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Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Please answer all parts of the question....thank you!

1.) Predict the major product for the following reactions. Be sure to include stereochemistry when
necessary.
NaH
a.
Br
HO.
Na18OH
H,CAEt
H H
b.
H2180
1. LIAIH,
C.
2. Hо
Transcribed Image Text:1.) Predict the major product for the following reactions. Be sure to include stereochemistry when necessary. NaH a. Br HO. Na18OH H,CAEt H H b. H2180 1. LIAIH, C. 2. Hо
Expert Solution
Step 1. Reaction mechanism of a and b

a) Step 1. acidic proton abstraction from -OH by using strong base NaH forming alkoxide ion which acts as nucleophilie.

Step 2. Intramolecular Nucleophilic attack by alkoxide ion simultaneously the loss of leaving group Br-, forming a 6-membered cyclic ring.

b) step 1. Na18OH acts as a nucleophile in this reaction, both side nucleophilic attack possible in this reaction because there is no regioselectivity, epoxide ring-opening occurs in this reaction forming alkoxide.

step 2.   alkoxide abstract proton from H2O18 , forming anti-diol as a product( enantiomers formed).

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