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N-(2,2,2-trifluoroethyl)aniline is an organic compound with the chemical formula C8H8F3N. It is a derivative of aniline, where a hydrogen atom on the nitrogen atom is replaced by a 2,2,2-trifluoroethyl group. N-(2,2,2-trifluoroethyl)aniline is characterized by its strong electron-withdrawing trifluoroethyl group, which can significantly influence its chemical reactivity and physical properties. It is used in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its unique reactivity and stability. The compound is typically synthesized through the reaction of aniline with 2,2,2-trifluoroethanol in the presence of an acid catalyst. N-(2,2,2-trifluoroethyl)aniline is a colorless liquid with a distinctive aromatic odor and is sensitive to light and moisture, requiring careful handling and storage.

351-61-1

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351-61-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 351-61-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,5 and 1 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 351-61:
(5*3)+(4*5)+(3*1)+(2*6)+(1*1)=51
51 % 10 = 1
So 351-61-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H8F3N/c9-8(10,11)6-12-7-4-2-1-3-5-7/h1-5,12H,6H2

351-61-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(2,2,2-trifluoroethyl)aniline

1.2 Other means of identification

Product number -
Other names 2,2,2-trifluoroethyl aniline

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:351-61-1 SDS

351-61-1Relevant academic research and scientific papers

Iron porphyrin-catalyzedN-trifluoroethylation of anilines with 2,2,2-trifluoroethylamine hydrochloride in aqueous solution

Guo, Cancheng,Guo, Yongjia,Liu, Qiang,Ren, Shuang,Xu, Guiming

, p. 20322 - 20325 (2021/06/26)

An iron porphyrin-catalyzedN-trifluoroethylation of anilines has been developed with 2,2,2-trifluoroethylamine hydrochloride as the fluorine source. This one-pot N-H insertion reaction is conductedviacascade diazotization/N-trifluoroethylation reactions.

NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds

Chen, Wei,Liu, Sicheng,Liu, Tingting,Majeed, Irfan,Ye, Xiaojing,Zeng, Zhuo,Zhang, Yuqi,Zhu, Yulin

supporting information, p. 8566 - 8571 (2021/10/20)

Multifunctional transformation of amide C-N bond cleavage is reported. The protocol applies to benzamide, thioamide, alcohols, and mercaptan under similar reaction conditions catalyzed by NaOTs. It is noteworthy that NaOTs can not only be recycled and reused for up to three cycles without significant loss in catalytic activity, but also catalyze gram-grade reactions. This study provides a novel solution with mild conditions and a simple procedure for transformation of multiple amides.

Direct N-Alkylation/Fluoroalkylation of Amines Using Carboxylic Acids via Transition-Metal-Free Catalysis

Lu, Chunlei,Qiu, Zetian,Xuan, Maojie,Huang, Yan,Lou, Yongjia,Zhu, Yiling,Shen, Hao,Lin, Bo-Lin

supporting information, p. 4151 - 4158 (2020/08/21)

A scalable protocol of direct N-mono/di-alkyl/fluoroalkylation of primary/secondary amines has been constructed with various carboxylic acids as coupling agents under the catalysis of a simple air-tolerant inorganic salt, K3PO4. Advantageous features include 100 examples, 10 drugs and drug-like amines, fluorinated complex tertiary amines, gram-scale synthesis and isotope-labelling amine, thus demonstrating the potential applicability in industry of this methodology. The involvement of relatively less reactive silicon-hydride compared with the traditional reactive metal-hydride or boron-hydride species required to reduce the amide intermediates presumably contributes to the remarkable functional group compatibility. (Figure presented.).

Method of catalyzing trifluoro-ethylation of aromatic primary amine by ferriporphyrin

-

Page/Page column 16, (2019/01/08)

The invention provides a method of catalyzing trifluoro-ethylation of aromatic primary amine by ferriporphyrin. The method comprises the following steps: adding trifluoroethylamine salt and nitrite toa diazo-reaction first and then adding aromatic primary

Cu-Catalyzed/mediated synthesis of N-fluoroalkylanilines from arylboronic acids: fluorine effect on the reactivity of fluoroalkylamines

Wang, Hui,Tu, Yuan-Hong,Liu, De-Yong,Hu, Xiang-Guo

supporting information, p. 6634 - 6637 (2018/09/29)

An oxidative coupling reaction of fluoroalkylamines with arylboronic acids has been achieved for the first time. Fluorine has profound influence on the reactivity and fluoroalkylated amines have the following reactivity trend: difluoroethylamine > trifluo

PREPARATION OF SECONDARY AMINES WITH ELECTROPHILIC N-LINCHPIN REAGENTS

-

Page/Page column 101-102, (2018/12/13)

In one aspect, the present disclosure provides methods of preparing a secondary amine. In some embodiments, the secondary amine comprises two different groups or two identifical groups. Also provided herein are compositions for use in the preparation of the secondary amine.

Transition metal-free: N -fluoroalkylation of amines using cyanurate activated fluoroalcohols

Haghighi, Fatemeh,Panahi, Farhad,Golbon Haghighi, Mohsen,Khalafi-Nezhad, Ali

supporting information, p. 12650 - 12653 (2017/12/02)

A novel and highly efficient method for N-fluoroalkylation of amines using 2,4,6-tris(fluoroalkoxy)-1,3,5-triazines was developed. This simple approach allowed the N-fluoroalkylation of amines under fast, mild and efficient reaction conditions, without using a transition metal as a catalyst.

Silver(I)-Catalyzed N-Trifluoroethylation of Anilines and O-Trifluoroethylation of Amides with 2,2,2-Trifluorodiazoethane

Luo, Haiqing,Wu, Guojiao,Zhang, Yan,Wang, Jianbo

supporting information, p. 14503 - 14507 (2016/01/25)

A straightforward N-trifluoroethylation of anilines has been developed based on silver-catalyzed N£H insertions with 2,2,2-trifluorodiazoethane (CF3CHN2). Mechanistically, the reaction is proposed to involve migratory insertion of a silver carbene as the key step. In contrast, when amides are employed as the substrates under similar reaction conditions, O-trifluoroethylation occurs to afford trifluoroethyl imidates.

Boron-Catalyzed N-Alkylation of Amines using Carboxylic Acids

Fu, Ming-Chen,Shang, Rui,Cheng, Wan-Min,Fu, Yao

, p. 9042 - 9046 (2015/08/03)

A boron-based catalyst was found to catalyze the straightforward alkylation of amines with readily available carboxylic acids in the presence of silane as the reducing agent. Various types of primary and secondary amines can be smoothly alkylated with good selectivity and good functional-group compatibility. This metal-free amine alkylation was successfully applied to the synthesis of three commercial medicinal compounds, Butenafine, Cinacalcet. and Piribedil, in a one-pot manner without using any metal catalysts.

Direct catalytic N-alkylation of amines with carboxylic acids

Sorribes, Iván,Junge, Kathrin,Beller, Matthias

, p. 14314 - 14319 (2014/12/10)

A straightforward process for the N-alkylation of amines has been developed applying readily available carboxylic acids and silanes as the hydride source. Complementary to known reductive aminations, effective C-N bond construction proceeds under mild conditions and allows obtaining a broad range of alkylated secondary and tertiary amines, including fluoroalkyl-substituted anilines as well as the bioactive compound Cinacalcet HCl.

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