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Ask iit jee aieee pet cbse icse state board experts Expert Question: Stereochemsitry: morrison boyd question
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konichiwa2x (2366)

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Hi,
 
When treated with C2H5OK in C2H5OH, diastereomer A (and its enantiomer) give cis-2-butene without loss of deuterium and trans-2-butene with loss of deuterium. Diastereomer B (and its enantiomer) gave trans-2-butene without loss of deuterium. What is the stereochemistry of elimination here, which accounts for the findings?
 
img528/3247/mb410nr1.png
 
                   A                              B

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Sacc (5)

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Dear
alcholic KOH causes E2 elimination which is antiperiplanar elimination.

Convert the ficsher projetion into saw horse projection

See Peter sykes for better understanding.

By the way from which insti. u are taking coaching for JEE.
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Sacc (5)

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Is morrison boyd helpful in preparing Organic
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Sacc (5)

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Such types of question have been clearly given in Peter sykes.Best book for mechanism

Funda is that leaving group and H or D atom should be on opposite sides
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konichiwa2x (2366)

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thanks. i understood when i converted it to saw horse projection.
yes morrison boyd is very useful, actually i use O.P agarwall and morrison boyd for organic chemistry. M.B helps strengthening the concepts. If u want to look at more problems, use Arihant.  is peter sykes good? i have not come acrtoss it.

Guide to latex:
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