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M-TOLYLMAGNESIUM BROMIDE, also known as M-Tolylmagnesium bromide, is a Grignard reagent derived from toluene and magnesium metal through a reaction with bromine. It is a highly reactive and potent nucleophile, commonly used as a reagent in organic synthesis for the formation of new carbon-carbon bonds in organic molecules.

28987-79-3

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28987-79-3 Usage

Uses

Used in Pharmaceutical Synthesis:
M-TOLYLMAGNESIUM BROMIDE is used as a reagent for the synthesis of various pharmaceuticals and fine chemicals. Its high reactivity and nucleophilic properties make it valuable for creating complex organic molecules in a laboratory setting.
Used in Organic Synthesis:
In the field of organic synthesis, M-TOLYLMAGNESIUM BROMIDE is used as a key component for the formation of new carbon-carbon bonds in organic molecules. This allows for the creation of a wide range of organic compounds with diverse applications.

Check Digit Verification of cas no

The CAS Registry Mumber 28987-79-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,9,8 and 7 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 28987-79:
(7*2)+(6*8)+(5*9)+(4*8)+(3*7)+(2*7)+(1*9)=183
183 % 10 = 3
So 28987-79-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H7.BrH.Mg/c1-7-5-3-2-4-6-7;;/h2-3,5-6H,1H3;1H;/q;;+1/p-1/rC7H7BrMg/c1-6-3-2-4-7(5-6)9-8/h2-5H,1H3

28987-79-3 Well-known Company Product Price

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  • TCI America

  • (T1699)  m-Tolylmagnesium Bromide (19% in Tetrahydrofuran, ca. 1mol/L)  

  • 28987-79-3

  • 100g

  • 450.00CNY

  • Detail

28987-79-3SDS

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 M-TOLYLMAGNESIUM BROMIDE

1.2 Other means of identification

Product number -
Other names 3-tolylmagnesium bromide

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:28987-79-3 SDS

28987-79-3Relevant academic research and scientific papers

Room-Temperature Palladium(II)-Catalyzed Direct 2-Arylation of Indoles with Tetraarylstannanes

Liu, Yuxia,Wang, Chao,Huang, Linjuan,Xue, Dong

supporting information, p. 1613 - 1618 (2020/09/15)

A palladium(II)-catalyzed direct 2-arylation of indoles by tetraarylstannanes with oxygen (balloon) as the oxidant at room temperature has been developed. Various tetraarylstannanes can be employed as aryl sources for 2-arylation of indoles in up to 89% yield, providing a practical and efficient catalytic protocol for accessing 2-arylindoles.

Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow

Deng, Yuchao,Wei, Xiao-Jing,Wang, Xiao,Sun, Yuhan,No?l, Timothy

supporting information, p. 14532 - 14535 (2019/11/21)

Transition-metal-catalyzed cross-coupling chemistry can be regarded as one of the most powerful protocols to construct carbon–carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal sources. Herein, we report a selective, practical, and fast iron-based cross-coupling reaction that enables the formation of Csp?Csp3 and Csp2?Csp3 bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allows the use of a supporting ligand to be avoided without eroding the reaction selectivity.

Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates

Eno, Meredith S.,Lu, Alexander,Morken, James P.

supporting information, p. 7824 - 7827 (2016/07/11)

Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

Yang, Wanfei,Chen, Huoji,Li, Jianxiao,Li, Chunsheng,Wu, Wanqing,Jiang, Huanfeng

supporting information, p. 9575 - 9578 (2015/06/08)

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Bismuth-catalyzed synthesis of polycyclic aromatic hydrocarbons (PAHs) with a phenanthrene backbone via cyclization and aromatization of 2-(2-arylphenyl)vinyl ethers

Murai, Masahito,Hosokawa, Naoki,Roy, David,Takai, Kazuhiko

supporting information, p. 4134 - 4137 (2014/09/30)

The reaction of 2-(2-arylphenyl)vinyl ethers in the presence of a catalytic amount of bismuth(III) triflate gave substituted phenanthrenes in excellent yields under mild reaction conditions. The reaction was also applied to the construction of other polycyclic aromatic hydrocarbons (PAHs), such as chrysene, helicene, and pyrene having a phenanthrene backbone, via regioselective cyclization. This method has the advantages of easy availability of the cyclization precursors, operational simplicity, and high reaction efficiency.

Ambient arylmagnesiation of alkynes catalysed by ligandless nickel(ii)

Xue, Fei,Zhao, Jin,Hor, T. S. Andy

, p. 10121 - 10123 (2013/10/22)

A simple and efficient catalytic arylmagnesiation of diarylacetylenes and aryl(alkyl)acetylenes is accomplished by NiCl2·6H2O at r.t. in the absence of stabilising ligands. The corresponding tetra-substituted alkenes can be obtained in good yields by subsequent treatment with different electrophiles. The Royal Society of Chemistry 2013.

RENIN INHIBITORS

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Page/Page column 145-146, (2009/01/23)

Described are compounds that bind to aspartic proteases to inhibit their activity. They are useful in the treatment or amelioration of diseases associated with aspartic protease activity. Also described are methods of use of the compounds described herein in ameliorating or treating aspartic protease related disorders in a subject in need thereof.

ANTIFUNGAL AGENTS

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Page/Page column 35-36, (2010/02/14)

Compounds of formula (I), and pharmaceutically acceptable salts thereof, may be used in therapy, for example as antifungal agents, wherein: R1, R2 and R3 are as defined herein. Certain compounds of formula (I) are also provided. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

Method for producing alkyl-bridged ligand systems and transition metal compounds

-

, (2008/06/13)

The invention relates to a method for producing highly substituted alkyl-bridged ligand systems on the basis of indene derivatives and transition metal compounds. Said alkyl-bridged ligand systems can be obtained in high yields using this method.

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