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3,4-Dichlorophenacyl bromide is a chemical compound that serves as a versatile reagent in the synthesis of pharmaceuticals and other organic compounds. It is characterized by its potential applications across various fields, including pharmaceuticals, agrochemicals, and materials science. Its ability to protect hydroxyl groups in organic synthesis and act as an intermediate in the production of drugs and biologically active compounds makes it a valuable asset in the realm of synthetic chemistry.

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  • 2632-10-2 Structure
  • Basic information

    1. Product Name: 3,4-DICHLOROPHENACYL BROMIDE
    2. Synonyms: 2-Bromo-3′,4′-dichloroacetophenone,3,4-Dichlorophenacyl bromide;1-(3,4-Dichlorophenyl)-2-bromoethan-1-one;2-Bromo-1-(3,4-dichlorophenyl)ethan-1-one, 2-Bromo-3',4'-dichloroacetophenone;2-Bromo-3',4'-dichloroacetophenone 97%;3,4-DICHLOROPHECYL BROMIDE;2-BROMO-1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE;2-BROMO-1-(3,4-DICHLOROPHENYL)ETHANONE;2-BROMO-3',4'-DICHLOROACETOPHENONE
    3. CAS NO:2632-10-2
    4. Molecular Formula: C8H5BrCl2O
    5. Molecular Weight: 267.93
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 2632-10-2.mol
  • Chemical Properties

    1. Melting Point: 54 °C
    2. Boiling Point: 339℃
    3. Flash Point: 159℃
    4. Appearance: /
    5. Density: 1.695
    6. Vapor Pressure: 9.77E-05mmHg at 25°C
    7. Refractive Index: 1.596
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. BRN: 511981
    11. CAS DataBase Reference: 3,4-DICHLOROPHENACYL BROMIDE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3,4-DICHLOROPHENACYL BROMIDE(2632-10-2)
    13. EPA Substance Registry System: 3,4-DICHLOROPHENACYL BROMIDE(2632-10-2)
  • Safety Data

    1. Hazard Codes: Xi,T
    2. Statements: 20/21/22-34-36/37-36/37/38-36-25
    3. Safety Statements: 26-27-36/37/39-36-45
    4. RIDADR: 1759
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: 8
    8. PackingGroup: III
    9. Hazardous Substances Data: 2632-10-2(Hazardous Substances Data)

2632-10-2 Usage

Uses

Used in Pharmaceutical Synthesis:
3,4-Dichlorophenacyl bromide is used as a reagent for the synthesis of various pharmaceuticals, contributing to the development of new drugs and biologically active compounds. Its role in protecting hydroxyl groups during organic synthesis ensures the successful creation of complex molecular structures.
Used in Agrochemical Production:
In the agrochemical industry, 3,4-dichlorophenacyl bromide is utilized as a building block for the creation of compounds with pesticidal properties, thereby enhancing crop protection and contributing to agricultural productivity.
Used in Materials Science:
3,4-Dichlorophenacyl bromide is employed in materials science for the development of new materials with specific properties, such as improved stability or reactivity, which can be applied in various industrial processes.
Used as a Selective Reagent for Alcohol Conversion:
3,4-Dichlorophenacyl bromide is used as a mild and selective reagent for the conversion of alcohols to their corresponding bromides. This selective conversion is crucial for synthetic chemists, allowing for precise manipulation of molecular structures in the synthesis of complex organic compounds.
Safety Precautions:
Due to the reactivity of 3,4-dichlorophenacyl bromide and its potential health hazards, it is essential to follow proper safety protocols when handling and synthesizing this compound. This includes the use of appropriate personal protective equipment, working in well-ventilated areas, and adhering to established laboratory safety guidelines.

Check Digit Verification of cas no

The CAS Registry Mumber 2632-10-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,3 and 2 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2632-10:
(6*2)+(5*6)+(4*3)+(3*2)+(2*1)+(1*0)=62
62 % 10 = 2
So 2632-10-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H5BrCl2O/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3H,4H2

2632-10-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A13365)  2-Bromo-3',4'-dichloroacetophenone, 98%   

  • 2632-10-2

  • 5g

  • 386.0CNY

  • Detail
  • Alfa Aesar

  • (A13365)  2-Bromo-3',4'-dichloroacetophenone, 98%   

  • 2632-10-2

  • 25g

  • 1305.0CNY

  • Detail
  • Alfa Aesar

  • (A13365)  2-Bromo-3',4'-dichloroacetophenone, 98%   

  • 2632-10-2

  • 100g

  • 4438.0CNY

  • Detail

2632-10-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-bromo-1-(3,4-dichlorophenyl)ethanone

