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1,4-Pentanedione, 1-(4-bromophenyl)-, also known as 4'-bromosacetylacetone, is an organic compound with the chemical formula C8H7BrO2. It is a derivative of pentanedione, featuring a bromine atom attached to the para position of a phenyl ring. This halogenated ketone is a colorless to pale yellow crystalline solid, soluble in organic solvents such as ethanol and acetone. It is primarily used as a chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Due to its reactivity, it is important to handle 1,4-pentanedione, 1-(4-bromophenyl)- with care, as it may pose health risks and environmental concerns.

2108-56-7

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2108-56-7 Usage

Common Uses

Flavoring agent, fragrance production, pharmaceutical synthesis, and organic compound synthesis.

Physical State

Yellow liquid.

Odor

Strong.

Flammability

Flammable.

Health Hazard

Potentially hazardous to human health.

Safety Precautions

Handle and store with caution, follow proper safety protocols to prevent accidents or adverse health effects.

Check Digit Verification of cas no

The CAS Registry Mumber 2108-56-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,0 and 8 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2108-56:
(6*2)+(5*1)+(4*0)+(3*8)+(2*5)+(1*6)=57
57 % 10 = 7
So 2108-56-7 is a valid CAS Registry Number.

2108-56-7Relevant academic research and scientific papers

MONOCARBOXYLIC ACID TRANSPORTER 4 (MCT4) MODULATORS AND USES THEREOF

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Paragraph 0204-0205, (2021/11/26)

Disclosed herein are compounds, compositions, and methods for modulating the monocarboxylic acid transporter 4 (MCT4) with the compounds and compositions disclosed herein. Also described are methods of treating diseases or conditions that are mediated by

Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex

González Miera, Greco,Bermejo López, Aitor,Martínez-Castro, Elisa,Norrby, Per-Ola,Martín-Matute, Belén

supporting information, p. 2631 - 2636 (2019/02/01)

1,4- and 1,5-diols undergo cyclodehydration upon treatment with cationic N-heterocyclic carbene (NHC)–IrIII complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal-hydride-driven pathway was proposed for all substrates, except for very electron-rich ones. This contrasts with the well-established classical pathways that involve nucleophilic substitution.

Copper-Catalyzed Decarboxylative Oxyalkylation of Alkynyl Carboxylic Acids: Synthesis of ?-Diketones and ?-Ketonitriles

Li, Yi,Shang, Jia-Qi,Wang, Xiang-Xiang,Xia, Wen-Jin,Yang, Tao,Xin, Yangchun,Li, Ya-Min

supporting information, p. 2227 - 2230 (2019/03/26)

A novel copper-catalyzed decarboxylative oxyalkylation of alkynyl carboxylic acids with ketones and alkylnitriles via direct C(sp3)-H bond functionalization to construct new C-C bonds and C-O double bonds was developed. This transformation is featured by wide functional group compatibility and the use of readily available reagents, thus affording a general approach to ?-diketones and ?-ketonitriles. A possible mechanism is proposed.

Copper/Manganese Cocatalyzed Oxidative Coupling of Vinylarenes with Ketones

Lan, Xing-Wang,Wang, Nai-Xing,Zhang, Wei,Wen, Jia-Long,Bai, Cui-Bing,Xing, Yalan,Li, Yi-He

supporting information, p. 4460 - 4463 (2015/09/28)

A novel copper/manganese cocatalyzed direct oxidative coupling of terminal vinylarenes with ketones via C(sp3)-H bond functionalization following C-C bond formation has been developed using tert-butyl hydroperoxide as the radical initiator. Various ketones underwent a free-radical addition of terminal vinylarenes to give the corresponding 1,4-dicarbonyl products with excellent regioselectivity and efficiency through one step. A possible reaction mechanism has been proposed.

Preparation of chiral pyrrole derivatives by the Paal-Knorr reaction

Ryzhkov,Andreev,Belov,Kurkin,Yurovskaya

experimental part, p. 182 - 193 (2011/12/21)

A new approach has been developed for the synthesis of N-alkylpyrroles with a chiral substituent at the nitrogen atom by the Paal-Knorr reaction using esters of amino acids as the source of chirality.

