Selectively Catalyzed Oxidation of Benzyl Alcohol by FeIII–TAML/Hydrogen Peroxide

Li, Ran; Wang, Ge; Liu, Yan Chun; Chen, Xiao Bin; Sun, Zhi Min; Liu, Hui Ying; Wang, Xiao Ning; Wu, Zhen; Liu, Zhen Dong

doi:10.4028/www.scientific.net/AMM.723.601

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HomeApplied Mechanics and MaterialsApplied Mechanics and Materials IIISelectively Catalyzed Oxidation of Benzyl Alcohol...

Selectively Catalyzed Oxidation of Benzyl Alcohol by Fe^III–TAML/Hydrogen Peroxide

Abstract:

Benzyl alcohol was selectively oxidized to benzaldehyde with iron (III) complexed to tetra amido macrocyclic ligands (Fe^III–TAML) as catalyst and 30% H₂O₂as oxidant. The effect of reaction temperature, reaction time, solvent, amount of catalyst and oxidant on the reaction of catalyzed oxidation of benzyl alcohol were explored. The conversion and selectivity of this oxidation reaction were calculated from calibrated GC yields of benzyl alcohol and benzaldehyde. When oxidation reaction was conducted under the conditions: solvent NMMO: ethanol = 1: 1, n (H₂O₂): n (benzyl alcohol) = 2, n (catalyst): n (benzyl alcohol) = 1%, temperature 80 ̊C and reaction time 60 minutes, the conversion was 91.23% and the selectivity was 90.12%.

Info:

Periodical:

Applied Mechanics and Materials (Volume 723)

Main Theme:

Applied Mechanics and Materials III

Edited by:

Seung-Bok Choi and Yun-Hae Kim

Pages:

601-604

DOI:

https://doi.org/10.4028/www.scientific.net/AMM.723.601

Citation:

R. Li et al., "Selectively Catalyzed Oxidation of Benzyl Alcohol by Fe^III–TAML/Hydrogen Peroxide", Applied Mechanics and Materials, Vol. 723, pp. 601-604, 2015

Online since:

January 2015

Authors:

Ran Li, Ge Wang, Yan Chun Liu, Xiao Bin Chen, Zhi Min Sun, Hui Ying Liu, Xiao Ning Wang, Zhen Wu, Zhen Dong Liu *

Keywords:

Benzyl Alcohol, Hydrogen Peroxide, Oxidation, TAML Catalyst

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References

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Paper TitlePages

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Authors: Kshudiram Mantri, Ryo Nakamura, Yasuyuki Miyata, Kenichi Komura, Yoshihiro Sugi

Abstract: Some typical multi-valent metal salt hydrates, such as chloride, nitrate, sulfate, and acetate of Fe3+, Al3+, Ga3+, In3+, ZrO2+, HfO2+, Zn2+, Co2+, Ni2+, Mn3+, Cr3+, and Cu2+ have catalytic activities for the esterification of saturated and unsaturated fatty acids and alcohols. Supporting these metal salt hydrates on ordered mesoporous silica such as MCM-41 enhanced the catalytic activity of the esterification. The esters of C10-C18 normal acid and alcohol were obtained in high yield by some of supported metal salt hydrates on MCM-41; however, the yield of the esters decreased with their chain length of acids and alcohols although the activities depended on type of metal salt hydrates. The catalyst is recyclable although some loss of activity was observed.

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Authors: Yu Ping Liu, Wei Guan, Zhi Wei Miao, Bao Guo Sun

Abstract: Benzyl 4-ethyloctanoate was synthesized by the reaction of 4-ethyloctanoyl chloride with benzyl alcohol, and its synthesis conditions were optimized. The yield of benzyl 4-ethyloctanoate was about 93%. Based on the synthesis of benzyl 4-ethyloctanoate, phenethyl 4-ethyloctanoate, phenylpropanol 4-ethyloctanoate and cinnamyl 4-ethyloctanoate were prepared. The odor evaluations indicate that these four new ester compounds have floral and sweet note. These ester compounds have relatively high molecular weights and can be used as fixing agent to prolong the fragrance compounds lifetime.

1111

Hybrid Catalysts Compose of Mono-Substituted Keggin-Polyoxometalate and Different Aminopyridine Derivatives as Catalysts for Oxidation of Benzyl Alcohol with Hydrogen Peroxide

Authors: Li Juan Chen, Tao Feng, Peng Fei Wang, Qing Quan Liu

Abstract: amino- pyridinium salts of mono-substiuted Keggin-polyoxometalate were synthesized and the catalytic performance the oxidation of benzyl alcohol to benzaldehyde under solvent-free conditions with hydrogen peroxide was examined. The influences of the composition of hybrid catalyst and mole ratio of H₂O₂ to benzyl alcohol were discussed, under the testing conditions of 70 oC, catalyst load 0.3 g, benzyl alcohol 2 mL, 30% H₂O₂ 6mL, 5 h, 2-N-(2-pyrindinemethyl) -aminopyridinium salt of FeII substituted phosphotungstate (5b)₄HPW₁₁FeO₃₉ exhibited the best activity, the conversion of benzyl of 95.4% with high selectivity of 98% was achieved, aminopyridine component in hybrid catalyst act as a counterion of polyoxometalate anion as well as a ancillary ligand, the interactions between organic counterion and polyoxometalate anion involve the electrostatic bond NH₃⁺…Fe-POM as well as dative bond pyridine-N→Fe-POM, both affect the redox reactivity of mono-substituted polyoxometalte.

132

The Research of Active Carbon on the Application of N-propyl Alcohol Reaction in Chemical Engineering

Authors: Dong Mei Zhao, Xue Peng Liu

Abstract: The sulfonated Petroleum coke is used to synthesize n-propyl alcohol(N-PROPYL ALCOHOL) by hydration of ethylene oxide(EO) in chemical engineering and the catalyst of sulfonated Petroleum coke (SPC) is studied. The effect of reactive temperature on the activity of SPC is greatest when reactive temperature goes up，the activity of SPC is quickly enhanced，but when temperature exceeds a certain range, the activity of SPC will reduce; And the activity of SPC will become stronger along with reactive pressure rise，when pressure exceeds a certain value，selectivity of N-PROPYL ALCOHOL will decrease; Also，increasing airspeed will weaken the activity of SPC. The conversion rate of EO reaches 98-100%