Specify both the alcohol starting material and the reagents you would use in eac

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. Br Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents Available f. PBr3 a. LiAIH b. H204 g. CrO3 ?. ?? d. HBr e. SOCk I. CgH&MgBr; (phenylmagnesium bromide) h. NaH CHggr n. pyridinium chlorochromate (PCC) CH3CH2MgBr m. (CH3)2CHMgBr Write the number letters of the alchol reagents in the boxes below. Alcohol starting material 2 Reagent for step 1 g Reagent for step 2 k Reagent for step 3 d An error has been detectedin younanewer Check for tyoos mis r ete before submiting your ansyrer

Explanation / Answer

2 n k f

PCC is mild oxidizing agent and oxidizes the alcohol aldehyde only not COOH. Then Grignard Reagent, F gives 2-pentanol followed by pbr3 gives 2-bromopentane.

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