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Organic CHEM 1 Answer all Which would be the best way to carry out the following

ID: 1018605 • Letter: O

Question

Organic CHEM 1 Answer all Which would be the best way to carry out the following synthesis? Ho H H2 H2 H2 H3C C, C CH H3C a. (1) KOH, C2H5OH; (2) BH3:THF, then H2O2, OH b. (1) (CH3 3COKI(CH3) 3COH; (2) H3O+, then H20, heat c. (1) HA, heat, (2) H30+, H20, heat d. (1) (CH3) 3COK/(CH3)3COH; (2) BH3: THF, then H2O2, OH e. (1) KOH, C2H5OH; (2) HA, heat; (3) H30+, H2O, heat Which would be the best way to carry out the following synthesis? (CH3) 2CH-CH2Br (CH3) COH a. H+ and heat, followed by HBr b. HBr and peroxides, followed by Brz in CCla c. H and heat; followed by HBr and peroxides d. Br2 in CCl4; followed by H and heat e. H and heat, followed by Br2 in CC4 OH

Explanation / Answer

1)

At first you should remove a HBr molecule from the structure. you can use KOH, C2H5OH for this. Then again you have to add H2O molecule to get the final structure. But according to the anti MarKovnikov rules , you should use peroxide media to add OH group to the last carbon.

Therefore the correct answer should be (a)

2)

This is an tertiary alcohol.So it is not oxidized furthermore.HBr was added in here according to the anti MarKovnikov rules.So it should be done in a peroxide media.So the answer is (c).

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