–1 for Aspergillus niger for compounds 15-1, 15-33 and 15-34. The results obtained support the use of NICS in the molecular design of compounds with antifungal activity.

A photoactivatable microRNA probe for identification of microRNA targets and light-controlled suppression of microRNA target expression

Here, we report a novel dual-functional microRNA (miRNA) probe, PA-miRNA, for miRNA target identification and light control of miRNA target expression. PA-miRNA is a miRNA mimic with a 3′-biotin tag linked via a photo-cleavable linker. Using PA-miR-34a, i