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"Benzene, (3,3,3-trifluoro-1-propenyl)-" is a chemical compound with the molecular formula C9H7F3. It is an organic compound derived from benzene, with a 3,3,3-trifluoro-1-propenyl group attached to it. Benzene, (3,3,3-trifluoro-1-propenyl)- is characterized by its aromatic structure, with the benzene ring providing stability and the trifluoropropenyl group offering unique reactivity. It is used in various chemical syntheses, particularly in the production of pharmaceuticals and agrochemicals, due to its ability to introduce fluorine atoms into molecules, which can significantly alter their physical and chemical properties. The compound is also known for its potential applications in materials science, where fluorination can enhance properties such as heat resistance and chemical stability.

705-89-5

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705-89-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 705-89-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 5 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 705-89:
(5*7)+(4*0)+(3*5)+(2*8)+(1*9)=75
75 % 10 = 5
So 705-89-5 is a valid CAS Registry Number.

705-89-5Relevant academic research and scientific papers

The electrophilic trifluoromethyl radical CF3 · Application of the dual-parameter equation to the correlation analysis of relative rates of the trifluoromethylbromo addition reactions to 14 p-Y-substituted phenylacetylenes

Jiang, Xi-Kui,Ji, Guo-Zhen,Xie, John Rong-Yuan

, p. 133 - 138 (1996)

A rigorous procedure was applied to the measurement of the relative rates, i.e., kr(Y)=kY/kH, of the trifluoromethylbromo addition reactions to 14 p-Y-substituted phenylacetylenes (1-Y, with Y=F, Cl, Br, Me, tBu

A Readily Available Trifluoromethylation Reagent and Its Difunctionalization of Alkenes

Zhang, Min,Lin, Jin-Hong,Xiao, Ji-Chang

supporting information, p. 6079 - 6083 (2021/08/16)

Trifluoromethyl substitution is notably popular in pharmaceuticals and agrochemicals; however, trifluoromethylated compounds normally rely on the use of cost-prohibitive or gaseous trifluoromethylating reagents, which diminishes the general applicability of these methods. Herein an efficient trifluoromethylation reagent trifluoromethylsulfonyl-pyridinium salt (TFSP) was reported, which can be readily prepared from cheap and easily available bulk industrial feedstocks. TFSP can generate a trifluoromethyl radical under photocatalysis and realize the effective azido- or cyano-trifluoromethylation reactions of alkenes.

Deoxyfluorination of acyl fluorides to trifluoromethyl compounds by FLUOLEAD/Olah's reagent under solvent-free conditions

Liang, Yumeng,Taya, Akihito,Zhao, Zhengyu,Saito, Norimichi,Shibata, Norio

, p. 3052 - 3058 (2021/01/15)

A new protocol enabling the formation of trifluoromethyl compounds from acyl fluorides has been developed. The combination of FLUOLEAD and Olah's reagent in solvent-free conditions at 70 °C initiated the significant deoxyfluorination of the acyl fluorides and resulted in the corresponding trifluoromethyl products with high yields (up to 99%). This strategy showed a great tolerance for various acyl fluorides containing aryloyl, (heteroaryl)oyl, or aliphatic acyl moieties, providing good to excellent yields of the trifluoromethyl products. Synthetic drug-like molecules were also transformed into the corresponding trifluoromethyl compounds under the same reaction conditions. A reaction mechanism is proposed.

Rapid Syntheses of [11C]Arylvinyltrifluoromethanes through Treatment of (E)-Arylvinyl(phenyl)iodonium Tosylates with [11C]Trifluoromethylcopper(I)

Jana, Susovan,Telu, Sanjay,Yang, Bo Yeun,Haskali, Mohammad B.,Jakobsson, Jimmy E.,Pike, Victor W.

supporting information, p. 4574 - 4578 (2020/06/05)

We report a method for labeling arylvinyltrifluoromethanes with carbon-11 (t1/2 = 20.4 min) as representatives of a new radiolabeled chemotype that has potential for developing radiotracers for biomedical imaging with positron emission tomography. Treatme

Electrochemical Synthesis Strategy for Cvinyl-CF3 Compounds through Decarboxylative Trifluoromethylation

