1. Which of the compounds below is the major product of the following reaction?
ID: 1026067 • Letter: 1
Question
1. Which of the compounds below is the major product of the following reaction? CH3 Inter- H30+ CH3OH H3C CH3 CH3 CH3 H3CTCH, H.CO. 3 . CH3 C. CH3 H H3cO. HO. CH3 e. CH3 2. Which of the following substrates reacts most rapidly in E1 elimination? a. Hea -e (x, HCY C. Br Br d. Ph Ph e. CH3 3. Aqueous nitrous acid (HONO) converts primary amines (RNH2) into diazonium ions (RN2t). Which of the following statements is false? HONOR-N. R-NH2 a. Heating a mixture of a primary amine with B-hydrogens and HONO will necessarily result in elimination by the E1 mechanism. b. -N2t is a good leaving group. C. When R is a primary alkyl group and a weak nucleophile such as ethanol is present, SN2 will occur predominantly. d. Formation of RN2+ from HONO and RNH2 involves an elimination process. e. When R is a tertiary alkyl group, elimination of R-N2+ is not possible.Explanation / Answer
1. In this case,answer is option a.Sn1 reaction takes place,first proton attacks to double bond and generate more stable 3° carbocation,then methanol attack takes place and generates product a.
2. In E1 elimination,carbocation formation followed by deprotonation takes place.reaction rate trends is 3°>2°>1°. But generation of intermediate carbocation from b makes allylic 2° carbocation which is stable by additional resonance factor. So reaction is faster for b.
3. In this case,the false statement is option e. When R is tertiary alkyl group,elimination of R-N2+ is favourable because of stability of resulting 3° carbocation.
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