Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout

Ved Prakash Singh; Sumit Kumar Pandey

doi:doi:10.11648/j.ajop.20150305.15

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Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout

Ved Prakash Singh, Sumit Kumar Pandey

Published in American Journal of Optics and Photonics (Volume 3, Issue 5)

Received: 21 July 2015 Accepted: 8 August 2015 Published: 19 August 2015

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Abstract

The catalytic synthesis of hydroquinoneutilize benzene as the starting material. The manufacture of hydroquinone by oxidation of phenol and 1,2- diisopropylbenzene. The first route begin with Friedel-Crafts alkylation of petroleum –derived benzene to afford cumene. Subsequent Hock-type, air oxidation of the cumene leads to formation of acetone and phenol. The phenol is oxidized by using 70%hydrogen peroxide either in the presence of transition metal or in formic acid solution where formic acid is the actual oxidant. The generated catechol and hydroquinone mixture is separated into its pure components by distillations. The second synthesis way, which is also manufactured, is the reaction with propene and benzene to1,4-diisopropylbenzene, which reacts afterwards to the hydroquinone. Nevertheless there are more than this two synthetic routes benzene reacts to nitrobenzene by using HNO3and H2SO4 and after that to the corresponding aniline. Next, benzoquinone is synthesized by a route employing stoichiometric amounts of MnO2 to oxidize aniline, followed by iron catalyzed reduction to the corresponding hydroquinone. While benzene is a volatile carcinogen derived from non-renewable fossil fuel feed stocks, an alternative way to hydroquinone has been elaborated. Glucose is nonvolatile, nontoxic, and derived from renewable plant polysacharrides and plays an important role for these benzene free 3-dehydroshikimic acid (DHS). Shikimicacid as well as quinic acid are known for the hydroquinone Synthesis. In this work the starting material for the hydroquinone synthesis using catalyzed by Rh/Al2O3,Rh/C, Pt/C, or Pd/c. The Rh on Al2O3 catalyst showed the best results (59% yield)

Published in	American Journal of Optics and Photonics (Volume 3, Issue 5)
DOI	10.11648/j.ajop.20150305.15
Page(s)	85-88
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2015. Published by Science Publishing Group

Keywords

Benzene, Phenol, Catechol, 1,2- Diisopropylbenzene, 1,4-Diisopropylbenzene, D-glucose

References

[1]	Synthesis of hydroquinone with co-generation of electricity from phenol aqueous solution in a proton exchange membrane fuel call rector, G.S Buzzoa, A.C.B.Rodriguesb, R.F.B De Souzaa,J.C.M. Silvaa, E.L. Bastosb, E.V. Spinacea, A.O. Netoa, M.H.M.T Assump Çãô, Catalysis Communications, Volume 59, 10 January 2015, Pages 113-115.
[2]	Laccase-Catalyzed α - arylation of benzaylacetonitrile with Substituted hydroquinones, Mark D. Cannatelli, Arthur J.Rag-auskas, chemical Engineering Research and Design, Volume 97, May 2015, Page 128-134
[3]	Chemiluminescence detection of hydroquinone with flowinjection analysis of luminoi –hydrogen peroxide system catalyzed by Jecobseris catalyst, zhongcheng Wang, Yuhai Tang, Hua Hu, Lili Xing, Guangbin Zhang, RuixiaGao, Journal of Luminescence, volume 145, January 2014, Page 818-823.
[4]	Slective Sensing of Catechol and hydroquinone based on Poly (3,4-ethylenedioxytiophene) /nitrogen-doped graphene composites, Weimeng Si, Wu Lei, Zhen Han, QingliHao, Yuehua Zhang, Mingzhuxia, Sensors and Actuators B: chemical, Volume 199, August 2014 Pages 154-160.
[5]	The risk of hydroquinone and Sunscreen over-absorption via photodamaged skin is not greater in Senescent skin as Compared to young skin: Nude mouse as an animal model, Chi- Fung Hung, Wei-yu Chen, lbrahim A Aljuffali, Hui-chi shin, Jia-You Fang, International Journal of Pharmaceutics, Volume 471, Issues 1-2, 25 August 2014, Pages 135-145.
[6]	One-step reduction and fictionalization Protocol to Synthesize Polydopamine Wrapping Ag/grapheme hybrid for efficient Oxidation of hydroquinone to benzoquinone, Weichan Ye, Xuezhaoshi, Jie Su, Yang chen, Jiajia Fu, Xiaojuan Zhao, Feng Zhou, Chunming Wang, DeshengXue, Applied Catalysis B: Environmental, Volumes 160-161- November 2014, Pages 400-407.
[7]	A novel photo–electro chemicalsensor for determination of hydroquinone based on copper hexacyanoferrate and platinum films moditied n-silicon electrode, Hongyan Wu, Jinchao Hu, Heng hi, Huaixiang Li, Sensors and Actuators B: Chemical, volume 182, June 2013, Pages 802-808.
[8]	Efficient production of α-arbutin by whole-cell biocatalysis using immobilized hydroquinone as a glucolsyl acceptor, chun-Qiao Liu, Li Deng, Peng Zhang, Shu-Rong Zhang, Taoxu, Fang Wang, Tian-wei Tan, Journal of Molecular Catalysis B:Enzymatic, volume 91, July 2013, Pages 1-7.
[9]	Ultrathin Cd Senanosheet: Synthesis and application in Simultaneous determination of catechol and hydroquinone, Xia Cao, Xiaolan Cai, Quanchen Feng, Shu Jia, Ning Wang, Analytica Chimica Acta, volume 752,8 November 2012, Page 101-105.
[10]	The Catalytic Power of Inorganic Components in the abiotic synthesis of hydroquinone – derived humic Polymers, H. Shindoa,b,P.M Huanga,b,Applied Clay Science Volume I, issues 1-2, July 1985 Page 71-81.