Highly selective synthesis of 1-phenylpentane-1, 4-diones, and (E)-5-hydroxy-5-phenylpent-3-en-2-ones catalyzed by organophosphorus compounds

Zhang, Qing,Qiao, Yan-Fei,Huang, Min,Liang, Hong-Dong,Zhou, Ru-Jin

experimental part, p. 425 - 430 (2010/07/16)

1-Phenylpentane-1, 4-diones, and (E)- 5-hydroxy-5-phenylpent-3-en-2-ones were synthesized via organophosphine-catalyzed addition reaction of but-3-en-2-one with aldehydes. The features of the present protocols include high selectivity, operational simplicity, atom economy, and mild reaction conditions without transition metals.

Indium(I) bromide-mediated reductive coupling of α,α- dichloroketones to 1-aryl-butane-1,4-diones

Peppe, Clovis,Pav?o Das Chagas, Rafael

, p. 1187 - 1190 (2007/10/03)

Indium(I) bromide promotes the reductive coupling of α,α- dichloroketones to the corresponding 1,4-butanediones in moderate to good yields.

Tyrosine phosphatase inhibitors

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, (2008/06/13)

A compound of the formula (I): wherein X1 and X2 are the same or different and each is a bond or a spacer having 1 to 20 atom(s) in the main chain; one of R1 and R2 is a cycle group having substituent(s) selected from 1) an optionally substituted carboxy-C1-6 alkoxy group and 2) an optionally substituted carboxy-C1-6 aliphatic hydrocarbon group, wherein the cycle group optionally has additional substituent(s), and the other is an optionally substituted cycle group or a hydrogen atom; and R3, R4 and R5 are the same or different and each is a hydrogen atom or a substituent, or R4 may link together with R3 or R5 to form an optionally substituted ring; provided that when R3 is a hydrogen atom, R4 is a hydrogen atom and R5 is methyl, X2—R2 is not 4-cyclohexylphenyl; when R3 is 4-methoxyphenyl, R4 is a hydrogen atom and R5 is methyl, X2—R2 is not 4-methoxyphenyl; and when R1 or R2 is a hydrogen atom, the adjacent X1 or X2 is not a C1-7 alkylene; or a salt thereof exhibits a protein tyrosine phosphatase inhibitory action and is useful as a prophylactic or therapeutic agent for diabetes or the like.

One step preparation of 1,4-diketones from methyl ketones and α-bromomethyl ketones in the presence of ZnCl2·t-BuOH·Et2NR as a condensation agent

Nevar,Kel'in,Kulinkovich

, p. 1259 - 1262 (2007/10/03)

1,4-Diketones have been prepared in one step from methyl ketones and α-bromomethyl ketones under the action of ZnCl2·t-BuOH·Et2NR as a condensation agent with moderate to high yields. The mechanistic pathway of the reaction is proposed to go through aldol condensation of ketones followed by 1,3-dehydro-bromination of aldol products and cleavage of activated cyclopropyl intermediates.

THERAPEUTIC AGENT FOR DIABETES

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, (2008/06/13)

A therapeutic agent for diabetes, which comprises a compound of the formula [I] wherein Xis a group of the formula wherein R4and R5are the same or different and each is a hydrogen atom, an optionally substituted alkyl having 1 to 5 carbon atoms and the like, and R6is a hydrogen atom or an amino-protecting group; R1is an optionally substituted alkyl having 1 to 5 carbon atoms, an optionally substituted alkenyl having 2 to 6 carbon atoms and the like, R2is a hydrogen atom, an optionally substituted alkyl having 1 to 5 carbon atoms and the like, R2' is a hydrogen atom, and R3is an optionally substituted alkyl having 1 to 5 carbon atoms and the like, a prodrug thereof, a pharmaceutically acceptable salt thereof, a hydrate thereof and a solvate thereof. The compound of the present invention shows superior blood sugar decreasing action on the state of hyperglycemia, but does not affect the blood sugar when it is in the normal range or in the hypoglycemic state, which means that it is free of serious side effects such as hypoglycemia. Therefore, the compound of the present invention is useful as a therapeutic drug for diabetes and also useful as a preventive of the chronic complications of diabetes.

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