25015-91-2

Basic information

• Product Name: 2-bromo-2-5-dihydroxyacetophenone
• Synonyms: 2-bromo-2-5-dihydroxyacetophenone;1-(2,5-dihydroxyphenyl)-2-bromoethanone;2-Bromo-1-(2,5-dihydroxyphenyl)ethan-1-one, 2-Bromo-2',5'-dihydroxyacetophenone, 2-(Bromoacetyl)hydroquinone
• CAS NO: 25015-91-2
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Mol File: 25015-91-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 117.5-119.0 °C
• Boiling Point: 376.5°Cat760mmHg
• Flash Point: 181.5°C
• Appearance: /
• Density: 1.763g/cm³
• Vapor Pressure: 3.33E-06mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: 2-8°C
• PKA: 8.21±0.43(Predicted)
• CAS DataBase Reference: 2-bromo-2-5-dihydroxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-2-5-dihydroxyacetophenone(25015-91-2)
• EPA Substance Registry System: 2-bromo-2-5-dihydroxyacetophenone(25015-91-2)

Safety Data

• Hazardous Substances Data: 25015-91-2(Hazardous Substances Data)

Usage

General Description

2-bromo-2-5-dihydroxyacetophenone is a compound also known as bromoacetophenone. It is a chemical that is commonly used as a reagent in organic synthesis, particularly in the preparation of pharmaceuticals and other fine chemicals. 2-bromo-2-5-dihydroxyacetophenone is often used as a key intermediate in the synthesis of various medicinal compounds and other organic molecules. It is a versatile reagent that can be used in a wide range of reactions, including nucleophilic substitution, Friedel-Crafts acylation, and other organic transformations. Its unique structure and reactivity make it an important building block in the field of organic chemistry.

InChI:InChI=1/C8H7BrO3/c9-4-8(12)6-3-5(10)1-2-7(6)11/h1-3,10-11H,4H2

Upstream product

• 1084-96-4 2,5-bis(acetyloxy)benzoic acid 
• 37785-02-7 2,5-diacetoxybenzoyl chloride 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 598-21-0 2-Bromoacetyl bromide 
• 150-78-7 1,4-dimethoxybezene 
• 438239-21-5 1-(2,5-diacetoxy-phenyl)-2-diazo-ethanone 

Downstream Products

• 408338-86-3 1-(5-acetoxy-2-hydroxy-phenyl)-2-bromo-ethanone 
• 1003584-93-7 3-(2,5-dihydroxyphenacyl)pentane-2,4-dione 
• 1003585-24-7 diethyl 2-(2,5-dihydroxyphenacyl)propanedioate 
• 19278-82-1 5-hydroxy-2,3-dihydrobenzofuran-3-one 
• 1380074-98-5 N¹-4-methylbenzylidene-N²-[3-(3-hydroxy-4-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380075-08-0 N¹-benzylidene-N²-[3-(4-methoxyphenyl)-4-(1,4-benzoquinon-2-yl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-85-0 N¹-benzylidene-N²-[3-(4-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-87-2 N¹-benzylidene-N²-[3-(2,5-dimethoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-89-4 N¹-benzylidene-N²-[3-(4-hydroxy-3-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-91-8 N¹-benzylidene-N²-[3-(3-hydroxy-4-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-92-9 N¹-4-methylbenzylidene-N²-[3-(4-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-94-1 N¹-4-methylbenzylidene-N²-[3-(2,5-dimethoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene] hydrazine 
• 1380074-96-3 N¹-4-methylbenzylidene-N²-[3-(4-hydroxy-3-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380075-06-8 N¹-4-chlorobenzylidene-N²-[3-(3-hydroxy-4-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 

Relevant articles and documents

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.

Ultrasounds-assisted synthesis of highly functionalized acetophenone derivatives in heterogeneous catalysis

A fast, general, environmentally friendly, and facile method for preparation of highly functionalized acetophenone derivatives under ultrasound irradiation in heterogeneous catalysis is presented. The ultrasound enhanced a remarkable rate of acceleration for bromination, the reaction time decrease significantly, reaction conditions are milder, the consumed energy decreases considerably and the amount of used solvents was reduced. Consequently, the ultrasounds-assisted bromination reaction could be considered ecofriendly. In the most cases under ultrasound irradiation the yields are higher, in some cases substantially. A comparative study, ultrasounds-conventional conditions was done.

Synthesis of α-bromoalkanones using urea-hydrogen peroxide complex and sodium bromide over silica gel-acetic acid

α-Bromoalkanones 2 have been synthesized by the reaction of alkanones 1 with UHP-NaBr over SiO2-acetic acid in solvent-free conditions under microwave irradiation.