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Trimethylsilyldiazomethane: a safe non-explosive, cost effective and less-toxic reagent for phenol derivatization in GC applications.

Authors
van 't Erve-TJ; Rautiainen-RH; Robertson-LW; Luthe-G
Source
Environ Int 2010 Nov; 36(8):835-842
NIOSHTIC No.
20038186
Abstract
Diazomethane is a highly explosive and toxic gas routinely employed for the quantitative and clean derivatization of phenols. We investigated the commercially available trimethylsilyldiazomethane in the presence of diisopropylethylamine as a safe, non-explosive and less-toxic alternative using six phenolic polychlorinated biphenyls as model analytes and fluoro-tagged analogues as internal standards. We compared yields and derivatization times of each method employing a liver microsomal extract as a real matrix. Steric hindrance and electronic properties of the analytes were also investigated. The alternative method afforded equal to higher derivatization yields with increased reaction times, up to 100 min, while explosion and toxic exposure risks were minimized and cost efficiency was increased above 25%. These findings demonstrate that non-explosive trimethylsilyl diazomethane produces comparable derivatization results to the dangerous diazomethane under the conditions studied.
Keywords
Diazo-compounds; Explosive-gases; Toxic-gases; Phenols; Chemical-synthesis; Mutagens; Polychlorinated-biphenyls; Chemical-indicators; Electrochemical-properties; Author Keywords: Diazomethane; Diazocompounds; Phenols; O-methylation; Hydroxylated polychlorinated biphenyls
CODEN
ENVIDV
CAS No.
334-88-3; 108-95-2; 11097-69-1; 18107-18-1; 7087-68-5
Publication Date
20101101
Document Type
Journal Article
Email Address
g.luthe@saxion.nl
Funding Type
Cooperative Agreement
Fiscal Year
2011
NTIS Accession No.
NTIS Price
Identifying No.
Cooperative-Agreement-Number-U50-OH-007548
Issue of Publication
8
ISSN
0160-4120
Source Name
Environment International
State
IA
Performing Organization
University of Iowa
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