1.2 Other means of identification

Product number -
Other names 2-Bromo-1-(3,4-dichlorophenyl)ethanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2632-10-2 SDS

2632-10-2Relevant articles and documents

Anticholinesterase activity screening of some novel dithiocarbamate derivatives including piperidine and piperazine moieties

Levent, Serkan,Acar ?evik, Ulviye,Sa?l?k, Begüm Nurpelin,?zkay, Yusuf,Can, ?zgür Devrim,?zkay, ümide Demir,U?ucu, ümit

, p. 469 - 474 (2017)

The present study was undertaken to synthesize some novel lipophilic piperazine and piperidinedithiocarbamates and investigate their inhibitory potencies against cholinesterase enzymes. In the synthetic studies, 44 new compounds were isolated. The structu

Thiazole ring-containing amide compounds as well as preparation method and application thereof

-

Paragraph 0044; 0051; 0073; 0075; 0143; 0148; 0227; 0232, (2021/06/23)

The invention discloses thiazole ring-containing amide compounds as well as a preparation method and application thereof, and belongs to the field of chemical technologies and pesticides. According to the present invention, p-phenylenediamine is adopted as a raw material to synthesize a series of the thiazole ring-containing amide compounds, and the synthesized thiazole ring-containing amide compounds have good inhibition effects on Xanthomonas oryzae pv.Oryza (Xoo), Xanthomonas oryzae pv.Oryzcola (Xoc) and Xanthomonas axonophora pv.Citri (Xac) in agricultural diseases and insect pests, and can be used for preparing the anti-plant bacterium agent.

Novel BuChE-IDO1 inhibitors from sertaconazole: Virtual screening, chemical optimization and molecular modeling studies

Zhou, You,Lu, Xin,Du, Chenxi,Liu, Yijun,Wang, Yifan,Hong, Kwon Ho,Chen, Yao,Sun, Haopeng

, (2021/01/07)

In our effort towards the identification of novel BuChE-IDO1 dual-targeted inhibitor for the treatment of Alzheimer's disease (AD), sertaconazole was identified through a combination of structure-based virtual screening followed by MM-GBSA rescoring. Preliminary chemical optimization was performed to develop more potent and selective sertaconazole analogues. In consideration of the selectivity and the inhibitory activity against target proteins, compounds 5c and 5d were selected for the next study. Further modification of compound 5c led to the generation of compound 10g with notably improved selectivity towards BuChE versus AChE. The present study provided us with a good starting point to further design potent and selective BuChE-IDO1 inhibitors, which may benefit the treatment of late stage AD.

BuChE-IDO1 inhibitor as well as preparation method and application thereof

-

Paragraph 0070-0072; 0122-0123, (2021/04/26)

The invention relates to the field of medicines, and particularly discloses a BuChE-IDO1 inhibitor as well as a preparation method and application thereof. The 7-chlorine-3-substituted benzothiophene part of sertaconazole is chemically modified, the influence of the 7-chlorine-3-substituted benzothiophene part of sertaconazole on the in-vitro inhibitory activity of AChE, BuChE and IDO1 is explored, the target compound is further optimized, and the technical problems that an existing BuChE-IDO1 inhibitor is poor in pertinence and safety are solved. What is explored is that an appropriate substituent group introduced to a 2-benzothiazole ring can form additional interaction with surrounding amino acids and heme iron, so that the binding affinity of the analogue with BuChE and IDO1 is increased, and a new idea is broadened for more efficient and targeted treatment of advanced AD diseases.

Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties

Lv, Hao-Peng,Yang, Xiao-Peng,Wang, Bai-Lin,Yang, Hao-Di,Wang, Xing-Wang,Wang, Zheng

supporting information, p. 4715 - 4720 (2021/06/28)

An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee).

Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines

Kim, Wansoo,Kim, Hun Young,Oh, Kyungsoo

, p. 15973 - 15991 (2021/07/26)

Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.

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

González-Chávez, Marco Martín,González-Chávez, Rodolfo,Méndez, Francisco,Martínez, Roberto,Ni?o-Moreno, Perla Del Carmen,Ojeda-Fuentes, Luis Enrique,Richaud, Arlette,Zerme?o-Macías, María de los ángeles

, (2021/08/30)

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.

