Compound W, C8H17Br, and X, C8H17CI, are products of the radical bromination (W), and chlorination (X), of 2,4-dimethylhexane. W and X are each chiral. W reacts readily in water to form a chiral substitution product Y, C8H₁7OH. Reaction of a single enantiomer of W produces a single enantiomer of Y as the only substitution product. X likewise reacts readily in water though at a slower rate than W; a chiral substitution product Z, C8H₁7OH, is again formed. Unlike W, however, reaction of a single enantiomer of X produces Z that is nearly racemic. Propose structures for W and X. 0 • Do not use stereobonds in your answer. • In cases where there more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. ChemDoodleⓇ 0 0 • [] 2 0 ChemDoodleⓇ O [F
Compound W, C8H17Br, and X, C8H17CI, are products of the radical bromination (W), and chlorination (X), of 2,4-dimethylhexane. W and X are each chiral. W reacts readily in water to form a chiral substitution product Y, C8H₁7OH. Reaction of a single enantiomer of W produces a single enantiomer of Y as the only substitution product. X likewise reacts readily in water though at a slower rate than W; a chiral substitution product Z, C8H₁7OH, is again formed. Unlike W, however, reaction of a single enantiomer of X produces Z that is nearly racemic. Propose structures for W and X. 0 • Do not use stereobonds in your answer. • In cases where there more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. ChemDoodleⓇ 0 0 • [] 2 0 ChemDoodleⓇ O [F
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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
Transcribed Image Text:Compound W, C8H₁7Br, and X, CgH₁7Cl, are products of the radical bromination (W), and chlorination (X), of 2,4-dimethylhexane. W and X are each chiral.
W reacts readily in water to form a chiral substitution product Y, CgH17OH. Reaction of a single enantiomer of W produces a single enantiomer of Y as the only
substitution product.
X likewise reacts readily in water though at a slower rate than W; a chiral substitution product Z, C8H₁7OH, is again formed. Unlike w, however, reaction of a single
enantiomer of X produces Z that is nearly racemic.
Propose structures for W and X.
0
• Do not use stereobonds in your answer.
In cases where there is more than one possible structure for each molecule, just give one for each.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
Separate structures with + signs from the drop-down menu.
●
+▾
99.8)
ChemDoodleⓇ
+ v
ChemDoodleⓇ
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