Which of the following is a possible product of an oxidative cleavage? 38. Carbo

Question

Which of the following is a possible product of an oxidative cleavage? 38. Carboxylic Acid Il. Ketone IlI. Ester A. Ionly B. Ill only C. land II only D. 1,11, and 111 E. I and Ill only 39. What is true about a SN2 reaction? I. A carbocation intermediate is formed Il. The rate determining step is bimolecular IlI. The mechanism has two steps IV. Product configuration is inverted at the chiral center I and IV only I and Ill only II and IV only IV only I, 1I, and IV only A. B. D. E. 40, which of the following alkyl halides forms the same product in both an and S,2 reaction? A. 2-bromo-3,4-dimethylpentane B. 4-bromo-2,2,6,6-tetramethylheptane C. 2-bromo-3,3-dimethylpentane D. 1-chloro-2 E. Both A and C 41. Which of the following reagents will convert 1-butanol (an alcohol) to 1-chlorobutane? A. SOCh B. Clh C. NBS Cl D. KMnO+Cl E. HCI/H,o* 42. When (2R)-bromobutane reacts with CH0H and the resulting mixture is examined in a polarimeter, minimal optical activity is discovered. What is the mechanism for the reaction? A. Sy2 B. E1 C. Sw1 D. E2

Explanation / Answer

(38) C

The C=C bond is broken and each of the former alkene carbons becomes a carbonyl. The aldehydes and esters formed in the cleavage are not very stable. They undergo transformation into carboxylic acids or ketones.

(39) C

SN2 mechanism means two molecules are involved in the reaction. The departure of electrophile and the attack of nucleophile occur simultaneously. The attack of nucleophile is at the backside which leads to inversion of configuration.

(41) A

(42) A

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