Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine

The epoxidation of turpentine (technical α-pinene), 3-carene, and limonene with aqueous hydrogen peroxide was studied in a new catalytic system employing manganese sulfate, salicylic acid, sodium bicarbonate, and acetonitrile, as a polar solvent. The proposed approach makes it possible to carry out...

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Main Authors:	Vladislav V. Fomenko, Sergey S. Laev, Nariman F. Salakhutdinov
Format:	Article
Language:	English
Published:	MDPI AG 2021-03-01
Series:	Catalysts
Subjects:	epoxidation turpentine α-pinene α-pinene epoxide 3-carene 3-carene epoxide
Online Access:	https://www.mdpi.com/2073-4344/11/4/436

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spelling	doaj-4d9efb52c2ff49f0939edba821e131432021-03-29T23:01:44ZengMDPI AGCatalysts2073-43442021-03-011143643610.3390/catal11040436Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from TurpentineVladislav V. Fomenko0Sergey S. Laev1Nariman F. Salakhutdinov2N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry Siberian Branch of RAS, 9 Lavrentiev Avenue, 630090 Novosibirsk, RussiaN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry Siberian Branch of RAS, 9 Lavrentiev Avenue, 630090 Novosibirsk, RussiaN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry Siberian Branch of RAS, 9 Lavrentiev Avenue, 630090 Novosibirsk, RussiaThe epoxidation of turpentine (technical α-pinene), 3-carene, and limonene with aqueous hydrogen peroxide was studied in a new catalytic system employing manganese sulfate, salicylic acid, sodium bicarbonate, and acetonitrile, as a polar solvent. The proposed approach makes it possible to carry out a “chemical separation” of turpentine components, yielding valuable individual derivatives of monoterpenes without the need to isolate individual monoterpene reagents. Specific methods have been developed for the production of α-pinene epoxide, 3-carene epoxide, limonene diepoxide, as well as for two related compounds: 3-carene-5-one and 3-carene-2,5-dione.https://www.mdpi.com/2073-4344/11/4/436epoxidationturpentineα-pineneα-pinene epoxide3-carene3-carene epoxide
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Vladislav V. Fomenko Sergey S. Laev Nariman F. Salakhutdinov
spellingShingle	Vladislav V. Fomenko Sergey S. Laev Nariman F. Salakhutdinov Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine Catalysts epoxidation turpentine α-pinene α-pinene epoxide 3-carene 3-carene epoxide
author_facet	Vladislav V. Fomenko Sergey S. Laev Nariman F. Salakhutdinov
author_sort	Vladislav V. Fomenko
title	Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine
title_short	Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine
title_full	Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine
title_fullStr	Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine
title_full_unstemmed	Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine
title_sort	catalytic epoxidation of 3-carene and limonene with aqueous hydrogen peroxide, and selective synthesis of α-pinene epoxide from turpentine
publisher	MDPI AG
series	Catalysts
issn	2073-4344
publishDate	2021-03-01
description	The epoxidation of turpentine (technical α-pinene), 3-carene, and limonene with aqueous hydrogen peroxide was studied in a new catalytic system employing manganese sulfate, salicylic acid, sodium bicarbonate, and acetonitrile, as a polar solvent. The proposed approach makes it possible to carry out a “chemical separation” of turpentine components, yielding valuable individual derivatives of monoterpenes without the need to isolate individual monoterpene reagents. Specific methods have been developed for the production of α-pinene epoxide, 3-carene epoxide, limonene diepoxide, as well as for two related compounds: 3-carene-5-one and 3-carene-2,5-dione.
topic	epoxidation turpentine α-pinene α-pinene epoxide 3-carene 3-carene epoxide
url	https://www.mdpi.com/2073-4344/11/4/436
work_keys_str_mv	AT vladislavvfomenko catalyticepoxidationof3careneandlimonenewithaqueoushydrogenperoxideandselectivesynthesisofapineneepoxidefromturpentine AT sergeyslaev catalyticepoxidationof3careneandlimonenewithaqueoushydrogenperoxideandselectivesynthesisofapineneepoxidefromturpentine AT narimanfsalakhutdinov catalyticepoxidationof3careneandlimonenewithaqueoushydrogenperoxideandselectivesynthesisofapineneepoxidefromturpentine
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Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine

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