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APA Style

Ved Prakash Singh, Sumit Kumar Pandey. (2015). Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout. American Journal of Optics and Photonics, 3(5), 85-88. https://doi.org/10.11648/j.ajop.20150305.15

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ACS Style

Ved Prakash Singh; Sumit Kumar Pandey. Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout. Am. J. Opt. Photonics 2015, 3(5), 85-88. doi: 10.11648/j.ajop.20150305.15

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AMA Style

Ved Prakash Singh, Sumit Kumar Pandey. Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout. Am J Opt Photonics. 2015;3(5):85-88. doi: 10.11648/j.ajop.20150305.15

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@article{10.11648/j.ajop.20150305.15,
  author = {Ved Prakash Singh and Sumit Kumar Pandey},
  title = {Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout},
  journal = {American Journal of Optics and Photonics},
  volume = {3},
  number = {5},
  pages = {85-88},
  doi = {10.11648/j.ajop.20150305.15},
  url = {https://doi.org/10.11648/j.ajop.20150305.15},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajop.20150305.15},
  abstract = {The catalytic synthesis of hydroquinoneutilize benzene as the starting material. The manufacture of hydroquinone by oxidation of phenol and 1,2- diisopropylbenzene. The first route begin with Friedel-Crafts alkylation of petroleum –derived benzene to afford cumene. Subsequent Hock-type, air oxidation of the cumene leads to formation of acetone and phenol. The phenol is oxidized by using 70%hydrogen peroxide either in the presence of transition metal or in formic acid solution where formic acid is the actual oxidant. The generated catechol and hydroquinone mixture is separated into its pure components by distillations. The second synthesis way, which is also manufactured, is the reaction with propene and benzene to1,4-diisopropylbenzene, which reacts afterwards to the hydroquinone. Nevertheless there are more than this two synthetic routes benzene reacts to nitrobenzene by using HNO3and H2SO4 and after that to the corresponding aniline. Next, benzoquinone is synthesized by a route employing stoichiometric amounts of MnO2 to oxidize aniline, followed by iron catalyzed reduction to the corresponding hydroquinone. While benzene is a volatile carcinogen derived from non-renewable fossil fuel feed stocks, an alternative way to hydroquinone has been elaborated. Glucose is nonvolatile, nontoxic, and derived from renewable plant polysacharrides and plays an important role for these benzene free 3-dehydroshikimic acid (DHS). Shikimicacid as well as quinic acid are known for the hydroquinone Synthesis. In this work the starting material for the hydroquinone synthesis using catalyzed by Rh/Al2O3,Rh/C, Pt/C, or Pd/c. The Rh on Al2O3 catalyst showed the best results (59% yield)},
 year = {2015}
}