Hong, Huanliang,Li, Yibiao,Chen, Lu,Li, Bin,Zhu, Zhongzhi,Chen, Xiuwen,Chen, Ling,Huang, Yubing

, p. 5980 - 5986 (2019/05/10)

An efficient decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis

Merging hypervalent iodine and sulfoximine chemistry: A new electrophilic trifluoromethylation reagent

Kalim, Jorna,Duhail, Thibaut,Le, Thanh-Nghi,Vanthuyne, Nicolas,Anselmi, Elsa,Togni, Antonio,Magnier, Emmanuel

, p. 10516 - 10523 (2019/12/02)

Electrophilic trifluoromethylation is at the forefront of methodologies available for the installation of the CF3 moiety to organic molecules; research in this field is largely spurred by the availability of stable and accessible trifluoromethy

Iron(III) Porphyrin Catalyzed Olefination of Aldehydes with 2,2,2-Trifluorodiazoethane (CF3CHN2)

Lu, Yang,Huang, Chuyu,Liu, Chao,Guo, Yong,Chen, Qing-Yun

, p. 2082 - 2090 (2018/05/31)

An efficient method for the iron(III) porphyrin catalyzed olefination of various aldehydes with 2,2,2-trifluorodiazoethane under neutral conditions is described. This transformation was shown to have a broad substrate scope and provide the corresponding CF3-substituted alkenes in good yields. The number of equivalents of PPh3 that is used in this reaction is crucial to the success of the olefination process. This reaction is a useful supplement to the synthetic applications of CF3CHN2.

Enantioselective Copper-Catalyzed Defluoroalkylation Using Arylboronate-Activated Alkyl Grignard Reagents

Wang, Minyan,Pu, Xinghui,Zhao, Yunfei,Wang, Panpan,Li, Zexian,Zhu, Chendan,Shi, Zhuangzhi

supporting information, p. 9061 - 9065 (2018/08/03)

A copper-catalyzed system has been introduced for the enantioselective defluoroalkylation of linear 1-(trifluoromethyl)alkenes through C-F activation to synthesize various gem-difluoroalkenes as carbonyl mimics. For the first time, arylboronate-activated alkyl Grignard reagents were uncovered in this cross-coupling reaction. Mechanistic studies confirmed that the tetraorganoborate complexes generated in situ were the key reactive species for this transformation.

Method for synthesizing olefin compound by photo-induced one-pot process

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Paragraph 0089-0091, (2018/11/03)

The invention discloses a method for synthesizing an olefin compound by a photo-induced one-pot process. The method comprises the following step of subjecting a halohydrocarbon and an aldehyde compound to a reaction under the condition of irradiation in an inert atmosphere by taking alkali metal carbonate as a base, taking an organic phosphine compound as an adjuvant and taking a photosensitizer as a catalyst, thereby obtaining the olefin compound. According to the method disclosed by the invention, the olefin compound is produced from the halohydrocarbon and the aldehyde compound in a high-yield manner under the condition of irradiation in the inert atmosphere under normal-temperature reaction conditions by taking acetonitrile, DMF (N,N-dimethylformamide) or DMA (N,N-dimethylacetamide) asa solvent, taking an organic phosphine reagent as a reaction adjuvant, taking the alkali metal carbonate as the base and taking the photosensitizer as the catalyst. Compared with the conventional olefin synthesis methods, the method disclosed by the invention has the obvious advantages that the reaction raw materials are readily available, the tolerance to a variety of functional groups on halohydrocarbons and aldehydes is high, the yield is high, the separation and purification of a product are simple and convenient, and the like.

Photocatalytic alkene reduction by a B12-TiO2 hybrid catalyst coupled with C-F bond cleavage for: Gem -difluoroolefin synthesis

Tian, Hui,Shimakoshi, Hisashi,Imamura, Kenji,Shiota, Yoshihito,Yoshizawa, Kazunari,Hisaeda, Yoshio

supporting information, p. 9478 - 9481 (2017/09/01)

Photocatalytic syntheses of gem-difluoroolefins were performed using the B12-TiO2 hybrid catalyst during the CC bond reduction of α-trifluoromethyl styrenes with C-F bond cleavage at room temperature under nitrogen. The gem-difluoroolefins were used as synthetic precursors for fluorinated cyclopropanes.

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