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Methyl 3-(2-bromophenyl)propanoate is a chemical compound that belongs to the class of organic compounds known as benzoic acids and derivatives. It is a derivative of benzoic acid, containing a 3-(2-bromophenyl)propanoate moiety. This colorless liquid is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of fragrances and as a flavoring agent in the food industry. It also has potential applications in organic synthesis and chemical research. However, as a halogenated compound, it should be handled with care, due to its potential environmental and health hazards.

66191-86-4

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66191-86-4 Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-(2-bromophenyl)propanoate is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the formation of complex organic molecules required for drug development.
Used in Agrochemical Industry:
In the agrochemical industry, methyl 3-(2-bromophenyl)propanoate is utilized as an intermediate in the production of agrochemicals, playing a role in the development of substances that can protect crops and enhance agricultural productivity.
Used in Fragrance Industry:
Methyl 3-(2-bromophenyl)propanoate is used as a component in the production of fragrances, contributing to the creation of unique scents for various applications such as perfumes, cosmetics, and other scented products.
Used in Food Industry:
As a flavoring agent, methyl 3-(2-bromophenyl)propanoate is used in the food industry to enhance the taste and aroma of various food products, providing a unique flavor profile.
Used in Organic Synthesis:
In the field of organic synthesis, methyl 3-(2-bromophenyl)propanoate is employed as a reagent or building block for the synthesis of more complex organic compounds, facilitating the creation of new chemical entities.
Used in Chemical Research:
Methyl 3-(2-bromophenyl)propanoate is utilized in chemical research for studying reaction mechanisms, exploring new synthetic pathways, and understanding the properties of halogenated organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 66191-86-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,1,9 and 1 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 66191-86:
(7*6)+(6*6)+(5*1)+(4*9)+(3*1)+(2*8)+(1*6)=144
144 % 10 = 4
So 66191-86-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H11BrO2/c1-13-10(12)7-6-8-4-2-3-5-9(8)11/h2-5H,6-7H2,1H3

66191-86-4 Well-known Company Product Price

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  • Alfa Aesar

  • (H61342)  Methyl 3-(2-bromophenyl)propionate, 98%   

  • 66191-86-4

  • 5g

  • 848.0CNY

  • Detail
  • Alfa Aesar

  • (H61342)  Methyl 3-(2-bromophenyl)propionate, 98%   

  • 66191-86-4

  • 25g

  • 3177.0CNY

  • Detail

66191-86-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 3-(2-bromophenyl)propanoate

1.2 Other means of identification

Product number -
Other names methyl 3-(2-bromophenyl)propanoate

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:66191-86-4 SDS

66191-86-4Relevant academic research and scientific papers

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Larionova, Natalia A.,Ondozabal, Jun Miyatake,Cambeiro, Xacobe C.

, p. 558 - 564 (2020/12/07)

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).

Remote Functionalization of α,β-Unsaturated Carbonyls by Multimetallic Sequential Catalysis

Romano, Ciro,Fiorito, Daniele,Mazet, Clément

supporting information, p. 16983 - 16990 (2019/10/28)

The remote functionalization of α,β-unsaturated carbonyls by an array of multimetallic sequential catalytic systems is described. The reactions are triggered by hydrometalation using [Pd-H] or [Ru-H] isomerization catalysts and driven by the formation of thermodynamically more stable 1,2-vinyl arenes. The Pd-catalyzed deconjugative isomerization was combined with a Cu-catalyzed β-borylation of the transiently generated styrenyl derivatives to deliver a range of products that would not be accessible with the use of a single catalyst. [Pd/Cu] catalytic systems were also identified for the highly enantioselective α-hydroboration and α-hydroamination of the styrenyl intermediates. Difunctionalization simultaneously at the benzylic and homobenzylic positions was achieved by combining the isomerization process with Sharpless asymmetric dihydroxylation (SAD) using [Pd/Os] or [Ru/Os] couples. Starting from a simple α,β-unsaturated ester, an isomerization/dihydroxylation/lactonization sequence gave access to a naturally occurring γ-butyrolactone in good yield, with excellent diastereo- and enantioselectivity.

Synthesis of N-Substituted Condensed Tetrahydropyridine-Based Enaminones via Palladium-Catalyzed Intramolecular C–N Cross-coupling

Dou?ová, Hana,R??i?ková, Zdeňka,?im?nek, Petr

supporting information, p. 670 - 684 (2018/01/22)

A number of β-enaminones with secondary amino group (alkyl, cyclopropyl, and aryl) were prepared from corresponding β-diketones. Two general protocols for their palladium-catalyzed intramolecular C–N cross-coupling were established to give corresponding N-substituted condensed tetrahydropyridines in good yields. The methodology is applicable for a wide variety of structural motifs. The work also extends the applicability of novel, recently established, palladium precatalysts to new substrates.

