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(2S,3S)-3-bromo-2-methoxybutane undergoes an Sn2 reaction

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al
A really tough bot, or a member.


Joined: 03 Mar 2005
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PostPosted: Thu Mar 03, 2005 12:25 am    Post subject: (2S,3S)-3-bromo-2-methoxybutane undergoes an Sn2 reaction Reply with quote

When (2S,3S)-3-bromo-2-methoxybutane undergoes an Sn2 reaction with methoxide ion, the product is not optically active. Why is that??
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RobJim
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Joined: 13 Feb 2005
Posts: 320
Location: Los Angeles, CA

PostPosted: Thu Mar 03, 2005 9:09 am    Post subject: Reply with quote

Well, the methoxy ion, CH3O(-), will perform a backside attack on carbon-3, displacing the bromine. This will form a substance identical to it's enantiomer. What is that molecule?
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