Linalool synthesis from α-pinene: kinetic peculiarities of catalytic steps

Semikolenov, V. A.; Ilyna, I.I.; Simakova, Irina L.

doi:10.1016/s0926-860x(00)00841-3

Cited by 58 publications

(49 citation statements)

References 10 publications

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“…Energies of activation for hydrogenation of both intermediates (2) and (3) to product (4) (B ® R, C ® R) are practically the same. The value of the averaged activation energy of these four reaction steps, 31.1 kJ mol -1 , is in agreement with those generally reported for the double bond hydrogenation reaction carried out in kinetic regime 18,[43][44][45][46] .…”

Section: Estimation Of Kinetics Parameterssupporting

confidence: 90%

reKinetics and Mass Transfer in the Hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy- -2,3-dihydroinden-1-one hydrochloride over Pt/C Catalyst

Zrnčević¹

2015

Chem.Biochem.Eng.Q.

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The liquid phase hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl) methylene)-5,6-dimethoxy-2,3-dihydroinden-1-one hydrochloride (1) over a 5 % Pt/C industrial catalyst was studied experimentally in a batch slurry reactor using methanol as a solvent. The catalyst was characterized by the adsorption techniques for specific surface area and pore volume, and by XRD for crystallinity. To investigate the intrinsic kinetics of the reaction, the effect of temperature, catalyst loading, hydrogen partial pressure and (1) concentration on the initial rate of hydrogenation was studied. The analysis of initial rate data showed that the gas-liquid, liquid-solid, and intraparticle mass-transfer resistances were not significant. The reaction scheme of (1) hydrogenation was proposed for the kinetic modelling. Apparent rate constants for all hydrogenation steps were calculated using a first order kinetic approach resulting in good agreement between the experimentally obtained and predicted concentrations. From the temperature dependence of rate constants, the activation energies of various reaction steps were calculated. The averaged activation energy of these steps was found to be 31.1 kJ mol -1 .

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Section: Estimation Of Kinetics Parameterssupporting

confidence: 90%

reKinetics and Mass Transfer in the Hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy- -2,3-dihydroinden-1-one hydrochloride over Pt/C Catalyst

Zrnčević¹

2015

Chem.Biochem.Eng.Q.

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“…[4,8] Linalool, an important building block in the synthesis of vitamin E and flavor compounds, is formed by thermal isomerization of 2-pinanol. [9] All of these isomerization reactions of bicyclic pinane-type compounds yield at least one acyclic Abstract: Catalyzed and uncatalyzed rearrangement reactions of terpenoids play a major role in laboratory and industrial-scale synthesis of fine chemicals. Herein, we present our results on the thermally induced isomerization of pinane (1).…”

Section: Introductionmentioning

confidence: 99%

“…limonene from a-or b-pinene). [4,5,[8][9][10][11] The use of compounds without p-bonds in the reactive part of the bicyclic molecule (carbon atoms C 1 , C 2 of 1; Scheme 1) [12] leads to the formation of acyclic products only (e.g. 2 from 1 or linalool from 2-pinanol) by opening of the cyclobutane ring.…”

Section: Introductionmentioning

confidence: 99%

Thermal Isomerization of (+)‐cis‐ and (−)‐trans‐Pinane Leading to (−)‐β‐Citronellene and (+)‐Isocitronellene

Stolle

Ondruschka

Bonrath

et al. 2008

Chemistry A European J

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Catalyzed and uncatalyzed rearrangement reactions of terpenoids play a major role in laboratory and industrial-scale synthesis of fine chemicals. Herein, we present our results on the thermally induced isomerization of pinane (1). Investigation of the thermal behavior of (+)-cis- (1 a) and (-)-trans-pinane (1 b) in a flow-type reactor reveals significant differences in both reactivity and selectivity concerning the formation of (-)-beta-citronellene (2) and (+)-isocitronellene (3) as main products. Possible explanations for these results are discussed on the basis of reaction mechanism and ground-state geometries for 1 a and 1 b. To identify side reactions caused from ene cyclizations of 2 and 3, additional pyrolysis experiments were conducted that enabled the identification of almost all compounds in the network of C(10)H(18)-hydrocarbon products formed from 1.

