Underi Exam 3 CHEM210 8 (3 pts). A CHI2O (DoU- 1) compound does not react with B

Question

Underi Exam 3 CHEM210 8 (3 pts). A CHI2O (DoU- 1) compound does not react with Br2 in CCla, and is oxidized with CrO/H2SO Jones Reagent) changing the color from orange to green. Which of the following with these facts? CH, CH3 CH, OH CHs 9 (3 pts).Two CaHs isomers give the same CalHsO product from HgSO4 catalyzed hydration in aqueous acid. However, these isomers give different CaH&Bra; products with excess bromine. What are these isomeric hydrocarbons? H3C-CEC-CH3 H3C-C=C-CH3 CH2 CH CH3 10 (3 pts).Two C3He isomers undergo a isomers undergo catalytic (Pd) hydrogenation to form the same CsHio product. On n with hot KMnOs in H:SO4, one isomer gave a CsHs04 diacid, while the other isomer gave a reaction CH Os ketoacid. Which of the following isomeric pairs is consistent with this evidence? H3C CH3 CH CH3

Explanation / Answer

8. OPTION B. The inactivity of bromine in carbon tetrachloride shows the absence of any conventional alkene system in the molecule. This, with a DoU = 1 shows the presence of a ring system from the choices given. Next, the oxidation undergone by Jones Reagent shows the presence of an alcohol. This helps decide the exact molecule among the ones given as tertiary alcohols do not react at all with Jones reagent. Thus, eliminating all the alkenes and tertiary alcohols, it can be observed that only 2-cyclobutanyl-ethan-1-ol fits the behaviour.

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