**Question:**Which of the following sequences would successfully accomplish the transformation shown below?**Diagram:**The initial structure is a terminal alkyne with a triple bond. The target structure is a ketone with a propyl group attached to the carbonyl carbon.**Reaction Sequences:**(A) 1. \( \text{H}_2 \) with Lindlar's catalyst ➔ partial hydrogenation to a cis-alkene2. \( \text{O}_3 \), \( \text{Me}_2\text{S} \) ➔ ozonolysis and reduction to form aldehydes or ketones(B) 1. \( \text{BuLi} \) ➔ strong base, often used for deprotonation2. \( \text{MeI} \) ➔ alkylation with methyl iodide3. \( \text{HgSO}_4 \), \( \text{H}_2\text{SO}_4 \), \( \text{H}_2\text{O} \) ➔ hydration of alkynes to form ketones(C) 1. \( \text{H}_2 \) with Lindlar's catalyst ➔ partial hydrogenation to a cis-alkene2. \( \text{H}_2\text{O} \), \([ \text{H}_2\text{SO}_4 ] \) ➔ hydration to form alcohols or ketones(D) 1. \( \text{BuLi} \) ➔ strong base, often used for deprotonation2. \( \text{MeI} \) ➔ alkylation with methyl iodide3. \( \text{O}_3 \), \( \text{Me}_2\text{S} \) ➔ ozonolysis and reduction to form aldehydes or ketones**Answer:**The correct sequence is **(B)**: Using \( \text{HgSO}_4 \), \( \text{H}_2\text{SO}_4 \), \( \text{H}_2\text{O} \) with an alkyne will lead to the formation of a ketone through the hydration of the alkyne.

Here we are required to predict the reagent used to transform from given starting material to the desired product. Alkyne are reactive in nature and undergo electrophilic addition reaction due to presence of pi electron density. They are also acidic in nature because of the presence of acidic proton as the terminal carbon is sp Hybridized which is highly electronegative so the C-H bond is highly polar and in presence of Base the proton can be abstracted easily to form carbanion. The carbanion behave as nucleophile and undergo nucleophilic substitution reaction with alkyl halide to form substituted product.

Science

Chemistry

Which of the following sequences would successfully accomplish the transformation shown below? (A) (B) (C) (D) H₂ Lindlar's cat. 1) BuLi 2) Mel H₂ Lindlar's cat. 1) BuLi 2) Mel 1) 03 2) Me₂S HgSO4 H₂SO4, H₂O H₂O [H₂SO4] 1) 03 2) Me₂S

Which of the following sequences would successfully accomplish the transformation shown below? (A) (B) (C) (D) H₂ Lindlar's cat. 1) BuLi 2) Mel H₂ Lindlar's cat. 1) BuLi 2) Mel 1) 03 2) Me₂S HgSO4 H₂SO4, H₂O H₂O [H₂SO4] 1) 03 2) Me₂S

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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