Issue 4, 2008
From the journal:

Green Chemistry

Green chemistry metrics: a comparative evaluation of dimethyl carbonate, methyl iodide, dimethyl sulfate and methanol as methylating agents

Maurizio Selva*a  and  Alvise Perosaa  

* Corresponding authors

a Dipartimento di Scienze Ambientali dell'Università Ca' Foscari, Calle Larga S. Marta, 2137, Venezia, Italy
E-mail: selva@unive.it
Fax: +39 041 2348 584
Tel: +39 041 2348 687

Abstract

The methylating efficiency of dimethyl carbonate (DMC), dimethyl sulfate (DMS), methyl iodide (MeI), and methanol (MeOH) was assessed based on atom economy and mass index. These parameters were calculated for three model reactions: the O-methylation of phenol, the mono-C-methylation of phenylacetonitrile, and the mono-N-methylation of aniline. The analysis was carried out over a total of 33 different procedures selected from the literature. Methanol and, in particular, DMC yielded very favourable mass indexes (in the range 3–6) indicating a significant decrease of the overall flow of materials (reagents, catalysts, solvents, etc.), thereby providing safer greener catalytic reactions with no waste.

Graphical abstract: Green chemistry metrics: a comparative evaluation of dimethyl carbonate, methyl iodide, dimethyl sulfate and methanol as methylating agents

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Article information

DOI
https://doi.org/10.1039/B713985C
Article type
Paper
Submitted
12 Sep 2007
Accepted
22 Jan 2008
First published
28 Feb 2008

Green Chem., 2008,10, 457-464

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Green chemistry metrics: a comparative evaluation of dimethyl carbonate, methyl iodide, dimethyl sulfate and methanol as methylating agents

M. Selva and A. Perosa, Green Chem., 2008, 10, 457 DOI: 10.1039/B713985C

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