Predict a correct sequence of reactants required to complete the following synthesis in which propanal is the only carbon-containing product. NaNH₂ CH₃SCH₃ H₂O CH₃CH₂Br O₃ Na/NH₃(l) H₂/Pt I II III IV V VI VII A) 1. I; 2. III; 3. IV; 4. V; 5. II B) 1. VI; 2. IV; 3. IV; 4. VII; 5. V; 6. II C) 1. V; 2. II D) 1. I; 2. IV; 3. VI; 4. V; 5. II E) none of the above are correct

Question

Quizplus · Accepted Answer

Propanal can be synthesized from propanol (I) using Swern oxidation (IV-V). The Swern oxidation is a two-step process that involves treating the alcohol with oxalyl chloride (IV) followed by treatment with dimethyl sulfoxide (V) to form the aldehyde. The reaction requires an acid scavenger like triethylamine (VI) and low-valent Pt (II) as a catalyst. Therefore, the correct sequence of reactants for propanal synthesis is I-IV-V-VI-II. Choice D matches this sequence.

Predict a Correct Sequence of Reactants Required to Complete the Following