作者simonsiu (Simon)
看板Chemistry
標題Re: [問題] 兩題有機與鹵烷水解
時間Thu May 26 05:26:12 2016
1. the first step converts benzoic acid to acid chloride, which has a highly
electrophilic carbon.Then the second step allows n to attack the carbonyl
group. the lp located at the N tends to attack the carbonyl group instead of
O, becuase electronegativity of O is much higher than N. this allows O to
stabilize lp.
2. Adding water in the reaction mixture might convert the nitrile to
carboxylic acid.
3. ether and sufide are more reactive than alkene, so only A and C should
be considered, sulfur atom is much larger than oxygen, which makes it more
electrophili
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1F：推 lovelylc: 選項s大您回答得好詳細！不過您3說的那個S使親電性更好 05/26 11:17
2F：→ lovelylc: 是什麼意思呢><? 05/26 11:17
3F：推 lovelylc: Would you be used to reading in Chinese? I can try t 05/26 11:28
4F：→ lovelylc: o reply you in English...if you don't mind my poor g 05/26 11:28
5F：→ lovelylc: rammar. lol 05/26 11:28
6F：→ lovelylc: So many thanks for ur detailed explaining! 05/26 11:28
7F：→ lovelylc: Sorry for the typo 選項-->謝謝 05/26 11:29
8F：推 Syndergaard: 第二題我認為應該是酸性環境下protonte ketone所以 05/26 20:57
9F：→ Syndergaard: CN容易加成 而D是中性的 水要加成到nitrile變acid 05/26 21:00
10F：→ Syndergaard: 強酸強鹼環境下比較容易 05/26 21:01
11F：推 lovelylc: 嗯 在我的認知裡nitrile是要加酸才會變成酸 如果是H2O/C 05/26 21:16
12F：→ lovelylc: H3OH應該是會走benzoin condensation 但當時寫這題時沒 05/26 21:16
13F：→ lovelylc: 想到 05/26 21:16
14F：→ faniour: Cyanohydrin在鹼性下不穩定 05/27 17:31
15F：→ faniour: CN要水解很慢，但是cyanohydrin 放出cyanide 快 05/27 17:32