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4-Trifluoromethylphenylmagnesiumbromide is a chemical compound that consists of a magnesium atom bonded to a phenyl group with a trifluoromethyl substituent and a bromine atom. It is a strong nucleophile and commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds through Grignard reactions.

402-51-7

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402-51-7 Usage

Uses

Used in Organic Synthesis:
4-Trifluoromethylphenylmagnesiumbromide is used as a reagent for the formation of carbon-carbon bonds through Grignard reactions. Its strong nucleophilic properties allow it to react with various electrophiles, such as carbonyl compounds, to form new carbon-carbon bonds.
Used in Pharmaceutical Synthesis:
4-Trifluoromethylphenylmagnesiumbromide is used as an intermediate in the synthesis of pharmaceuticals. Its reactivity and ability to form carbon-carbon bonds make it an important component in the production of various organic compounds used in the development of medications.
Used in Agrochemical Synthesis:
4-Trifluoromethylphenylmagnesiumbromide is also employed in the synthesis of agrochemicals. Its role as a reagent in organic synthesis aids in the creation of compounds that are used in the development of agricultural chemicals to improve crop yields and protect plants from pests.
Safety Note:
Due to its reactivity and potential for hazardous reactions, 4-trifluoromethylphenylmagnesiumbromide should be handled with care in a controlled environment by trained professionals.

Check Digit Verification of cas no

The CAS Registry Mumber 402-51-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,0 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 402-51:
(5*4)+(4*0)+(3*2)+(2*5)+(1*1)=37
37 % 10 = 7
So 402-51-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H4F3.BrH.Mg/c8-7(9,10)6-4-2-1-3-5-6;;/h2-5H;1H;/q;;+1/p-1/rC7H4BrF3Mg/c8-12-6-3-1-5(2-4-6)7(9,10)11/h1-4H

402-51-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Bromo[4-(trifluoromethyl)phenyl]magnesium

1.2 Other means of identification

Product number -
Other names 4-trifluoromethyl-benzoic acid methyl ester

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:402-51-7 SDS

402-51-7Relevant academic research and scientific papers

COMPOUND HAVING BET INHIBITORY ACTIVITY AND PREPARATION METHOD AND USE THEREFOR

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Paragraph 0439-0440, (2020/12/22)

The invention relates to the field of pharmaceutical chemistry. Specifically, the present invention relates to a series of BET (bromodomain and extra-terminal domain) inhibitors having a novel structure, particularly inhibitors targeting BRD4 (Bromodomain-containing protein 4), and a preparation method and use therefor. The structure thereof is shown in the following general formula (I). Said compounds or a stereoisomer, racemate, geometric isomer, tautomer, prodrug, hydrate, solvate, or crystal form thereof, or a pharmaceutically acceptable salt thereof, and the pharmaceutical compsosition thereof can be used for the treatment and/or prevention of related diseases mediated by bromodomain proteins.

Synthesis of trifluoromethylated α-hydroxy acids and their derivatives based on alkyl trifluoropyruvates

Vasilyeva,Vorobyeva

, p. 1426 - 1432 (2018/10/31)

The reactions of trifluoropyruvates with nitromethane and arylmagnesium bromides leading to trifluoromethyl-containing α-hydroxy acid esters were studied and various derivatives of the acids were obtained.

COMPOSITIONS FOR TREATING NEURODEGENERATIVE DISEASES

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Paragraph 0322, (2018/12/12)

The present disclosure relates to novel compounds, pharmaceutical compositions containing the compounds and methods of using the compounds and pharmaceutical compositions for treating neurodegerative diseases, including Alzheimer's disease and cognitive decline. Methods for inhibiting synapse number decline or membrane trafficking abnormalities associated with exposure of a neuronal cell to Abeta species are also disclosed.

