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3'-Nitro-2,2,2-trifluoroacetophenone, a chemical compound with the molecular formula C8H6F3NO3, is a nitro-substituted aromatic ketone. It is recognized for its strong electron-withdrawing properties due to the trifluoromethyl and nitro groups attached to the aromatic ring, which makes it a valuable building block in organic synthesis. Its unique chemical structure lends itself to a variety of chemical reactions, such as Friedel-Crafts acylation, nucleophilic aromatic substitution, and Suzuki-Miyaura coupling.

657-15-8

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657-15-8 Usage

Uses

Used in Pharmaceutical Synthesis:
3'-Nitro-2,2,2-trifluoroacetophenone is used as an intermediate in the synthesis of pharmaceuticals for its ability to facilitate various chemical reactions that are crucial in the creation of new drug molecules.
Used in Agrochemical Production:
In the agrochemical industry, 3'-Nitro-2,2,2-trifluoroacetophenone serves as an intermediate, contributing to the development of new compounds that can be used in crop protection and other agricultural applications.
Used in Dye and Pigment Manufacturing:
3'-Nitro-2,2,2-trifluoroacetophenone is used as a building block in the production of dyes and pigments, where its unique properties can enhance the color characteristics and stability of these products.
Used in Specialty Chemicals:
3'-NITRO-2,2,2-TRIFLUOROACETOPHENONE is also utilized in the production of specialty chemicals, where its strong electron-withdrawing properties and reactivity in various chemical reactions are advantageous for creating specific chemical entities with desired properties.

Check Digit Verification of cas no

The CAS Registry Mumber 657-15-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,5 and 7 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 657-15:
(5*6)+(4*5)+(3*7)+(2*1)+(1*5)=78
78 % 10 = 8
So 657-15-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H4F3NO3/c9-8(10,11)7(13)5-2-1-3-6(4-5)12(14)15/h1-4H

657-15-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2,2-trifluoro-1-(3-nitrophenyl)ethanone

1.2 Other means of identification

Product number -
Other names m-nitrophenyltrifluoromethylketone

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:657-15-8 SDS

657-15-8Relevant academic research and scientific papers

Design, synthesis and evaluation of an NLRP3 inhibitor diazirine photoaffinity probe

Coll, Rebecca C.,Hill, James R.,Robertson, Avril A. B.,Schroder, Kate

supporting information, (2020/04/02)

The NLRP3 inhibitor MCC950/CRID3 ameliorates a remarkable number of inflammatory disorders in animal models. Herein we describe a trifluoromethyl phenyl diazirine (TPD) photoaffinity probe, called TPD-950-Br, to probe the molecular interactions of MCC950. We show that TPD-950-Br covalently captures proximal species upon photo-activation and inhibits IL-1β production in an NLRP3 inhibitor assay.

Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones

Otevrel, Jan,Svestka, David,Bobal, Pavel

supporting information, p. 5244 - 5248 (2019/06/07)

We have developed a catalytic system based on bianthrylbis(thiourea) for the asymmetric Henry reaction of fluoroketones and nitroalkanes that resulted from the screening of a library containing 31 chiral non-racemic organocatalysts. The corresponding adducts were isolated in up to 6 times shorter reaction time in comparison with the previously published organocatalysts. High levels of stereocontrol have been generally observed, with measured product enantiomeric excesses up to 97% and diastereomeric ratio 3:2 (anti/syn). The above-mentioned catalysts have been successfully applied to the total asymmetric synthesis of CF3-tethered (S)-halostachines, which has proved that this method constitutes an easy entry to similar enantiopure compounds.

Oxidation of α-trifluoromethyl and non-fluorinated alcohols: Via the merger of oxoammonium cations and photoredox catalysis

Pistritto, Vincent A.,Paolillo, Joshua M.,Bisset, Kathryn A.,Leadbeater, Nicholas E.

, p. 4715 - 4719 (2018/07/06)

We present an alcohol oxidation strategy to access α-trifluoromethyl ketones (TFMKs) merging catalytic oxoammonium cation oxidation with visible-light photoredox catalysis. This work uses 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl as an organic oxidant capable of generating TFMKs in good yields. The methodology serves as an improvement over previous reports of an analogous oxidation strategy requiring superstoichiometric quantities of oxidant. Both primary and secondary non-fluorinated alcohols can also be oxidised in good yields.

SULFONYLUREAS AND RELATED COMPOUNDS AND USE OF SAME

-

Page/Page column 155, (2016/09/15)

ABSTRACT The present invention provides for certain sulfonyl ureas and related compounds which have advantageous properties and show useful activity in the inhibition of activation of the NLRP3 inflammasome. Such compounds are useful in the treatment of a wide range of disorders in which the inflammation process, or more specifically the NLRP3 inflammasome, have been implicated as being a key factor.

THIENO[3,2-D]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

-

Paragraph 0624; 0625; 0626, (2015/01/06)

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases.

Highly efficient synthesis of aryl and heteroaryl trifluoromethyl ketones via o-iodobenzoic acid (IBX)

Cheng, Huicheng,Pei, Yu,Leng, Faqiang,Li, Jingya,Liang, Apeng,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng

, p. 4483 - 4486 (2013/07/26)

A two-step process for the synthesis of aryl and heteroaryl trifluoromethyl ketones from the corresponding aldehydes is described. Trifluoromethyl alcohols were prepared from aryl and heteroaryl aldehydes in excellent yields using catalytic amount of K2CO3. The trifluoromethyl alcohols were then oxidized conveniently and efficiently by o-iodoxybenzoic acid (IBX) under mild conditions to get the desired functionalized aryl and heteroaryl trifluoromethyl ketones.

THIENO[3,2-d]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

-

Page/Page column 89; 90, (2013/07/19)

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases

Oxidation of α-trifluoromethyl alcohols using a recyclable oxoammonium salt

Kelly, Christopher B.,Mercadante, Michael A.,Hamlin, Trevor A.,Fletcher, Madison H.,Leadbeater, Nicholas E.

, p. 8131 - 8141 (2013/01/15)

A simple, mild method for the oxidation of α-trifluoromethyl alcohols to trifluoromethyl ketones (TFMKs) using the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1) is described. Under basic conditions, oxidation proceeds rapidly and affords good to excellent yields of TFMKs, without concomitant formation of the hydrate. The byproduct of the oxidation, 4-acetylamino-2,2,6,6-tetramethyl-1- piperidinyloxy (1c), is easily recovered and can be conveniently reoxidized to regenerate the oxoammonium salt.

A Weinreb amide approach to the synthesis of trifluoromethylketones

Rudzinski, Diandra M.,Kelly, Christopher B.,Leadbeater, Nicholas E.

supporting information, p. 9610 - 9612 (2012/10/29)

A novel route to access trifluoromethylketones (TFMKs) from Weinreb amides is reported. This represents the first documented case of the Ruppert-Prakash reagent (TMS-CF3) reacting in a constructive manner with an amide and enables synthesis of TMFKs without risk of over-trifluoromethylation.

SUBSTITUTED 3-PHENYLPROPIONIC ACIDS AND THE USE THEREOF

-

Page/Page column 64, (2011/06/23)

The present application relates to novel 3-phenylpropionic acid derivatives, to processes for their preparation, to their use for the treatment and/or prevention of diseases and to their use for preparing medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of cardiovascular disorders.

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