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Synthesis of deuterated 5-n-alkylresorcinols

✍ Scribed by Kirsti Parikka; Kristiina Wähälä

Publisher
John Wiley and Sons
Year
2008
Tongue
French
Weight
204 KB
Volume
51
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Four alternative strategies for the preparation of deuterium poly‐labelled 5‐n‐alkylresorcinols are explored. Ring‐labelled ^2^H~3~‐alkylresorcinols synthesized by acidic H/D exchange are stable under electrospray ionization MS conditions but scrambling occurs in electron bombardment ionization MS. Side chain‐labelled ^2^H~4~‐derivatives prepared by two different total synthesis approaches are contaminated by isotopologues with varying number of deuterium labels due to H/D redistribution and exchange during D~2~ gas deuterogenation. The derivative carrying an ω‐^2^H~3~ label is isotopically pure and completely stable under all relevant analytical conditions encountered in quantitation work. Copyright © 2008 John Wiley & Sons, Ltd.

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