Abstract:
:Reactions of ethenyloxirane with amino (RNH2) and thiol (R'SH) nucleophiles occur by an SN2 mechanism involving competing ring cleavage at C-2 and C-3. In contrast, 2-ethenyl-2-methyloxirane reacts with amino (RNH2) and thiolate (R'S-) nucleophiles in methanol by regioselective SN2 attack at C-3 ("neo-pentyl" position). However, in pure water or methanol SN1 reaction occurs mainly at C-2.
journal_name
Toxicologyjournal_title
Toxicologyauthors
Bleasdale C,Small RD,Watson WP,Wilson J,Golding BTdoi
10.1016/0300-483x(96)03458-0subject
Has Abstractpub_date
1996-10-28 00:00:00pages
290-3issue
1-3eissn
0300-483Xissn
1879-3185pii
0300-483X(96)03458-0journal_volume
113pub_type
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