Preparation of Trifluoromethylphenyl Magnesium Halides in the Presence of LiCl and Synthesis of 2′-Trifluoromethyl-Aromatic Ketones

Nakatani, Jiro,Nozoe, Tatsuhiro

, p. 1633 - 1636 (2016/09/23)

The effect of LiCl-promoted insertion of magnesium turnings into halogenated-trifluoromethylbenzenes for Grignard reagent synthesis was investigated. In the presence of less than 1.0 equiv of LiCl, chloro(trifluoromethyl)benzene Grignard reagents were easily generated. The 2-trifluoromethylphenyl magnesium chloride Grignard reagent was obtained in high yield and 2′-trifluoromethyl-substituted aromatic ketone was synthesized through reaction of the obtained Grignard reagent with a carboxylic anhydride in an 83% yield.

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.

Novel Sulfonaminoquinoline Hepcidin Antagonists

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Page/Page column 158, (2012/09/05)

The present invention relates to novel hepcidin antagonists, pharmaceutical compositions comprising them and the use thereof as medicaments for the use in the treatment of iron metabolism disorders, such as, in particular, iron deficiency diseases and anemias, in particular anemias in connection with chronic inflammatory diseases.

meso-Substituted bisanthenes as soluble and stable near-infrared dyes

Li, Jinling,Zhang, Kai,Zhang, Xiaojie,Huang, Kuo-Wei,Chi, Chunyan,Wu, Jishan

experimental part, p. 856 - 863 (2010/04/30)

(Chemical Equation Presented) Three meso-substituted bisanthenes, 4-6, were prepared in a short synthetic route from the bisanthenequinone. They exhibit largely improved stability and solubility in comparison to the parent bisanthene. All of these compoun

Use of73Ge NMR Spectroscopy and X-ray Crystallography for the Study of electronic interactions in substituted tetrakis(phenyl)-, -(phenoxy)-, and -(thiophenoxy)germanes

Yoder, Claude H.,Agee, Tamara M.,Griffith, Allison K.,Schaeffer Jr., Charles D.,Carroll, Mary J.,Detoma, Alaina S.,Fleisher, Adam J.,Gettel, Cameron J.,Rheingold, Arnold L.

experimental part, p. 582 - 590 (2010/04/25)

NMR chemical shifts of 1H, 13C, and 73Ge, molecular modeling, and single-crystal X-ray diffraction results are reported for a series of substituted tris- and tetrakis(phenyl)germanes of the type (XC6H4)3GeY and (XC6H 4)4Ge, where X = o-, m-, and p-OCH3, o-, m-, and p-OC2H5, m- and p-CF3, H, p-C(CH 3)3, p-Cl; and Y = Cl and H. Chemical shifts and X-ray data are also reported for o-CH3 and o-OCH3 tetrakis(phenoxy)- ((XC6H4O)4Ge) and thiophenoxygermanes ((XC6H4S)4Ge). For tetrakis derivatives, 73Ge resonances are observed for all but the o-methoxyphenoxy compound, for which the inability to detect a resonance is attributed to rapid quadrupolar relaxation caused by intramolecular interactions of the methoxy oxygen with the central atom. The observation of a relatively broad, slightly upfield 73Ge resonance in the analogous phenyl and thiophenoxy derivatives suggests, as do the results of molecular modeling, that in these compounds there is some hypercoordination. The solid-state structures show bond angles at the aromatic carbon bearing the alkoxy group that suggest an interaction of the alkoxy oxygen with germanium. Oxygen-germanium bond distances are about 17% shorter than the sum of the van der Waals radii.

Asymmetric bromolactonization catalyzed by a C3-symmetric chiral trisimidazoline

Murai, Kenichi,Matsushita, Tomoyo,Nakamura, Akira,Fukushima, Shunsuke,Shimura, Masato,Fujioka, Hiromichi

supporting information; experimental part, p. 9174 - 9177 (2011/02/26)

A productive alliance: In an enantioselective organocatalytic bromolactonization of 5-substituted hex-5-enoic acids (see scheme), it appears that the formation of an ion pair through interaction of the trisimidazoline catalyst 1 with the substrate both cr

Vanilloid receptor ligands and their use in treatments

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Page/Page column 11; 13; 27; 30; 33; 35, (2009/04/24)

Bicyclic 3,4-fused piperidine compounds, and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotizing agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

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