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3'-Bromo-2-phenylacetophenone, a chemical compound with the molecular formula C14H11BrO, is a derivative of acetophenone featuring a bromine atom and a phenyl group attached to its carbon backbone. This unique structure and its properties make it valuable for various applications in different industries.

40396-53-0

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40396-53-0 Usage

Uses

Used in Pharmaceutical Industry:
3'-Bromo-2-phenylacetophenone is used as an intermediate in the synthesis of pharmaceuticals for its ability to participate in nucleophilic substitution or metal-catalyzed cross-coupling reactions, contributing to the development of new drugs.
Used in Agrochemical Industry:
In agrochemicals, 3'-Bromo-2-phenylacetophenone serves as a key intermediate, playing a crucial role in the production of various agrochemical compounds, such as pesticides and herbicides, due to its reactive bromine substituent.
Used in Materials Science:
3'-Bromo-2-phenylacetophenone is utilized in materials science as a component in the development of new materials, taking advantage of its chemical properties to enhance material characteristics or create novel material systems.
Used as an Intermediate in Organic Synthesis:
3'-Bromo-2-phenylacetophenone is used as a versatile intermediate in organic synthesis, where its bromine atom allows for further functionalization through various chemical reactions, expanding the scope of organic chemistry.
Proper handling and storage of 3'-Bromo-2-phenylacetophenone are essential to ensure safety and prevent hazardous conditions in all applications.

Check Digit Verification of cas no

The CAS Registry Mumber 40396-53-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,3,9 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 40396-53:
(7*4)+(6*0)+(5*3)+(4*9)+(3*6)+(2*5)+(1*3)=110
110 % 10 = 0
So 40396-53-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H11BrO/c15-13-8-4-7-12(10-13)14(16)9-11-5-2-1-3-6-11/h1-8,10H,9H2

40396-53-0Relevant academic research and scientific papers

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Kandasamy, Jeyakumar,Lee, Yong Rok,Singh, Adesh Kumar,Venkatesh, Rapelly

supporting information, p. 7832 - 7837 (2021/09/28)

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Regioselection in the synthesis of 4-benzyltetral-1-ones and the new 4-arylbenzosuber-1-ones

Truong, Daniel,Howard, Brittany L.,Thompson, Philip E.

, (2021/03/09)

The intramolecular Friedel-Crafts acylation of 4,5-diarylpentanoic acids has the possibility to cyclise to either a 6-membered ring to give 4-benzyltetral-1-one or a 7-membered ring to give 4-arylbenzosuber-1-one. Of these, only the former compound class has previously been reported. The impact of the substituents positioning on the outcome of the cyclisation has been investigated. The complete formation of either the tetralone or the benzosuberone regioisomer was possible under the same reaction conditions, dependent upon the ring activation and/or deactivation of the chosen substituents. Selected bromo or methoxy substituents could be used as auxiliaries, included in precursors to afford the desired regioisomer and then subsequently removed.

1,2-Aryl Migration Induced by Amide C?N Bond-Formation: Reaction of Alkyl Aryl Ketones with Primary Amines Towards α,α-Diaryl β,γ-Unsaturated γ-Lactams

Hu, Rong,Tao, Yigao,Zhang, Xiaofeng,Su, Weiping

supporting information, p. 8425 - 8430 (2021/03/16)

Rearrangement reactions incorporated into cascade reactions play an important role in rapidly increasing molecular complexity from readily available starting materials. Reported here is a Cu-catalyzed cascade reaction of α-(hetero)aryl-substituted alkyl (hetero)aryl ketones with primary amines that incorporates an unusual 1,2-aryl migration induced by amide C?N bond formation to produce a class of structurally novel α,α-diaryl β,γ-unsaturated γ-lactams in generally good-to-excellent yields. This cascade reaction has a broad substrate scope with respect to primary amines, allows a wide spectrum of (hetero)aryl groups to smoothly undergo 1,2-migration, and tolerates electronically diverse α-substituents on the (hetero)aryl ring of the ketones. Mechanistically, this 1,2-aryl migration may stem from the intramolecular amide C?N bond formation which induces nucleophilic migration of the aryl group from the acyl carbon center to the electrophilic carbon center that is conjugated with the resulting iminium moiety.