Conformationally rigid derivatives of WAY-267,464: Synthesis and pharmacology at the human oxytocin and vasopressin-1a receptors

Jorgensen, William T.,Gulliver, Damien W.,Katte, Timothy A.,Werry, Eryn L.,Reekie, Tristan A.,Connor, Mark,Kassiou, Michael

, p. 1644 - 1656 (2017/11/13)

WAY-267,464 (1) and twelve conformationally rigid analogues (3a-f–4a-f) were synthesised, characterised and evaluated in cellular assays with the aim of systematically exploring interactions with the oxytocin receptor (OTR). Each analogue was evaluated in

1,3,8-TRIAZASPIRO[4,5]DECAN-4-ONE DERIVATIVES USEFUL FOR THE TREATMENT OF ORL-1 RECEPTOR MEDIATED DISORDERS

-

Paragraph 0225-0227, (2017/02/28)

The present invention is directed to novel 1,3,8-triazaspiro[4.5]decan-4-one derivatives of the general formulawherein all variables are as defined herein, useful in the treatment of disorders and conditions mediated by the ORL-1 G-protein coupled receptor. More particularly, the compounds of the present invention are useful in the treatment of disorders and conditions such as anxiety, depression, substance abuse, neuropathic pain, acute pain, migraine, asthma, cough and for improved cognition.

Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C?C Bond Formation

Shimogaki, Mio,Fujita, Morifumi,Sugimura, Takashi

supporting information, p. 15797 - 15801 (2016/12/16)

The enantioselective oxyarylation of (E)-6-aryl-1-silyloxylhex-3-ene was achieved using a lactate-based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.

An intramolecular C-N cross-coupling of β-enaminones: A simple and efficient way to precursors of some alkaloids of Galipea officinalis

Douov, Hana,Hork, Radim,Ruikov, Zdeka,imunek, Petr

supporting information, p. 884 - 892 (2015/08/24)

2-Aroylmethylidene-1,2,3,4-tetrahydroquinolines with the appropriate substituents can be suitable precursors for the synthesis of alkaloids from Galipea officinalis (cuspareine, galipeine, galipinine, angustureine). However, only two, rather low-yielding procedures for their synthesis are described in the literature. We have developed a simple and efficient protocol for an intramolecular, palladium or copper-catalysed amination of both chloro- and bromo-substituted 3-amino-1,5-diphenylpent-2-en-1-ones leading to the above-mentioned tetrahydroquinoline moiety. The methodology is superior to the methods published to date.

Bimolecular coupling reactions through oxidatively generated aromatic cations: Scope and stereocontrol

Cui, Yubo,Villafane, Louis A.,Clausen, Dane J.,Floreancig, Paul E.

, p. 7618 - 7626 (2013/08/23)

Chromenes, isochromenes, and benzoxathioles react with 2,3-dichloro-5,6- dicyano-1,4-benzoquinone to form stable aromatic cations that react with a range of nucleophiles. These oxidative fragment coupling reactions provide rapid access to structurally div

Copper-catalyzed cross-coupling of O -alkyl hydroxamates with aryl iodides

Kukosha, Tatyana,Trufilkina, Nadezhda,Belyakov, Sergey,Katkevics, Martins

supporting information; experimental part, p. 2413 - 2423 (2012/09/07)

N-Aryl-O-alkylhydroxamic acid derivatives were prepared by copper-catalyzed cross-coupling of hydroxamates with aryl iodides. The reaction conditions are compatible with standard hydroxy-protecting groups on the hydroxylamine moiety and are applicable to

Identification of a new biaryl scaffold generating potent renin inhibitors

Lacombe, Patrick,Aspiotis, Renée,Bayly, Christopher,Chen, Austin,Dubé, Daniel,Fortin, Réjean,Gallant, Michel,Juteau, Hélne,Liu, Suzanna,McKay, Dan,Roy, Patrick,Wu, Tom

scheme or table, p. 5822 - 5826 (2010/12/19)

The discovery and SAR of a series of potent renin inhibitors possessing a novel biaryl scaffold are described herein. Molecular modeling revealed that the cyclopropylamide spacer present in 1 can be replaced by a simple, substituted aromatic ring such as

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