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hyides ×Vi. Cengage ?:-MindTap . Cengage Leox yowLv2 l Online teaching Specify B

ID: 588610 • Letter: H

Question

hyides ×Vi. Cengage ?:-MindTap . Cengage Leox yowLv2 l Online teaching Specify Both The Alcoh c × M (no subject)-bburges50 × M inbox (4,384)-hyideab C east cengagenow com/ilm takeAssignment'takeCovalentActivity do?locator-assignment-take takeAssignmentSessionLocator-assignment take Chapter 16: Mastery Organic Synthesis Using Reach. Question Question Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown If the synthesis requires only two steps enter "none" for step 3 1 1 pts 2req CH3 Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents Available f. PBr g CrO3 h. NaH i. CH3MgBr j. CH3CH2MgBr k. CH3CH2CH2MgBr a. LiAIH b. H2SO4 c. HCI d. HBr e. SOC bromide) m. (CH3)2CHMgBr n. pyridinium chlorochromate (PCC) Write the number/letters of the alchol reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3 Retry Entire Group more group attempt remaining Submit Answer image.png Show all | × 1047 AM 11/27/2017

Explanation / Answer

Alcohol starting material is: 2) ethanol

Reagent for step 1: g) CrO3

Reagent for step 2: e) SOCl2

Reagent for step 3: l) C6H5MgBr (phenylmagenesium bromide)

Explanation: CrO3 is a strong oxidising agent which oxidises alcohol, ethanol to carboxylic acid. Reaction of carboxylic acid with SOCl2 produces acid chloride as product. Reaction of grignard reagent, C6H5MgBr (phenylmagenesium bromide) with acid chloride produces the required ketone as product.