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(E)-1-iodo-2-p-toluenesulfonyl-1,2-diphenylethylene is a complex organic chemical compound characterized by a unique molecular structure. It features a 1,2-diphenylethylene backbone, which is a conjugated diene with two phenyl groups attached to the carbon chain. The molecule is further modified by the presence of an iodine atom at the 1-position and a p-toluenesulfonyl group at the 2-position. This p-toluenesulfonyl group is a sulfonyl derivative of toluene, which adds a sulfonyl functional group (-SO2-) to the para position of the toluene ring. The compound's (E)-configuration indicates that the iodine and p-toluenesulfonyl groups are on opposite sides of the double bond in the 1,2-diphenylethylene backbone. This specific arrangement of functional groups endows the molecule with distinct chemical properties and reactivity, making it a potentially valuable intermediate in organic synthesis for the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals.

22214-94-4

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22214-94-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 22214-94-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,2,1 and 4 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 22214-94:
(7*2)+(6*2)+(5*2)+(4*1)+(3*4)+(2*9)+(1*4)=74
74 % 10 = 4
So 22214-94-4 is a valid CAS Registry Number.

22214-94-4Downstream Products

22214-94-4Relevant academic research and scientific papers

Transition-metal-free NaI-mediated reaction of aryl sulfonyl chloride with alkynes: Synthesis of (E)-β-iodovinyl sulfones

Chen, Dan,Lin, Li,Peng, Xiaoyan,Yu, Xinyi,Yang, Zhonglie,Liu, Yutong,Zhang, Xiaobin,Li, Jiahong,Jiang, Hezhong

supporting information, (2021/06/15)

A novel protocol for synthesis of (E)-β-Iodovinyl sulfones via NaI-mediated of aryl sulfonyl chloride with alkynes is described, featuring transition-metal-free condition, commercial available substrates, convenient operation, as well as good functional group compatibility. A wide variety of substrate application and good functional group tolerance is provided by this approach, giving multiple (E)-β-Iodovinyl sulfones analogues with excellent yields (up to 98%, >4 g scale).

Visible-light-induced surfactant-promoted sulfonylation of alkenes and alkynes with sulfonyl chloride by the formation of an EDA-complex with NaI in water at room temperature

Jiang, Hezhong,Li, Jiahong,Li, Jun-Long,Lin, Li,Liu, Jianchen,Liu, Xiang-Wei,Wang, Jingxia,Yang, Zhonglie,Zhang, Xiaobin,Zheng, Jiale

, p. 5467 - 5473 (2021/08/16)

A green and efficient visible-light-induced iodosulfonyl reaction of alkenes in water using an EDA complex strategy at room temperature has been disclosed. The addition of a cationic surfactant allows for the easy formation of colored EDA complexes in water. The hydrophobic effect of the core in the surfactant aggregates, which act as a reaction medium formed by the surfactants themselves in water, plays a significant role in stabilizing the transition state and decreasing the activation energy of the reaction. Remarkably, transition-metal catalysts and organic solvents were not required in this transformation. Moreover, it displayed a broad substrate scope, good functional group tolerance, simple operation, scalability and high chemical selectivity. Thus, it not only provided a green and efficient synthetic strategy for the preparation of β-iodo-substituted sulfone derivatives, but also enriched the investigation of visible-light-induced reactions in water.

Electrochemical Induced Regio- and Stereoselective Difunctionalization of Alkynes: The Synthesis of (E)-β-Iodovinyl Sulfones

Zhang, Xinghua,Lu, Danna,Wang, Zhenwei

supporting information, p. 4284 - 4287 (2021/06/16)

An efficient, green, and oxidant-free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSOs

Introduction of N,N'-disulfonylhydrazines as new sulfonylating reagents for highly efficient synthesis of (E)-β-iodovinyl arenesulfones under mild conditions

Luo, Dongping,Min, Lin,Zheng, Weiping,Shan, Lidong,Wang, Xinyan,Hu, Yuefei

, p. 1877 - 1880 (2020/01/21)

N,N'-Disulfonylhydrazines have been proven to be the most reactive precursors of the sulfonyl radicals among all types of sulfonyl substituted hydrazines as early as half a century ago. However, the sulfonyl radicals generated from these compounds have no

Solvent Controlled Transformation between Sulfonyl Hydrazides and Alkynes: Divergent Synthesis of Benzo[b]thiophene-1,1-dioxides and (E)-β-iodo Vinylsulfones

Ma, Yue,Wang, Kun,Zhang, Dong,Sun, Peng

, p. 597 - 602 (2018/12/13)

A green, efficient and controllable transformation between sulfonyl hydrazides and alkynes leading to benzo[b]thiophene-1,1-dioxides and (E)-β-iodo vinylsulfones via radical pathway has been developed. The reaction occurs rapidly in the presence of simply H2O2 and KI without the help of any transition metal. The chemoselectivity of the reaction is determined by the solvent in which the process is performed: TFE favors the cyclic product, while H2O medium generates the iodosulfonylative product. Notably, this protocol also represents the first direct approach to the aggregation-induced-emmision (AIE) active benzo[b]thiophene-1,1-dioxides from readily available sulfonyl hydrazides and alkynes in one step. (Figure presented.).

Method of synthesizing beta-iodovinylsulfone compound under iodine participation

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Paragraph 0017; 0018, (2018/10/19)

The invention discloses a method of synthesizing beta-iodovinylsulfone compound under iodine participation. Iodine and tert-butyl hydroperoxide are used as a co-catalyst, bis-substituted acetylene andaryl sulfonyl hydrazide are used as reaction materials, toluene is used as a solvent, stirring is performed at 50 DEG C for 12 h, and after the reaction is over, beta-iodovinylsulfone is acquired byprocessing. The method herein has no need for adding metal catalysts and has the advantages of low toxicity, good convenience of material manufacturing, good applicability of functional groups and thelike.

Iodine-Catalyzed Facile Approach to Sulfones Employing TosMIC as a Sulfonylating Agent

Kadari, Lingaswamy,Palakodety, Radha Krishna,Yallapragada, Lakshmi Prapurna

supporting information, p. 2580 - 2583 (2017/05/24)

A novel iodine-catalyzed functionalization of a variety of olefins and alkynes and direct decarboxylative functionalization of cinnamic and propiolic acids with TosMIC to provide access to various vinyl, allyl, and β-iodo vinylsulfones is described. This simple, efficient, and environmentally benign approach employing inexpensive molecular iodine as a catalyst demonstrates a versatile protocol for the synthesis of highly valuable sulfones, rendering it attractive to both synthetic and medicinal chemistry.

Iodine-catalyzed Sulfonylation of Arylacetylenic Acids and Arylacetylenes with Sodium Sulfinates: Synthesis of Arylacetylenic Sulfones

Meesin, Jatuporn,Katrun, Praewpan,Pareseecharoen, Chayaporn,Pohmakotr, Manat,Reutrakul, Vichai,Soorukram, Darunee,Kuhakarn, Chutima

, p. 2744 - 2752 (2016/04/26)

A highly efficient and generally applicable iodine-catalyzed reaction of arylacetylenic acids and arylacetylenes with sodium sulfinates for the synthesis of arylacetylenic sulfones was developed. The methodology has the advantages of a metal-free strategy, easy to handle reagents, functional group tolerance, a wide range of arylacetylenic acids and arylacetylenes, and easy access to arylacetylenic sulfones. (Chemical Equation Presented).

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