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TY - JOUR
T1 - Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout
AU - Ved Prakash Singh
AU - Sumit Kumar Pandey
Y1 - 2015/08/19
PY - 2015
N1 - https://doi.org/10.11648/j.ajop.20150305.15
DO - 10.11648/j.ajop.20150305.15
T2 - American Journal of Optics and Photonics
JF - American Journal of Optics and Photonics
JO - American Journal of Optics and Photonics
SP - 85
EP - 88
PB - Science Publishing Group
SN - 2330-8494
UR - https://doi.org/10.11648/j.ajop.20150305.15
AB - The catalytic synthesis of hydroquinoneutilize benzene as the starting material. The manufacture of hydroquinone by oxidation of phenol and 1,2- diisopropylbenzene. The first route begin with Friedel-Crafts alkylation of petroleum –derived benzene to afford cumene. Subsequent Hock-type, air oxidation of the cumene leads to formation of acetone and phenol. The phenol is oxidized by using 70%hydrogen peroxide either in the presence of transition metal or in formic acid solution where formic acid is the actual oxidant. The generated catechol and hydroquinone mixture is separated into its pure components by distillations. The second synthesis way, which is also manufactured, is the reaction with propene and benzene to1,4-diisopropylbenzene, which reacts afterwards to the hydroquinone. Nevertheless there are more than this two synthetic routes benzene reacts to nitrobenzene by using HNO3and H2SO4 and after that to the corresponding aniline. Next, benzoquinone is synthesized by a route employing stoichiometric amounts of MnO2 to oxidize aniline, followed by iron catalyzed reduction to the corresponding hydroquinone. While benzene is a volatile carcinogen derived from non-renewable fossil fuel feed stocks, an alternative way to hydroquinone has been elaborated. Glucose is nonvolatile, nontoxic, and derived from renewable plant polysacharrides and plays an important role for these benzene free 3-dehydroshikimic acid (DHS). Shikimicacid as well as quinic acid are known for the hydroquinone Synthesis. In this work the starting material for the hydroquinone synthesis using catalyzed by Rh/Al2O3,Rh/C, Pt/C, or Pd/c. The Rh on Al2O3 catalyst showed the best results (59% yield)
VL - 3
IS - 5
ER -

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Author Information

Ved Prakash Singh

Dept. of Chemistry, Jharkhand Rai University,Ranchi, India. Dept. of Electrical Engineering ,Jharkhand Rai University ,Ranchi
Sumit Kumar Pandey

Dept. of Chemistry, Jharkhand Rai University,Ranchi, India. Dept. of Electrical Engineering ,Jharkhand Rai University ,Ranchi

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APA Style

Ved Prakash Singh, Sumit Kumar Pandey. (2015). Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout. American Journal of Optics and Photonics, 3(5), 85-88. https://doi.org/10.11648/j.ajop.20150305.15

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ACS Style

Ved Prakash Singh; Sumit Kumar Pandey. Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout. Am. J. Opt. Photonics 2015, 3(5), 85-88. doi: 10.11648/j.ajop.20150305.15

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AMA Style

Ved Prakash Singh, Sumit Kumar Pandey. Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout. Am J Opt Photonics. 2015;3(5):85-88. doi: 10.11648/j.ajop.20150305.15

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@article{10.11648/j.ajop.20150305.15,
  author = {Ved Prakash Singh and Sumit Kumar Pandey},
  title = {Catalytic Synthesis of Hydroquinone by Using Rh on Al2O3 Via Different Rout},
  journal = {American Journal of Optics and Photonics},
  volume = {3},
  number = {5},
  pages = {85-88},
  doi = {10.11648/j.ajop.20150305.15},
  url = {https://doi.org/10.11648/j.ajop.20150305.15},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajop.20150305.15},
  abstract = {The catalytic synthesis of hydroquinoneutilize benzene as the starting material. The manufacture of hydroquinone by oxidation of phenol and 1,2- diisopropylbenzene. The first route begin with Friedel-Crafts alkylation of petroleum –derived benzene to afford cumene. Subsequent Hock-type, air oxidation of the cumene leads to formation of acetone and phenol. The phenol is oxidized by using 70%hydrogen peroxide either in the presence of transition metal or in formic acid solution where formic acid is the actual oxidant. The generated catechol and hydroquinone mixture is separated into its pure components by distillations. The second synthesis way, which is also manufactured, is the reaction with propene and benzene to1,4-diisopropylbenzene, which reacts afterwards to the hydroquinone. Nevertheless there are more than this two synthetic routes benzene reacts to nitrobenzene by using HNO3and H2SO4 and after that to the corresponding aniline. Next, benzoquinone is synthesized by a route employing stoichiometric amounts of MnO2 to oxidize aniline, followed by iron catalyzed reduction to the corresponding hydroquinone. While benzene is a volatile carcinogen derived from non-renewable fossil fuel feed stocks, an alternative way to hydroquinone has been elaborated. Glucose is nonvolatile, nontoxic, and derived from renewable plant polysacharrides and plays an important role for these benzene free 3-dehydroshikimic acid (DHS). Shikimicacid as well as quinic acid are known for the hydroquinone Synthesis. In this work the starting material for the hydroquinone synthesis using catalyzed by Rh/Al2O3,Rh/C, Pt/C, or Pd/c. The Rh on Al2O3 catalyst showed the best results (59% yield)},
 year = {2015}
}

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