Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions: On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's)

Research output: Contributions to collected editions/worksContributions to collected editions/anthologiesResearch

Standard

Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions: On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's). / Ruck, Wolfgang; Birke, Volker; Schütt, Christine .
Environmental Applications of Nanoscale and Microscale Reactive Metal Particles. ed. / C. L. Geiger; K. M. Carvalho-Knighton. Vol. 1027 ACS Publications, 2009. p. 39-54 (ACS Symposium Series; No. 1027).

Research output: Contributions to collected editions/worksContributions to collected editions/anthologiesResearch

Harvard

Ruck, W, Birke, V & Schütt, C 2009, Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions: On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's). in CL Geiger & KM Carvalho-Knighton (eds), Environmental Applications of Nanoscale and Microscale Reactive Metal Particles. vol. 1027, ACS Symposium Series, no. 1027, ACS Publications, pp. 39-54. https://doi.org/10.1021/bk-2009-1027.ch003

APA

Ruck, W., Birke, V., & Schütt, C. (2009). Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions: On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's). In C. L. Geiger, & K. M. Carvalho-Knighton (Eds.), Environmental Applications of Nanoscale and Microscale Reactive Metal Particles (Vol. 1027, pp. 39-54). (ACS Symposium Series; No. 1027). ACS Publications. https://doi.org/10.1021/bk-2009-1027.ch003

Vancouver

Ruck W, Birke V, Schütt C. Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions: On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's). In Geiger CL, Carvalho-Knighton KM, editors, Environmental Applications of Nanoscale and Microscale Reactive Metal Particles. Vol. 1027. ACS Publications. 2009. p. 39-54. (ACS Symposium Series; 1027). doi: 10.1021/bk-2009-1027.ch003

Bibtex

@inbook{79fa86f990964eeba79ca4a168c0b962,
title = "Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions: On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's)",
abstract = "Small particle size base metals are produced in a ball mill mechanochemical (MC) reactor. During ongoing milling they react at room temperature simultaneously and in a single process step, to rapidly, and highly selectively reduce by dechlorination persistent polychlorinated organic pollutants, such as polychlorinated biphenyls (PCBs). In the presence of a low acidic hydrogen donor, reduction is to the parent hydrocarbons. Whether in a purified form or as mixtures, the polychlorinated organic pollutants can be destroyed both effectively and in an environmentally friendly manner. This non-incineration and non-thermal process extends even to contaminated materials, such as soils, filter dusts and the like. A kinetic study utilizing dichloro- and monochlorobenzene (DCB, MCB) as the model pollutants and excess magnesium and n-butylamine as reagents in a laboratory centrifugal ball mill at 25 °C, was carried out in order to investigate the reaction mechanisms for MC dehalogenation reactions employing magnesium and slightly acidic hydrogen donors. The focus of the study was on polyhalogenated aromatic POPs, such as PCBs or hexachlorobenzene which have chlorine-aromatic ring carbon bonds, with higher bond strength than chlorine-aliphatic carbon bonds. Analysis of the findings strongly suggested that one-pot, consecutive Grignard-Zerewitinoff-like reactions occur: first, formation of the Grignard intermediates from DCB or MCB, respectively, and then, in a stepwise manner, their protonation to monochlorobenzene or benzene, respectively, by the amine. Furthermore, a rationale is derived for the observed complete reductive dechlorinations to benzene, formed at approximately 100 % yield (mole/mole, based on DCB or MCB). The rate constants for the formation of intermediates 3-chlorophenylmagnesium chloride and phenylmagnesium chloride were calculated. These correspond well to similar data previously reported elsewhere. The time-dependent development of the actual reactive surface of the small-sized magnesium particles during grinding was assessed.",
keywords = "Chemistry",
author = "Wolfgang Ruck and Volker Birke and Christine Sch{\"u}tt",
year = "2009",
month = dec,
day = "20",
doi = "10.1021/bk-2009-1027.ch003",
language = "English",
isbn = "9780841269927",
volume = "1027",
series = "ACS Symposium Series",
publisher = "ACS Publications",
number = "1027",
pages = "39--54",
editor = "Geiger, {C. L.} and Carvalho-Knighton, {K. M.}",
booktitle = "Environmental Applications of Nanoscale and Microscale Reactive Metal Particles",
address = "United States",

