7205-91-6 Usage
Description
CHLOROMETHYL PHENYL SULFIDE is an organic compound that serves as a reagent in the synthesis of various organic molecules, particularly α-methylene lactones and esters. It is known for its high-yield thiomethylation of O-silylated lactone and ester enolates, making it a valuable component in chemical reactions and pharmaceutical synthesis.
Uses
Used in Pharmaceutical Synthesis:
CHLOROMETHYL PHENYL SULFIDE is used as a reagent for the high-yield thiomethylation of O-silylated lactone and ester enolates. This application is crucial in the synthesis of α-methylene lactones and esters, which are important building blocks in the development of various pharmaceutical compounds. The use of CHLOROMETHYL PHENYL SULFIDE in this process enhances the efficiency and yield of the desired products, contributing to the advancement of drug discovery and development.
Used in Chemical Reactions:
In the field of organic chemistry, CHLOROMETHYL PHENYL SULFIDE is utilized as a reagent for the thiomethylation of O-silylated lactone and ester enolates. This reaction is significant in the synthesis of α-methylene lactones and esters, which are key intermediates in the production of various chemicals and materials. The employment of CHLOROMETHYL PHENYL SULFIDE in these reactions improves the overall yield and efficiency, making it an essential tool for chemists and researchers in the chemical industry.
Purification Methods
Dissolve the sulfide in CH2Cl2 or CCl4 and dry it (CaCl2), or pass it through a tube of CaCl2 and distil it using a fractionating column. Harmful vapours. It gives the sulfone [7205-98-3] (b 130o/1mm and m 53o from EtOH) [Beilstein 6 IV 1507] on oxidation with permonophthalic acid. [B.hme et al. Justus Liebigs Ann Chem 563 54 64 1949.] [Beilstein 6 III 1002.]
Check Digit Verification of cas no
The CAS Registry Mumber 7205-91-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,0 and 5 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 7205-91:
(6*7)+(5*2)+(4*0)+(3*5)+(2*9)+(1*1)=86
86 % 10 = 6
So 7205-91-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H7ClS/c8-6-9-7-4-2-1-3-5-7/h1-5H,6H2
7205-91-6Relevant articles and documents
Novel process for synthesizing 2 -fluorocyclopropylamine with high selectivity and asymmetric synthesis
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Paragraph 0041-0044, (2021/10/13)
A novel highly selective asymmetric synthesis process of 2 -fluorocyclopropylamine (Structural I). The method provided by the invention uses 1 - fluorine -1 - benzene (propylene) sulfonyl methane and chiral epichlorohydrin to construct chiral cyclopropane under basic conditions, and a new synthetic route not only achieves a special cis-trans selectivity, but also has a highly specific stereoselectivity. The synthesis route is efficient, the reaction condition is mild, the method is suitable for large industrial production in a green environment, 2 -fluorocyclopropylamine production cost is greatly reduced.
A Manganese N-Heterocyclic Carbene Catalyst for Reduction of Sulfoxides with Silanes
Sousa, Sara C. A.,Carrasco, Carlos J.,Pinto, Mara F.,Royo, Beatriz
, p. 3839 - 3843 (2019/06/24)
The first reduction of sulfoxides catalysed by a well-defined manganese complex is described. A variety of sulfoxides are reduced to the corresponding sulfides in high yields using phenylsilane, diphenylsilane, and the economically feasible 1,1,3,3-tetramethyldisiloxane (TMDS) as reducing agents in the presence of a Mn-NHC complex. The reaction is performed under air and without the need of any additive. The involvement of radicals in the catalytic reaction is probed by spin-trap experiments.
An electrophilic reagent for the synthesis of OCHFMe-containing molecules
Carbonnel, Elodie,Pannecoucke, Xavier,Besset, Tatiana,Jubault, Philippe,Poisson, Thomas
supporting information, p. 2491 - 2493 (2018/03/21)
Herein the synthesis of a novel and bench stable electrophilic reagent to construct the OCFHMe motif from O-nucleophiles has been described. This sulfonium salt, readily obtained in 5 steps, reacted with various phenols and alcohols. The resulting products, including complex molecules, were obtained in good yields. This reagent was also used for the functionalization of thiol derivatives.