Home Physical Sciences Optimal Process Condition for Room Temperature Hetero-Aromatic Nitrogen Base Promoted Chromic Acid Oxidation of p-Chlorobenzaldehyde to p-Chlorobenzoic Acid in Aqueous Micellar Medium at Atmospheric Pressure
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Optimal Process Condition for Room Temperature Hetero-Aromatic Nitrogen Base Promoted Chromic Acid Oxidation of p-Chlorobenzaldehyde to p-Chlorobenzoic Acid in Aqueous Micellar Medium at Atmospheric Pressure

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Published/Copyright: February 23, 2016
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 53 Issue 1

Abstract

The present paper describes the kinetics of oxidation of p-chlorobenzaldehyde by chromic acid in aqueous and surfactant media in the presence of a promoter at 303 K. The rate constants were found to increase with introduction of hetero-aromatic nitrogen base promoters such as picolinic acid (PA), 2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen). The product p-chlorobenzoic acid has been characterized by NMR. The mechanism of both unpromoted and promoted reaction paths has been proposed. In presence of the anionic surfactant sodium dodecyl sulfate (SDS), cationic surfactant N-cetylpyridinium chloride (CPC) and non-ionic surfactant Triton X-100 (TX-100) the reaction can undergo simultaneously in both aqueous and micellar phase with an enhanced rate of oxidation. Both SDS and TX-100 produce a normal micellar effect whereas CPC produces a reverse micellar effect in the presence of p-chlorobenzaldehyde.

Kurzfassung

Dieser Beitrag beschreibt die Oxidationskinetik von p-Chlorbenzaldehyd durch Chromsäure in wässrigen und mizellaren Medien in Gegenwart eines Promotors bei 303 K. Die Geschwindigkeitskonstanten nahmen bei Zugabe einer heteroaromatischen Stickstoffbase wie z.B. Pricolinsäure (PA), 2,2′-Bipyridin (bipy) und 1,10-Phenanthrolin (phen) als Promotor zu. Das Produkt p-Chlorbenzoesäure wurde mittels NMR charakterisiert. Mechanismen für den beschleunigten und nicht beschleunigen Reaktionsweg wurden vorgeschlagen. In Gegenwart des anionischen Tensids Natriumdodecylsulfat (SDS), des kationischen Tensids N-Cetylpyridiniumchlorids (CPC) und des nichtionischen Tensids Triton X-100 (TX-100) verläuft die Reaktion simultan sowohl im wässrigen als auch im mizellaren Medium bei einer höheren Oxidationsgeschwindigkeit. In Gegenwart von p-Chlorbenzaldehyd lieferten sowohl SDS als auch TX-100 einen normalen mizellaren Effekt, während CPC einen umgekehrten mizellaren Effekt zeigte.

Key words: p-Chlorobenzaldehyde; sodium dodecyl sulfate (SDS); pseudo-first-order; 1,10-phenanthroline (phen); p-chlorobenzoic acid
Stichwörter: p-Chlorbenzaldehyd; Natriumdodecylsulfat (SDS); pseudo-Erster-Ordnung; 1,10-Phenanthrolin (phen); p-Chlorbenzoesäure
*Correspondence address, Prof. Dr. Bidyut Saha, Homogeneous Catalysis Laboratory, Department of Chemistry, The University of Burdwan, Golapbag, Burdwan, Pin 713104, WB, India. Tel.: +91-342-2533913 (O), Fax: +91-342-2530452 (O), E-Mail:

Susanta Malik: He was born in Kalna, Burdwan in 1988. He passed his M.Sc degree from the University of Burdwan in 2011 and got UGC-RGNF fellowship on the year 2012. He is working in my lab in “Homogeneous Catalysis” division.

Aniruddha Ghosh: He was born in Raniganj, in 1988. He passed his M.Sc degree from the University of Burdwan in 2010 and got NET-UGC fellowship on the year 2010. He is working in my lab in “Bio-remediation” division.

