Phenols enriched w i t h oxygen-18 can be synthesized u s i n g an a c i d exchange r e a c t i o n i n H2180 a t e l e v a t e d temperature, however, t o o b t a i n h i g h l y enriched products very l a r g e quant i t i e s of water must be used and recycled. Grignard reagents w i l l r e a c t r e a d i l y with oxygen gas w i t h almost no i s o t o p i c d i l u t i o n t o produce t h e l80 enriched alcohol o r phenol.
t i c Grignards do n o t produce as h i g h a y i e l d as t h e a l i p h a t i c Grignards, however, b o t h p r o v i d e convenient r o u t e s t o l a b e l e d products. improved by t h e a d d i t i o n o f an a l i p h a t i c h a l i d e (which produces
t h e alcohol as a by product), however, t h e y i e l d o f naphthol from 1802 gas i s n o t improved by t h i s approach. naphthalene or bromobenzene was converted i n t o t h e Grignard reagent and reacted w i t h oxygen-18 enriched gas a t Oo i n a sealed r e a c t i o n system. v e n t i o n a l manner and t h e y i e l d s from 1802 were 34% f o r [180] phenol and 23% f o r l-[180]naphthol.
Aroma-
The y i e l d o f naphthol from an a r y l h a l i d e can be