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Tags: assembly_of_reaction_apparatus, chemistry, e2,, elimination reactions organic chemistry, mechanisms, organic, organic chemistry substitution and elimination reactions practice problems, organic chemistry substitution elimination reactions, reactions_of_alcohols, substitution and elimination reactions organic chemistry
Organic Chemistry reactions?
Start with (Z)-3-methyl-2-pentene
a) Draw the skeletal structure of one of the 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.
b) Draw the skeletal structure of the epoxide formed from your product from (a) when it reacts with sodium hydroxide (you need to show wedge/dash bond(s)).
(c) Draw the skeletal structure of the major organic product from (b) when it reacts with sodium methoxide in methanol-water solvent followed by an acid workup. (Experimental data: the elimination product is not the major organic product.)
Any help would be appreciated! Thanks!
…….H…CH3
……..|….|
CH3-C=C-CH2-CH3 + HOBr ===>
…….Br..OH
……..|…|
CH3-C-CH-CH2-CH3 ===>
………O
……../….
CH3-C—CH-CH2CH3 ===>
…………OH
…………|
CH3-C-CH-CH2CH3
……..|
…….O
…….CH3
Pardon: I have drawn out all the structures of the products. There are no enantiomers, because there was never an optically active starting material. There are only diastereoisomers. So all of the structures have arbitrary dash-wedge bonds, beginning with the olefin..
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