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“…Neste trabalho é apresentada a síntese de nanopartículas de Ni metálico numa matriz cerâmica de SiO 2 mesoporosa, assim como a resposta do material processado no estudo de magnetização (histerese) à temperatura ambiente e à atividade catalítica na reação de hidrogenação seletiva do terpeno b-pineno 31 .…”

Section: Precursores Poliméricos (Método Pechini)unclassified

Síntese, caracterização e estudo das propriedades catalíticas e magnéticas de nanopartículas de Ni dispersas em matriz mesoporosa de SiO2

Carreño¹,

Leite²,

Santos³

et al. 2002

Quím. Nova

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. Nickel nanoparticles supported on amorphous silica ceramic matrix were synthesized by the polymeric precursor method. The nanostructure was characterized by NMR, BET, XRD, SEM, TEM, and flame atomic absorption spectrometry techniques. It was observed a dependence of the crystallite size on the thermal annealing, under a N 2 atmosphere. The materials presented a high catalytic activity and selectivity upon the b-pinene hydrogenation reaction. The magnetic hystereses were also correlated with the morphology of the processed material.Keywords: nanoparticles; catalyst; magnetism. INTRODUÇÃONos últimos anos o desenvolvimento de materiais nanoestruturados ganhou grande impulso nas áreas da ciência dos materiais e da quími-ca do estado sólido 1 . Metais de transição nanoestruturados suportados com propriedades magnéticas e catalíticas 2 vêm sendo estudados, visando ao aumento da superfície específica de adsorção, da seletividade catalítica e a otimização da distribuição e do tipo de partícula magné-tica, com o conseqüente aumento de sensibilidade, redução da temperatura de trabalho e diminuição do tempo de resposta dos dispositivos 2,3 . Para isto, métodos de síntese devem ser desenvolvidos para possibilitar a obtenção de partículas nanométricas (restritamente menores que 10 nm) com baixo grau de aglomeração e estreita faixa de distribuição de tamanho. Para a obtenção destes materiais destacamse os métodos dos precursores poliméricos [4][5][6][7][8][9][10][11][12][13] , sol-gel 2 e de deposição em fase de vapor 10 . Destes, o método dos precursores poliméricos (método Pechini) vem sendo usado na obtenção de pós nanométricos e filmes cerâmicos finos 8 . MacLachlan e colaboradores 14 descrevem um interessante método de processamento de nanocompostos usando precursores poliméricos, através do qual foi possível o controle das propriedades magnéticas, direcionando-se a pirólise do material e obtendo-se partículas nanométricas de Fe dispersas em uma matriz cerâ-mica amorfa formada por Si, C e Ni.Uma etapa crítica no processamento e manutenção de materiais nanoestruturados é o tratamento térmico. A elevada reatividade superficial das partículas facilita a sinterização produzindo, desta forma, aglomerados de tamanho macroscópico que possuem propriedades menos vantajosas que as dos compostos em escala nanométrica. Em contraste com os métodos convencionais de preparação de metais suportados, o uso de uma matriz inorgânica como hospedeira conduz à obtenção de partículas metálicas de tamanhos uniformes e dispersão homogênea de agrupamentos de átomos metálicos (clusters). Resinas poliméricas de troca iônica, zeólitas e refratári-os porosos, entre outros materiais, foram empregados por diferentes pesquisadores como matrizes hospedeiras na síntese de nanopartículas de metais de transição [15][16][17] . Recentes publicações relatam importantes estudos sobre a cinética e o mecanismo de formação de nanoclusters. Estes estudos podem servir como ferramentas fundamentais para a explicação de várias propriedades, tais como estabilidade fí...

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Linalool synthesis from α-pinene: kinetic peculiarities of catalytic steps

Cited by 58 publications

References 10 publications

reKinetics and Mass Transfer in the Hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy- -2,3-dihydroinden-1-one hydrochloride over Pt/C Catalyst

reKinetics and Mass Transfer in the Hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy- -2,3-dihydroinden-1-one hydrochloride over Pt/C Catalyst

Thermal Isomerization of (+)‐cis‐ and (−)‐trans‐Pinane Leading to (−)‐β‐Citronellene and (+)‐Isocitronellene

Síntese, caracterização e estudo das propriedades catalíticas e magnéticas de nanopartículas de Ni dispersas em matriz mesoporosa de SiO2

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