Promotional Effect of Water in the Clean Continuous Production of Carvacrol from Carvone

Pedro Benavente Donayre; Fernando Cárdenas-lizana; Mark A. Keane

doi:10.1016/j.cattod.2017.09.059

Promotional Effect of Water in the Clean Continuous Production of Carvacrol from Carvone

Pedro Benavente Donayre
, Fernando Cárdenas-lizana
, Mark A. Keane

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

178 Downloads (Pure)

Abstract

We have studied the effect of water on the selective conversion of biomass-derived carvone to carvacrol over Pd/Al₂O₃ (mean Pd size = 3 nm). Full selectivity to carvacrol was observed in H2O (H2O:Carvone = 1:12-6:1) without H₂ or at an inlet H₂:Carvone = 1:6. Carvacrol generation from carvone involves double bond migration with keto-enol tauromerisation. The formation of hydrogenation products (carvotanacetone and carvomenthone) was a feature of reaction at higher H₂ content. The incorporation of water (H₂O:Carvone ≤ 1:3) with hydrogen (H₂:Carvone = 1:6-2:1) increased carvacrol production rate to deliver 100% yield. A higher H₂O content lowered rate due to competition with carvone for surface active sites. Our results demonstrate the benefits of carvacrol production in continuous flow relative to conventional batch processes allowing full selective transformation under mild reaction conditions.

Original language	English
Pages (from-to)	45-49
Number of pages	5
Journal	Catalysis Today
Volume	308
Early online date	2 Oct 2017
DOIs	https://doi.org/10.1016/j.cattod.2017.09.059
Publication status	Published - 15 Jun 2018

Access to Document

10.1016/j.cattod.2017.09.059

Download pdf
© 2017. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
Accepted author manuscript, 760 KBLicence: CC BY-NC-ND

Cite this

@article{c3ec558543fc41d09168f7beee15f9f8,

title = "Promotional Effect of Water in the Clean Continuous Production of Carvacrol from Carvone",

abstract = "We have studied the effect of water on the selective conversion of biomass-derived carvone to carvacrol over Pd/Al2O3 (mean Pd size = 3 nm). Full selectivity to carvacrol was observed in H2O (H2O:Carvone = 1:12-6:1) without H2 or at an inlet H2:Carvone = 1:6. Carvacrol generation from carvone involves double bond migration with keto-enol tauromerisation. The formation of hydrogenation products (carvotanacetone and carvomenthone) was a feature of reaction at higher H2 content. The incorporation of water (H2O:Carvone ≤ 1:3) with hydrogen (H2:Carvone = 1:6-2:1) increased carvacrol production rate to deliver 100\% yield. A higher H2O content lowered rate due to competition with carvone for surface active sites. Our results demonstrate the benefits of carvacrol production in continuous flow relative to conventional batch processes allowing full selective transformation under mild reaction conditions.",

author = "\{Benavente Donayre\}, Pedro and Fernando C{\'a}rdenas-lizana and Keane, \{Mark A.\}",

year = "2018",

month = jun,

day = "15",

doi = "10.1016/j.cattod.2017.09.059",

language = "English",

volume = "308",

pages = "45--49",

journal = "Catalysis Today",

issn = "0920-5861",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Promotional Effect of Water in the Clean Continuous Production of Carvacrol from Carvone

AU - Benavente Donayre, Pedro

AU - Cárdenas-lizana, Fernando

AU - Keane, Mark A.

PY - 2018/6/15

Y1 - 2018/6/15

N2 - We have studied the effect of water on the selective conversion of biomass-derived carvone to carvacrol over Pd/Al2O3 (mean Pd size = 3 nm). Full selectivity to carvacrol was observed in H2O (H2O:Carvone = 1:12-6:1) without H2 or at an inlet H2:Carvone = 1:6. Carvacrol generation from carvone involves double bond migration with keto-enol tauromerisation. The formation of hydrogenation products (carvotanacetone and carvomenthone) was a feature of reaction at higher H2 content. The incorporation of water (H2O:Carvone ≤ 1:3) with hydrogen (H2:Carvone = 1:6-2:1) increased carvacrol production rate to deliver 100% yield. A higher H2O content lowered rate due to competition with carvone for surface active sites. Our results demonstrate the benefits of carvacrol production in continuous flow relative to conventional batch processes allowing full selective transformation under mild reaction conditions.

AB - We have studied the effect of water on the selective conversion of biomass-derived carvone to carvacrol over Pd/Al2O3 (mean Pd size = 3 nm). Full selectivity to carvacrol was observed in H2O (H2O:Carvone = 1:12-6:1) without H2 or at an inlet H2:Carvone = 1:6. Carvacrol generation from carvone involves double bond migration with keto-enol tauromerisation. The formation of hydrogenation products (carvotanacetone and carvomenthone) was a feature of reaction at higher H2 content. The incorporation of water (H2O:Carvone ≤ 1:3) with hydrogen (H2:Carvone = 1:6-2:1) increased carvacrol production rate to deliver 100% yield. A higher H2O content lowered rate due to competition with carvone for surface active sites. Our results demonstrate the benefits of carvacrol production in continuous flow relative to conventional batch processes allowing full selective transformation under mild reaction conditions.

U2 - 10.1016/j.cattod.2017.09.059

DO - 10.1016/j.cattod.2017.09.059

M3 - Article

SN - 0920-5861

VL - 308

SP - 45

EP - 49

JO - Catalysis Today

JF - Catalysis Today

ER -

Promotional Effect of Water in the Clean Continuous Production of Carvacrol from Carvone

Abstract

Access to Document

Fingerprint

Cite this