Hydrogen peroxide

Compound A (C7H14) decolorized a Br2–CH2Cl2 chloride solution. It reacted with BH3 • THF reagent, followed by alkaline peroxide solution, to produce compound B. Compound B, on treatment with chromic acid–sulfuric acid solution, gave carboxylic acid C, which could be separated into two enantiomers. Compound A, on treatment with ozone, followed by addition of hydrogen peroxide, produced compound D. Compound D was identical to that material isolated from the oxidation of 3-hexanol with chromic acid–sulfuric acid reagent. Identify the structures of compounds A, B, C, and D.

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