E.g. C≡C-H 1)NaNH2 C≡C-CH2CH 2)CH3CH2Br Carbonyl Reactions Nuc: Nuc- 0: alkoxide ion alkoxide (or HO+) Acetylides will also attack other standard electrophiles like carbonyls to generate alcohols.(These reactions are very similar to Grignard type reactions) Ch09 Alkynes (landscape) Page6
Ch09 Alkynes (landscape) Page 6 E.g. Carbonyl Reactions Acetylides will also attack other standard electrophiles like carbonyls to generate alcohols. (These reactions are very similar to Grignard type reactions). C C H 1) NaNH2 2) CH3CH2Br C C CH2CH3
Therefore with the acetylide as the nucleopile: 个 HO* R'一C=C+ R'-C=C-C-0 R'一C=C-C一OH R acetylide aldehyde an acetylenic alcohol or ketone E.g. C=C-H 1)NaNH2 C=C-CH2-OH 2)H2C=O 3)H20 Ch09 Alkynes (landscape) Page 7
Ch09 Alkynes (landscape) Page 7 Therefore with the acetylide as the nucleopile: E.g. C C H 1) NaNH2 2) H2C=O 3) H2O C C CH2 -OH