}

RIS

TY - CHAP

T1 - Small Particle Size Magnesium in One-pot Grignard-Zerewitinoff-like Reactions under Mechanochemical Conditions

T2 - On the Kinetics of Reductive Dechlorination of Persistent Organic Pollutants (POP's)

AU - Ruck, Wolfgang

AU - Birke, Volker

AU - Schütt, Christine

PY - 2009/12/20

Y1 - 2009/12/20

N2 - Small particle size base metals are produced in a ball mill mechanochemical (MC) reactor. During ongoing milling they react at room temperature simultaneously and in a single process step, to rapidly, and highly selectively reduce by dechlorination persistent polychlorinated organic pollutants, such as polychlorinated biphenyls (PCBs). In the presence of a low acidic hydrogen donor, reduction is to the parent hydrocarbons. Whether in a purified form or as mixtures, the polychlorinated organic pollutants can be destroyed both effectively and in an environmentally friendly manner. This non-incineration and non-thermal process extends even to contaminated materials, such as soils, filter dusts and the like. A kinetic study utilizing dichloro- and monochlorobenzene (DCB, MCB) as the model pollutants and excess magnesium and n-butylamine as reagents in a laboratory centrifugal ball mill at 25 °C, was carried out in order to investigate the reaction mechanisms for MC dehalogenation reactions employing magnesium and slightly acidic hydrogen donors. The focus of the study was on polyhalogenated aromatic POPs, such as PCBs or hexachlorobenzene which have chlorine-aromatic ring carbon bonds, with higher bond strength than chlorine-aliphatic carbon bonds. Analysis of the findings strongly suggested that one-pot, consecutive Grignard-Zerewitinoff-like reactions occur: first, formation of the Grignard intermediates from DCB or MCB, respectively, and then, in a stepwise manner, their protonation to monochlorobenzene or benzene, respectively, by the amine. Furthermore, a rationale is derived for the observed complete reductive dechlorinations to benzene, formed at approximately 100 % yield (mole/mole, based on DCB or MCB). The rate constants for the formation of intermediates 3-chlorophenylmagnesium chloride and phenylmagnesium chloride were calculated. These correspond well to similar data previously reported elsewhere. The time-dependent development of the actual reactive surface of the small-sized magnesium particles during grinding was assessed.

AB - Small particle size base metals are produced in a ball mill mechanochemical (MC) reactor. During ongoing milling they react at room temperature simultaneously and in a single process step, to rapidly, and highly selectively reduce by dechlorination persistent polychlorinated organic pollutants, such as polychlorinated biphenyls (PCBs). In the presence of a low acidic hydrogen donor, reduction is to the parent hydrocarbons. Whether in a purified form or as mixtures, the polychlorinated organic pollutants can be destroyed both effectively and in an environmentally friendly manner. This non-incineration and non-thermal process extends even to contaminated materials, such as soils, filter dusts and the like. A kinetic study utilizing dichloro- and monochlorobenzene (DCB, MCB) as the model pollutants and excess magnesium and n-butylamine as reagents in a laboratory centrifugal ball mill at 25 °C, was carried out in order to investigate the reaction mechanisms for MC dehalogenation reactions employing magnesium and slightly acidic hydrogen donors. The focus of the study was on polyhalogenated aromatic POPs, such as PCBs or hexachlorobenzene which have chlorine-aromatic ring carbon bonds, with higher bond strength than chlorine-aliphatic carbon bonds. Analysis of the findings strongly suggested that one-pot, consecutive Grignard-Zerewitinoff-like reactions occur: first, formation of the Grignard intermediates from DCB or MCB, respectively, and then, in a stepwise manner, their protonation to monochlorobenzene or benzene, respectively, by the amine. Furthermore, a rationale is derived for the observed complete reductive dechlorinations to benzene, formed at approximately 100 % yield (mole/mole, based on DCB or MCB). The rate constants for the formation of intermediates 3-chlorophenylmagnesium chloride and phenylmagnesium chloride were calculated. These correspond well to similar data previously reported elsewhere. The time-dependent development of the actual reactive surface of the small-sized magnesium particles during grinding was assessed.