Dr. Bidyut Saha: He was born in Birbhum, WB, India in 1975. He obtained his Ph.D degree from Visva Bharati University, India in 2007. He was a visiting scientist for the year 2009–2010 in the Department of Chemistry, UBC, Canada. Dr. Saha is presently working as an Associate Professor in the Department of Chemistry, Burdwan University, India. His area of interests is bioremediation of toxic metal, micellar catalysis and inorganic reaction mechanism. He has already published seventy papers in international journals.

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Received: 2014-12-15
Accepted: 2015-08-31
Published Online: 2016-02-23
Published in Print: 2016-01-20

© 2016, Carl Hanser Publisher, Munich

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Review Article
  4. An Overview of Novel Surfactants for Formulation of Cosmetics with Certain Emphasis on Acidic Active Substances
  5. Novel Surfactants
  6. Effects of Interaction of Gemini Ester Quat Surfactants with Biological Membranes
  7. Scale Inhibition
  8. Investigation of Scale Inhibition Mechanisms Based on the Effect of HEDP on Surface Charge of Calcium Carbonate
  9. Double-Hydrophilic Block Copolymer as an Environmentally Friendly Inhibitor for Calcium Sulfate Dehydrate (Gypsum) Scale in Cooling Water Systems
  10. Physical Chemistry
  11. Complex Behavior of Series of Cationic Carbamate Surfactants with SDBS, SDS, SAS Anionic Surfactants
  12. The Role of Intermolecular Interactions in the Micellization Process of Alkyltrimethyl Ammonium Bromides in Water
  13. Properties of Binary Surfactant Mixtures of Anionic Gemini Surfactant and Amphoteric Surfactant
  14. Washing Mashines
  15. Washing Machines in Europe – Detailed Assessment of Consumption and Performance
  16. Mizellar Catalysis
  17. A Mechanistic Approach to the Influence of Surfactants on the Oxidation of Ethyl Mercaptan and its Dimer Ethyl Mercaptan Disulfide by Hexacyanoferrate(III) Ions in Aqueous Medium
  18. Optimal Process Condition for Room Temperature Hetero-Aromatic Nitrogen Base Promoted Chromic Acid Oxidation of p-Chlorobenzaldehyde to p-Chlorobenzoic Acid in Aqueous Micellar Medium at Atmospheric Pressure
https://doi.org/10.3139/113.110414
Keywords for this article
p-Chlorobenzaldehyde; sodium dodecyl sulfate (SDS); pseudo-first-order; 1,10-phenanthroline (phen); p-chlorobenzoic acid

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Review Article
  4. An Overview of Novel Surfactants for Formulation of Cosmetics with Certain Emphasis on Acidic Active Substances
  5. Novel Surfactants
  6. Effects of Interaction of Gemini Ester Quat Surfactants with Biological Membranes
  7. Scale Inhibition
  8. Investigation of Scale Inhibition Mechanisms Based on the Effect of HEDP on Surface Charge of Calcium Carbonate
  9. Double-Hydrophilic Block Copolymer as an Environmentally Friendly Inhibitor for Calcium Sulfate Dehydrate (Gypsum) Scale in Cooling Water Systems
  10. Physical Chemistry
  11. Complex Behavior of Series of Cationic Carbamate Surfactants with SDBS, SDS, SAS Anionic Surfactants
  12. The Role of Intermolecular Interactions in the Micellization Process of Alkyltrimethyl Ammonium Bromides in Water
  13. Properties of Binary Surfactant Mixtures of Anionic Gemini Surfactant and Amphoteric Surfactant
  14. Washing Mashines
  15. Washing Machines in Europe – Detailed Assessment of Consumption and Performance
  16. Mizellar Catalysis
  17. A Mechanistic Approach to the Influence of Surfactants on the Oxidation of Ethyl Mercaptan and its Dimer Ethyl Mercaptan Disulfide by Hexacyanoferrate(III) Ions in Aqueous Medium
  18. Optimal Process Condition for Room Temperature Hetero-Aromatic Nitrogen Base Promoted Chromic Acid Oxidation of p-Chlorobenzaldehyde to p-Chlorobenzoic Acid in Aqueous Micellar Medium at Atmospheric Pressure
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