[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.5012/bkcs.2009.30.10.2381

The Synthesis of Novel Mono(alkoxy)-, Tris(thio)- and Tetrakis(thio)-Substituted Quinones from the Reactions of p-Chloranil with Various S-Nucleophiles

Ibis, Cemil (Istanbul University, Faculty of Engineering, Department of Chemistry)
Yildiz, Mahmut (Istanbul University, Hasan Ali Yucel Faculty of Education)
Sayil, Cigdem (Istanbul University, Faculty of Engineering, Department of Chemistry)

Publication Information

Bulletin of the Korean Chemical Society / v.30, no.10, 2009 , pp. 2381-2386 More about this Journal

Abstract

The tetrakis(thio)-substituted-1,4-benzoquinone products 4a-e, 6, 7, and the mono(alkoxy)-tris(thio)-substituted-1,4- benzoquinone products 5a-e and 8a-e were synthesized from the reactions of p-chloranil with some thiols and mixture of two different thiol compounds in alcohol in the presence of $Na_2CO_3$ at room temperature. The structures of the novel S,S,S,S- and S,S,S,O- substituted products, which were obtained by the reactions of p-chloranil as a starting compound with n-propanethiol, n-pentanethiol, n-decanethiol, n-dodecanethiol, 2-methyl-2-propanethiol, and mixture of n-decanethiol and n-cyclohexanethiol as S-nucleophiles, were characterized by spectroscopic methods.

Keywords

p-Chloranil; Tetrathiobenzoquinones; Thioquinone compounds; Quinone derivatives; n-Propanethiol;

Citations & Related Records

Times Cited By Web Of Science : 2 (Related Records In Web of Science)
Times Cited By SCOPUS : 2

Reference
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3	Cemil Ibis. (2016) Journal of Heterocyclic Chemistry The Synthesis, Spectral, and Electrochemical Characterization of Novel Alkoxybenzoquinone Derivatives / 53 (3) , 748
13	Cemil Ibis. (2010) ChemInform ChemInform Abstract: The Synthesis of Novel Mono(alkoxy)-, Tris(thio)- and Tetrakis(thio)-Substituted Quinones from the Reactions of p-Chloranil with Various S-Nucleophiles. / 41 (13)
1098-1071	(2019) Heteroatom Chemistry Synthesis, Antimicrobial Properties, and Inhibition of Catalase Activity of 1,4-Naphtho- and Benzoquinone Derivatives Containing N-, S-, O-Substituted / 2019 (1098-1071) , 1
6	Cemil Ibis. (2009) Heteroatom chemistry The synthesis of new cyclic thioquinone derivatives / 21 (6) , 446
11	Cemil Ibis. (2014) Synthetic communications Synthesis and Characterization of Novel N-, S-, O-Substituted P-Chloranil Derivatives / 44 (11) , 1614
1	F. Serpil Goksel. (2009) Phosphorus, sulfur, and silicon and the related elements Synthesis of Novel S,O-Substituted 1,4-Benzoquinones / 189 (1) , 113
4	Cemil Ibis. (2014) Phosphorus, sulfur, and silicon and the related elements The Synthesis, Characterization, and Electrochemical Investigation of Novel Thio- and Alkoxy-Substituted Benzoquinone Derivatives / 189 (4) , 492
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1	/ Heteroatom Chemistry
2	/ European Journal of Medicinal Chemistry