KW - Chemistry

UR - http://www.scopus.com/inward/record.url?scp=84862308249&partnerID=8YFLogxK

U2 - 10.1021/bk-2009-1027.ch003

DO - 10.1021/bk-2009-1027.ch003

M3 - Contributions to collected editions/anthologies

SN - 9780841269927

VL - 1027

T3 - ACS Symposium Series

SP - 39

EP - 54

BT - Environmental Applications of Nanoscale and Microscale Reactive Metal Particles

A2 - Geiger, C. L.

A2 - Carvalho-Knighton, K. M.

PB - ACS Publications

ER -

Recently viewed

Publications

  1. A Theoretical Dynamical Noninteracting Model for General Manipulation Systems Using Axiomatic Geometric Structures
  2. A geometric approach for the design and control of an electromagnetic actuator to optimize its dynamic performance
  3. The Use of Factorization and Multimode Parametric Spectra in Estimating Frequency and Spectral Parameters of Signal
  4. A Robust Decoupling Estimator to Indentify Electrical Parameters for Three-Phase Permanent Magnet Synchronous Motors
  5. Input-Output Linearization of a Thermoelectric Cooler for an Ice Clamping System Using a Dual Extended Kalman Filter
  6. Plant species diversity and endemism on islands and archipelagos, with special reference to the Macaronesian Islands
  7. Mechanical properties and microstructures of nano SiC reinforced ZE10 composites prepared with ultrasonic vibration
  8. Methodologies for Noise and Gross Error Detection using Univariate Signal-Based Approaches in Industrial Application
  9. A geometric approach for controlling an electromagnetic actuator with the help of a linear Model Predictive Control
  10. An empirically tested overlap between indigenous and scientific knowledge of a changing climate in Bolivian Amazonia
  11. Grünlandschutz in benachteiligen Mittelgebirgsregionen durch ein Bio-Weiderindkonzept am Beispiel des Südschwarzwalds
  12. Forestry contributed to warming of forest ecosystems in northern Germany during the extreme summers of 2018 and 2019
  13. A Model Based Feedforward Regulator Improving PI Control of an Ice-Clamping Device Activated by Thermoelectric Cooler
  14. Effects of preschoolers' storybook exposure and literacy environments on lower level and higher level language skills
  15. Investigation On The Influence Of Remanufacturing On Production Planning And Control – A Systematic Literature Review
  16. Das Eiablageverhalten des Großen Feuerfalters (Lycaena dispar rutilus) in der Kulturlandschaft Siebenbürgens, Rumänien
  17. Model predictive control of transistor pulse converter for feeding electromagnetic valve actuator with energy storage
  18. Ethnisierung von Geschlecht und die diskursive Reproduktion von Differenz in der Fernsehdokumentation "Fremde Nachbarn"
  19. Experimental investigation of temperature distribution during wire-based laser metal deposition of the Al-Mg alloy 5087
  20. The efficacy of Cognitive-Behavioral Therapy and Psychodynamic Therapy in the outpatient treatment of major depression
  21. Patterns and hotspots of carabid beetle diversity in the Palaearctic – insights from a hyperdiverse invertebrate taxon
  22. Comparing data scaling based recursive least squares algorithms with Kalman Filter for nano parameters identification
  23. Verstehensprozesse bei der Bearbeitung realitätsbezogener Mathematikaufgaben: Klassische Textaufgaben vs. Zeitungstexte