please show work List the letter corresponds to the reagent table you need to ca

Question

please show work

List the letter corresponds to the reagent table you need to carry out the following synthesis in 5 steps (keeping in mind to avoid unnecessary steps when or condition that will take you directly to the desired product.) Heat may not appear on the reagent table with the reagent, but you can assume you have a hot plate and can supply needed heat if no temperature is indicated with the reagent There may be more boxes than you need. Type NA in the blank of any extra box(es). 1-butanol converted to hexanoic acid Click here for the reagent table.

Explanation / Answer

step1: E

step2:TT

step3:MM

step4:BB

step5: NA

1. PBr3 or SOCl2 + pyridine
Convert to an alkyl halide

2. Mg, THF/diethylether
Convert to Grignard reagent

3. Ethylene oxide
Nucleophilic attack on ethylene oxide to form hexanol

4. NaCr2O7, H2SO4 or PCC/PDC
Oxidization fo alcohol to carboxylic acid

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