Benzo[d]thiazole-2-thiol bearing 2-oxo-2-substituted-phenylethan-1-yl as potent selectivelasBquorum sensing inhibitors of Gram-negative bacteria

Quoc, Thang Nguyen,Thanh, Tung Truong,Xuan, Huy Luong

, p. 28797 - 28808 (2021/09/22)

Quorum sensing is a well-known term for describing bacterial cell-cell communication. Bacteria use quorum sensing pathways to respond to external factors such as nutrient availability, defense mechanisms, and coordinate host toxic behaviors such as biofilm formation, virulence production, and other pathogenesis. Discovery of novel compounds which inhibit quorum sensing without being antibiotic are currently emerging fields. Herein, the library of fifteen benzo[d]thiazole/quinoline-2-thiol bearing 2-oxo-2-substituted-phenylethan-1-yl compounds was designed, synthesized and evaluated to find novel quorum sensing inhibitors. Firstly, compounds were evaluated for their growth inhibitory activities at high concentrations up to 1000 μg mL?1towardPseudomonas aeruginosa. Under our conditions, twelve compounds showed moderate growth inhibitory activities in the concentration tested. To our delight, three compounds3,6and7do not affect the growth of the bacteria which were chosen for the evaluation of quorum sensing inhibitor activities. In theLasBsystem, our compounds3,6,7showed promising quorum-sensing inhibitors with IC50of 115.2 μg mL?1, 182.2 μg mL?1and 45.5 μg mL?1, respectively. In thePqsRsystem, no activity observed suggesting that the selectivity of the compound toward theLasBsystem. In addition,7showed the moderate anti-biofilm formation ofPseudomonas aeruginosa. Docking studies revealed that3,6and7binding to the active site ofPseudomonas aeruginosaquorum sensingLasRsystem with better affinity compared to reference compounds4-NPO. Finally, computation calculations suggest that compounds are a good template for further drug development.

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Jin, Linhong,Lu, Hui,Wang, Lei,Zhou, Xia

, (2020/04/23)

A series of new N-phenylacetamide derivatives containing 4-arylthiazole moieties was designed and synthesized by introducing the thiazole moiety into the amide scaffold. The structures of the target compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Their in vitro antibacterial activities were evaluated against three kinds of bacteria-Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas axonopodis pv. Citri (Xac) and X.oryzae pv. oryzicola (Xoc)-showing promising results. The minimum 50% effective concentration (EC50) value of N-(4-((4-(4-fluoro-phenyl)thiazol-2-yl)amino)phenyl)acetamide (A1) is 156.7 μM, which is superior to bismerthiazol (230.5 μM) and thiodiazole copper (545.2 μM). A scanning electron microscopy (SEM) investigation has confirmed that compound A1 could cause cell membrane rupture of Xoo. In addition, the nematicidal activity of the compounds against Meloidogyne incognita (M. incognita) was also tested, and compound A23 displayed excellent nematicidal activity, with mortality of 100% and 53.2% at 500 μg/mL and 100 μg/mL after 24 h of treatment, respectively. The preliminary structure-activity relationship (SAR) studies of these compounds are also briefly described. These results demonstrated that phenylacetamide derivatives may be considered as potential leads in the design of antibacterial agents.

Microwave-assisted synthesis and luminescent activity of imidazo[1,2-a]pyridine derivatives

Rodríguez, Juan C.,Maldonado, Rony A.,Ramírez-García, Gonzalo,Díaz Cervantes, Erik,de la Cruz, Fabiola N.

, p. 2279 - 2287 (2020/03/16)

In this work, a series of phenacyl bromide derivatives was synthesized and employed as key intermediate for the synthesis of substituted imidazo[1,2-a]pyridines. First, phenacyl bromide molecules were obtained from the bromination reaction of acetophenones assisted by microwave irradiation, obtaining the products 4a-v in a 15 minutes reaction with yields in the range of 50% to 99%. Subsequently, the conjugation of these molecules with 2-aminopyridine conduced to the production of imidazo[1,2-a]pyridine derivatives (7a-v) in a 60-second reaction with yields of 24% to 99%. Improved yields were determined with respect to those obtained with more tedious methodologies like thermally and mechanically assisted routes. Intense luminescence emissions in the purple and blue regions of the electromagnetic spectra were observed under UV excitation according to the nature of the substituents. This environmentally friendly methodology is expected to constitute an important class of organic compounds for the development of biomarkers, photochemical sensors, and medicinal applications.

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