☆ 4.2 Review

One-Pot Synthesis of Menthol from Citral and Citronella! Over Heterogeneous Catalysts

CATALYSIS SURVEYS FROM ASIA (2023)

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Article Engineering, Environmental

Transformations of citral over bifunctional Ru-H-Y-80 extrudates in a continuous reactor

Zuzana Vajglova et al.

Summary: One-pot transformations of citral were investigated over Ru-catalysts in both batch and continuous modes. The study found that the Z/E-citral ratio decreased with increasing Ru particle size, and the Ru/H-Y-80 extrudates exhibited comparable catalytic behavior.

CHEMICAL ENGINEERING JOURNAL (2022)

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Article Chemistry, Applied

Citral-to-Menthol Transformations in a Continuous Reactor over Ni/Mesoporous Aluminosilicate Extrudates Containing a Sepiolite Clay Binder

Irina L. Simakova et al.

Summary: A one-pot continuous synthesis of menthols from citral was achieved with high selectivity under specific conditions. Catalyst deactivation over time resulted in a decrease in the selectivity to menthols and an increase in the selectivity to isopulegols. A kinetic model was developed to describe the reaction, taking into account both metal and acid site deactivation, and showed good agreement with the experimental data.

ORGANIC PROCESS RESEARCH & DEVELOPMENT (2022)

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Article Chemistry, Physical

Continuous synthesis of menthol from citronellal and citral over Ni-beta-zeolite-sepiolite composite catalyst

Irina Simakova et al.

Summary: One-pot continuous synthesis of menthols from citronellal and citral was investigated using a 5 wt% Ni supported catalyst. The reaction conditions were optimized to achieve high yields and stereoselectivity to menthol. The conversion of citral decreased with time-on-stream accompanied by the accumulation of citronellal and the formation of defunctionalization products.

APPLIED CATALYSIS A-GENERAL (2022)

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Review Chemistry, Applied

Synthesis of (-)-menthol: Industrial synthesis routes and recent development

Dominik Dylong et al.

Summary: This review provides an overview of the most important synthetic menthol production processes, focusing on the last 20 years. The review includes the use of various starting materials and the application of asymmetric syntheses for high purity menthol production.

FLAVOUR AND FRAGRANCE JOURNAL (2022)

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Article Engineering, Chemical

One-Pot Synthesis of Menthol Starting from Citral over Ni Supported on Attapulgite-H-Beta-38 Extrudates in a Continuous Flow: Effect of Metal Location

Irina L. Simakova et al.

Summary: In this study, the one-pot synthesis of menthol from citral was investigated using different types of extrudates as catalysts. The catalyst consisting of Ni supported on H-Beta-38 and extruded with attapulgite showed the highest yield and excellent characteristics.

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH (2022)

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Article Chemistry, Physical

Catalytic transformations of citral in a continuous flow over bifunctional Ru-MCM-41 extrudates

Zuzana Vajglova et al.

Summary: The study revealed that controlling the location of Ru in the catalyst can significantly impact activity and selectivity, while significant differences in product distribution were observed between batch and continuous experiments, highlighting the importance of Ru location and catalyst characteristics.

CATALYSIS SCIENCE & TECHNOLOGY (2021)

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Article Chemistry, Physical

Cascade transformations of (±)-citronellal to menthol over extruded Ru-MCM-41 catalysts in a continuous reactor

Zuzana Vajglova et al.

CATALYSIS SCIENCE & TECHNOLOGY (2020)

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Article Chemistry, Multidisciplinary

Continuous flow synthesis of menthol via tandem cyclisation-hydrogenation of citronellal catalysed by scrap catalytic converters

Alessio Zuliani et al.

GREEN CHEMISTRY (2020)

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Article Chemistry, Physical

One pot menthol synthesis via hydrogenations of citral and citronellal over montmorillonite-supported Pd/Ni-heteropoly acid bifunctional catalysts

Abdul Karim Shah et al.

REACTION KINETICS MECHANISMS AND CATALYSIS (2019)

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Article Chemistry, Multidisciplinary

Synthesis of menthol from citronellal over supported Ru- and Pt-catalysts in continuous flow

Muhammad Azkaar et al.

REACTION CHEMISTRY & ENGINEERING (2019)

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Article Chemistry, Multidisciplinary

Synthesis, characterization and performance of bifunctional catalysts for the synthesis of menthol from citronellal

J. ten Dam et al.

RSC ADVANCES (2017)

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Article Chemistry, Physical

Metal Nanoparticles Supported on Perfluorinated Superacid Polymers: A Family of Bifunctional Catalysts for the Selective, One-Pot Conversion of Vegetable Substrates in Water

Carmen Moreno-Marrodan et al.

CHEMCATCHEM (2017)

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Article Chemistry, Applied

Kinetics of the One-Pot Transformation of Citronellal to Menthols on Ru/H-BEA Catalysts

Jutta Ploesser et al.

ORGANIC PROCESS RESEARCH & DEVELOPMENT (2016)

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Article Biochemistry & Molecular Biology

A Green and Sustainable Approach: Celebrating the 30th Anniversary of the Asymmetric l-Menthol Process

Makoto Emura et al.

