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New Method To Recycle Unwanted Byproduct Of Chlorinated Hydrocarbon Production

Date:
June 18, 2008
Source:
Wiley-Blackwell
Summary:
Chemists have now found an interesting new approach that may lead to effective recycling of CCl4, an unwanted byproduct of chlorinated hydrocarbon production.
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Chemists have now found an interesting new approach that may lead to effective recycling of CCl4, an unwanted byproduct of chlorinated hydrocarbon production.
Credit: Copyright Wiley-VCH

Because of its toxicity and the dangers involved in handling it, tetrachloromethane (carbon tetrachloride, CCl4) can no longer be used or produced in many countries. However, the processes used in the production of other chlorinated hydrocarbons, such as chloroform (trichloromethane, CHCl3), also produce CCl4 as a byproduct.

What is the best way to get rid of this unwanted substance?

A team headed by Bert M. Weckhuysen at the University of Utrecht (Netherlands) has now found an interesting new approach that may lead to effective recycling. As the researchers report in the journal Angewandte Chemie, a lanthanum chloride catalyst induces CCl4 and its reaction partner dichloromethane (CH2Cl2) to exchange one chlorine atom for a hydrogen atom, forming nearly 100% of the desired CHCl3.

In order to increase the catalyst surface, lanthanum chloride (LaCl3) was deposited onto carbon nanofiber supports. This results in a highly active, selective, and stable catalyst to facilitate the hydrogen–chlorine exchange between CCl4 and CH2Cl2. “Computer calculations suggest,” says Weckhuysen, “that the mechanism occurs by way of two separate hydrogen–chlorine exchange reactions.”

It appears that the surface of the LaCl3 catalyst contains not only the terminal chlorine atoms of the crystal lattice, but also other weakly adsorbed species. CH2Cl2 swaps one of its hydrogen atoms for one such weakly bound chlorine atom. It leaves behind the hydrogen atom, which is in turn weakly adsorbed to the catalyst surface. This hydrogen atom can be taken up by CCl4, which in turn leaves one of its chlorine atoms behind on the catalyst surface. Both of these reaction steps produce chloroform exclusively; no byproducts come into play.

This new catalytic reaction is astonishing in that it was previously assumed that the presence of oxygen—either in the gas phase or bound to the crystal lattice of the catalyst—is required for such reactions. Says Weckhuysen: “We are reporting for the first time a lanthanum-based catalyst material that can activate both C-H and C-Cl bonds in the absence of oxygen.”


Story Source:

The above post is reprinted from materials provided by Wiley-Blackwell. Note: Materials may be edited for content and length.


Journal Reference:

  1. Alwies W. A. M. van der Heijden, Simon G. Podkolzin, Mark E. Jones, Johannes H. Bitter, Bert M. Weckhuysen. Catalytic Hydrogen-Chlorine Exchange between Chlorinated Hydrocarbons under Oxygen-Free Conditions. Angewandte Chemie International Edition, 27 May 2008 DOI: 10.1002/anie.200800270

Cite This Page:

Wiley-Blackwell. "New Method To Recycle Unwanted Byproduct Of Chlorinated Hydrocarbon Production." ScienceDaily. ScienceDaily, 18 June 2008. <www.sciencedaily.com/releases/2008/06/080616124935.htm>.
Wiley-Blackwell. (2008, June 18). New Method To Recycle Unwanted Byproduct Of Chlorinated Hydrocarbon Production. ScienceDaily. Retrieved September 2, 2015 from www.sciencedaily.com/releases/2008/06/080616124935.htm
Wiley-Blackwell. "New Method To Recycle Unwanted Byproduct Of Chlorinated Hydrocarbon Production." ScienceDaily. www.sciencedaily.com/releases/2008/06/080616124935.htm (accessed September 2, 2015).

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