[問題]想請問一題有機化學 謝謝

看板Chemistry作者 (林小方)時間16年前 (2009/05/20 17:05), 編輯推噓2(2推 0噓 12→)
留言14則, 6人參與, 6年前最新討論串1/2 (看更多)
A sample of 1-chloro-1-phenylethane with an [α]25D of -94.8° is reacted with NH3 in methanol/water solvent. The major substitution product of the reaction is 1-phenyl-1-ethylamine with an [α]25D of -8.6°. Given that optically pure (R) 1-chloro-1-phenylethane has a specific rotation of -109.0° and that optically pure (R) 1-phenyl-1-ethylamine has a specific rotation of +39.3°, which of the following statements best describes this reaction? A) Net inversion 12% with 88% racemization -- SN2 mechanism B) Net inversion 12% with 88% racemization -- SN1 mechanism C) Net inversion 25% with 75% racemization -- SN1 mechanism D) Net inversion 75% with 25% racemization -- SN2 mechanism E) Net inversion 88% with 12% racemization -- SN2 mechanism 麻煩高手了 謝謝 -- ※ 發信站: 批踢踢實業坊(ptt.cc) ◆ From: 218.173.168.170
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05/20 19:04, , 1F
這是某年(台大 好像是)化研所的考題吧
05/20 19:04, 1F
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05/20 19:21, , 2F
好像不是 我只知道應該是SN2.... 高手 快出來 XD
05/20 19:21, 2F
推
05/20 20:34, , 3F
C
05/20 20:34, 3F
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05/20 22:19, , 4F
93.5%(In+0.5Re)+6.5%Re=60.9%
05/20 22:19, 4F
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05/20 22:19, , 5F
6.5%(In+0.5Re)+93.5%Re=39.1%
05/20 22:19, 5F
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05/20 22:20, , 6F
錯了....
05/20 22:20, 6F
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05/20 22:20, , 7F
93.5%(In+0.5Re)+6.5%(0.5Re)=60.9%
05/20 22:20, 7F
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05/20 22:21, , 8F
6.5%(In+0.5Re)+93.5%(0.5Re)=39.1%
05/20 22:21, 8F
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05/21 01:24, , 9F
題目有沒有打錯? -8.6還是+8.6??
05/21 01:24, 9F
推
05/21 10:29, , 10F
應該是Sn1因為phenyl ring是很好的cation stablization
05/21 10:29, 10F
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05/21 10:29, , 11F
group，加上取代太多Sn2不易
05/21 10:29, 11F
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11/09 09:29, , 12F
好像不是 我只知道應該 https://daxiv.com
11/09 09:29, 12F
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01/02 13:55, 7年前 , 13F
group，加上取代太 https://daxiv.com
01/02 13:55, 13F
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07/06 20:33, 6年前 , 14F
這是某年(台大 好像是 https://muxiv.com
07/06 20:33, 14F
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文章代碼(AID): #1A4yVLJh (Chemistry)