CHEMISTRY & BIODIVERSITY (2014)

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Article Chemistry, Physical

Highly selective menthol synthesis by one-pot transformation of citronellal using Ru/H-BEA catalysts

Jutta Ploesser et al.

JOURNAL OF CATALYSIS (2014)

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Article Chemistry, Organic

Kinetic resolution of citronellal by chiral aluminum catalysts: L-menthol synthesis from citral

Hisanori Itoh et al.

ORGANIC CHEMISTRY FRONTIERS (2014)

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Article Biochemistry & Molecular Biology

Menthol: A simple monoterpene with remarkable biological properties

Guy P. P. Kamatou et al.

PHYTOCHEMISTRY (2013)

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Article Chemistry, Inorganic & Nuclear

MOFs as multifunctional catalysts: One-pot synthesis of menthol from citronellal over a bifunctional MIL-101 catalyst

F. G. Cirujano et al.

DALTON TRANSACTIONS (2012)

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Article Chemistry, Applied

Bifunctional Nanoscopic Catalysts for the One-Pot Synthesis of (±)-Menthol from Citral

Alina Negoi et al.

TOPICS IN CATALYSIS (2012)

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Article Chemistry, Applied

One pot synthesis of menthol from (±)-citronellal on nickel sulfated zirconia catalysts

Cesar Barrales Cortes et al.

CATALYSIS TODAY (2011)

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Article Chemistry, Multidisciplinary

One-Pot Synthesis of Menthol Catalyzed by a Highly Diastereoselective Au/MgF2 Catalyst

Alina Negoi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

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Article Chemistry, Organic

One-step microwave-assisted asymmetric cyclisation/hydrogenation of citronellal to menthols using supported nanoparticles on mesoporous materials

Alina Mariana Balu et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2010)

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Article Chemistry, Multidisciplinary

Zr-Zeolite Beta: A New Heterogeneous Catalyst System for the Highly Selective Cascade Transformation of Citral to (+/-)-Menthol

Yuntong Nie et al.

CHEMISTRY-A EUROPEAN JOURNAL (2009)

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Article Chemistry, Physical

Towards one-pot synthesis of menthols from citral: Modifying Supported Ionic Liquid Catalysts (SILCAs) with Lewis and Bronsted acids

Pasi Virtanen et al.

JOURNAL OF CATALYSIS (2009)

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Article Chemistry, Applied

Heterogeneous Catalytic Transformation of Citronellal to Menthol in a Single Step on Ir-Beta Zeolite Catalysts

Florentina Neatu et al.

TOPICS IN CATALYSIS (2009)

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Article Telecommunications

Lognormal sum approximation with Type IV Pearson distribution

Hong Nie et al.

IEEE COMMUNICATIONS LETTERS (2007)

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Article Chemistry, Physical

A tandem cyclization and hydrogenation of (±)-citronellal to menthol over bifunctional Ni/Zr-beta and mixed Zr-beta and Ni/MCM-41

Yuntong Nie et al.

JOURNAL OF CATALYSIS (2007)

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Article Chemistry, Physical

Design of catalyst systems for the one-pot synthesis of menthols from citral

A. F. Trasarti et al.

JOURNAL OF CATALYSIS (2007)

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Article Chemistry, Physical

Pd-heteropoly acid as a bifunctional heterogeneous catalyst for one-pot conversion of citronellal to menthol

Kelly A. da Silva Rocha et al.

APPLIED CATALYSIS A-GENERAL (2007)

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Article Chemistry, Physical

Mechanism of the Meerwein-Ponndorf-Verley-Oppenauer (MPVO) redox equilibrium on Sn- and Zr-beta zeolite catalysts

Mercedes Boronat et al.

JOURNAL OF PHYSICAL CHEMISTRY B (2006)

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Article Chemistry, Physical

Pt/H-beta zeolites as productive bifunctional catalysts for the one-step citronellal-to-menthol conversion

Pascal Mertens et al.

JOURNAL OF CATALYSIS (2006)

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Article Chemistry, Physical

Highly selective synthesis of menthols from citral in a one-step process

AF Trasarti et al.

JOURNAL OF CATALYSIS (2004)

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Article Chemistry, Multidisciplinary

Ir-Beta zeolite as a heterogeneous catalyst for the one-pot transformation of citronellal to menthol

F Iosif et al.

CHEMICAL COMMUNICATIONS (2004)

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Article Chemistry, Physical

Cyclisation of citronellal to isopulegol catalysed by hydrous zirconia and other solid acids

GK Chuah et al.

JOURNAL OF CATALYSIS (2001)

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Article Chemistry, Physical

Selective one step synthesis of (-)menthol from (+)citronellal on Ru supported on modified SiO2

C Milone et al.

APPLIED CATALYSIS A-GENERAL (2000)

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Article Chemistry, Applied

Bifunctional copper catalysts. Part II. Stereoselective synthesis of (-)-menthol starting from (+)-citronellal

N Ravasio et al.

TOPICS IN CATALYSIS (2000)

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