Visible-Light-Promoted [3 + 2] Cycloaddition of 2H-Azirines with Quinones: Access to Substituted Benzo[f]isoindole-4,9-diones

Li, Lei,Liu, Chuang,Sun, Ran,Wang, He,Wang, Lijia,Wang, Xin,Zhou, Ming-Dong

supporting information, (2022/01/22)

A visible-light-promoteded [3 + 2] cycloaddition reaction of 2H-azirines with quinones has been developed under mild reaction conditions. The reaction provides a general and efficient strategy for the synthesis of the benzo[f]isoindole-4,9-diones scaffold

Metal-free synthesis of ketones by visible-light induced aerobic oxidative radical addition of aryl hydrazines to alkenes

Ding, Ya,Zhang, Wenkai,Li, Hao,Meng, Yunge,Zhang, Te,Chen, Qiu-Yun,Zhu, Chunyin

supporting information, p. 2941 - 2944 (2017/07/24)

A green and cost-effective method has been developed for the conversion of alkenes to ketones under metal-free conditions. The reaction involves the oxidative addition of alkenes with aryl radicals, which are generated by visible-light induced aerobic oxidation of arylhydrazines. The key features of this reaction include broad substrate scope, readily available reagents and amenability to gram-scale synthesis.

Catalyst-controlled highly selective coupling and oxygenation of olefins: A direct approach to alcohols, ketones, and diketones

Su, Yijin,Sun, Xiang,Wu, Guolin,Jiao, Ning

supporting information, p. 9808 - 9812 (2013/09/23)

Oxygen? That's radical! A method for the direct synthesis of substituted alcohols, ketones, and diketones through a catalyst-controlled highly chemoselective coupling and oxygenation of olefins has been developed. The method is simple and practical, can be switched by the selection of different catalysts, and employs molecular oxygen as both an oxidant and a reagent. Copyright

Catalytic decarboxylative cross-ketonisation of aryl- and alkylcarboxylic acids using iron catalysts

-

Page/Page column 3-4, (2012/07/03)

In the presence of catalytic amounts of magnetite nanopowder, mixtures of aromatic and aliphatic carboxylic acids are converted selectively into the corresponding aryl alkyl ketones. As by-products, only carbon dioxide and water are released. This catalytic cross-ketonisation allows the regioselective acylation of aromatic systems and, thus, represents a sustainable alternative to Friedel-Crafts acylations.

Catalytic Decarboxylative Cross-Ketonisation of Aryl- and Alkylcarboxylic Acids using Magnetite Nanoparticles

Goossen, Lukas J.,Mamone, Patrizia,Oppel, Christoph

supporting information; experimental part, p. 57 - 63 (2011/03/22)

In the presence of catalytic amounts of magnetite nanopowder, mixtures of aromatic and aliphatic carboxylic acids are converted selectively into the corresponding aryl alkyl ketones. As by-products, only carbon dioxide and water are released. This catalytic cross-ketonisation allows the regioselective acylation of aromatic systems and, thus, represents a sustainable alternative to Friedel-Crafts acylations.

THERAPEUTIC FLUOROETHYL UREAS

-

Page/Page column 12, (2008/06/13)

Compounds of the formula or a pharmaceutically acceptable salt thereof or a tautomer thereof, wherein A and B are as described herein, are useful for treating conditions afflicting mammals.

2, 3, and 4 (α,α,β,β Tetrafluorophenethyl)benzylamines. A new class of antiarrhythmic agents

Christy,Colton,Mackay,Staas,Wong,Engelhardt,Torchiana,Stone

, p. 421 - 430 (2007/10/06)

Upon finding 2-(α,α,β,β-tetrafluorophenethyl)benzylamine (4) to be a potent and novel type of antiarrhythmic agent, 2-, 3-, and 4-(α,α,β,β-Tetrafluorophenethyl) benzylamines were synthesized. Structure-activity relationships in this series are described.

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