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(b) Draw the skeletal structures for both enantiomers (that means you have to show wedge/dash...

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(b) Draw the skeletal structures for both enantiomers (that means you have to show wedge/dash bond(s)) formed when (Z)-3-methyl-2-pentene reacts with Br2 in the presence of water.

(c) Draw the skeletal structures of the enantiomeric epoxides formed from your products from (b) when they react with sodium hydroxide (you need to show wedge/dash bond(s)).

(d) Draw the skeletal structures of the enantiomers that result when the MOP's from (c) are treated with sodium methoxide in methanol-water solvent followed by an acid workup. (Experimental data: the elimination product is not the major organic product.)

Synthesis and Reactivity of Epoxide

One of the way to make epoxide from alkene is addition to form a halohydrin followed by ring closure under basic condition. The yielding epoxide ring can be open by nucleophiles under either basic or acidic conditions.

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Syn & Anti Addition in Stereochemistry: Mechanism, Reactions & Examples

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Chapter 15 / Lesson 4
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Learn about syn addition and anti addition. Discover examples of syn and anti stereochemistry, and examine how both syn and anti addition can produce enantiomers.


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