Selective Hydrogenation of 5-Vinyl-2-Norbornene to 2-Vinylnorbornane: Fid-Bau Portal

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Selective Hydrogenation of 5-Vinyl-2-Norbornene to 2-Vinylnorbornane

Shorunov, S. V. / Piskunova, E. S. / Petrov, V. A. / Bykov, V. I. / Bermeshev, M. V.

Abstract The possibility of selective hydrogenation of 5-vinyl-2-norbornene to 2-vinylnorbornane with hydrazine hydrate in the presence of an oxidant (oxygen or air oxygen) and a hydrazine hydrate decomposition catalyst has been investigated. It has been shown that the hydrazine hydrate/oxidant/catalyst system makes it possible to hydrogenate the endocyclic (norbornene) double bond of 5-vinyl-2-norbornene to form 2-vinylnorbornane with a selectivity of up to 95% at the 5-vinyl-2-norbornene conversion above 99%. As catalysts for the oxidative decomposition of hydrazine hydrate, Pd/C and copper salts have been tested. The influence of the conditions of 5-vinyl-2-norbornene hydrogenation to 2-vinylnorbornane on the selectivity of the process and the product yield has been studied. An optimized and preparatively convenient procedure for the selective production of 2-vinylnorbornane has been developed.

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Selective Hydrogenation of 5-Vinyl-2-Norbornene to 2-Vinylnorbornane

Shorunov, S. V. / Piskunova, E. S. / Petrov, V. A. / Bykov, V. I. / Bermeshev, M. V.

Abstract The possibility of selective hydrogenation of 5-vinyl-2-norbornene to 2-vinylnorbornane with hydrazine hydrate in the presence of an oxidant (oxygen or air oxygen) and a hydrazine hydrate decomposition catalyst has been investigated. It has been shown that the hydrazine hydrate/oxidant/catalyst system makes it possible to hydrogenate the endocyclic (norbornene) double bond of 5-vinyl-2-norbornene to form 2-vinylnorbornane with a selectivity of up to 95% at the 5-vinyl-2-norbornene conversion above 99%. As catalysts for the oxidative decomposition of hydrazine hydrate, Pd/C and copper salts have been tested. The influence of the conditions of 5-vinyl-2-norbornene hydrogenation to 2-vinylnorbornane on the selectivity of the process and the product yield has been studied. An optimized and preparatively convenient procedure for the selective production of 2-vinylnorbornane has been developed.

Selective Hydrogenation of 5-Vinyl-2-Norbornene to 2-Vinylnorbornane

Shorunov, S. V. / Piskunova, E. S. / Petrov, V. A. / Bykov, V. I. / Bermeshev, M. V.

Abstract The possibility of selective hydrogenation of 5-vinyl-2-norbornene to 2-vinylnorbornane with hydrazine hydrate in the presence of an oxidant (oxygen or air oxygen) and a hydrazine hydrate decomposition catalyst has been investigated. It has been shown that the hydrazine hydrate/oxidant/catalyst system makes it possible to hydrogenate the endocyclic (norbornene) double bond of 5-vinyl-2-norbornene to form 2-vinylnorbornane with a selectivity of up to 95% at the 5-vinyl-2-norbornene conversion above 99%. As catalysts for the oxidative decomposition of hydrazine hydrate, Pd/C and copper salts have been tested. The influence of the conditions of 5-vinyl-2-norbornene hydrogenation to 2-vinylnorbornane on the selectivity of the process and the product yield has been studied. An optimized and preparatively convenient procedure for the selective production of 2-vinylnorbornane has been developed.

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Title:

Selective Hydrogenation of 5-Vinyl-2-Norbornene to 2-Vinylnorbornane

Contributors:

Shorunov, S. V. (author) / Piskunova, E. S. (author) / Petrov, V. A. (author) / Bykov, V. I. (author) / Bermeshev, M. V. (author)

Published in:

Petroleum Chemistry ; 58 ; 1056-1063

Publication date:

2018-12-01

Size:

8 pages

ISSN:

1555-6239 , 0965-5441

DOI:

https://doi.org/10.1134/S0965544118120125

Type of media:

Article (Journal)

Type of material:

Electronic Resource

Language:

English

Keywords:

5-vinyl-2-norbornene , 2-vinylnorbornane , selective hydrogenation , hydrazine hydrate Chemistry , Industrial Chemistry/Chemical Engineering

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