org chem
i would like to ask....As Hoffman's degradation and iodoform test requires the same condition, NaOH and Br2
If an aliphatic compound has both A-CH3 and amide group, will the reaction occurs at the same time?
eg: CH3CHOHCH2CONH2 ---(NaOH, Br2) ----> -OOCCH2NH2
also, is there any problem on the following conversion? iodoform test/reaction uses I2/NaOH because the product is iodoform.. CHI3...
Hoffman's degradation is a process to do-C(O) NH2 to -NH2
and Um, I remember that I had a test in my form 6 , and the answer is yes...
Umm, looks fine to me. the steps
but the last step, I am not sure, cooling is sufficient? actually i don't know whether this synthesis is possible
and the problem for me to this reaction is...
will the amine and ketone react automatically to form a ring structure...? 原帖由 bearwing 於 13-6-2008 05:32 PM 發表 http://www1.nakuz.com/bbs/images/common/back.gif
actually i don't know whether this synthesis is possible
and the problem for me to this reaction is...
will the amine and ketone react automatically to form a ring structure...?
I believe these kind of questions should not appear in the so-called New Way textbook.
I think, it's from CC Lee or your notes.
Umm, in the past syllabus , I remember this kind of 'condensation' does exist...
but I believe some step should be taken ..
wiki is a good reference for AL students, haha
http://en.wikipedia.org/wiki/Ketone
http://en.wikipedia.org/wiki/Imine = ="... 我覺得MnO4 個度... 已經怪- - "...
最後個cooling個個step 仲怪.......
我未教到... 不過睇黎睇去.. 都唔係好岩...
我的意見有限.. 不過建議用另一個approach... 用MnO4-/H+ 再heat 佢係可以令佢變成acid同解ring
無記錯係CC Lee 先有講, New Way 只係會講變diol 就算
New Way只係用1) O3, 2)Zn/H+ 去將alkene oxidized 做ketone同aldehyde 其實呢條題目係我自己出再自己寫synthesis...
未必真係有d 咁既野存在-_-...
基本上amine + ketone 會自動有reaction, 但個compound not stable
所以我先加cooling...
同埋我問完老師 老師話個amine 同ketone 未必會咁樣form ring structure
因為個amine 後面唔係就咁hydrocarbon chain
有個ketone 係到
話根本唔知有無reaciotn
同埋就算有reaciotn, 會唔會整到個ring 出黎都成問題... cooling 應該就...無咩用
but general 見到這個情況一般當dehydration 處理左先, 實無死
http://en.wikipedia.org/wiki/Alkylimino-de-oxo-bisubstitution
世上organic synthesis 何其多... 你好難識哂所有, 所以都係要估ga la [] NH2X acts as a nucleophile to attack the carbonyl carbon.
In almost all cases the nitrogen atom is bonded to an atom or a group capable of stabilisation by resonance, like NH2OH, NH2-NHPh.
A counterexample is that NH3 does not form a stable condensation product with carbonyl compounds.
So I believe the final step is not quite spontaneous. but there is reaction for primary, secondary and tertiary amines bor..
and I think what we need to consider is the shape of structure
can we twist the C(O)R-NH2 to attack the carbonyl carbon for elimination, that's the question..
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