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a. ethanol b. acetonitrile c. dimethylformamide d. acetone Which of the followin

ID: 303989 • Letter: A

Question

a. ethanol b. acetonitrile c. dimethylformamide d. acetone Which of the following alkyl halides reacts most rapidly via an SN1 solvolysis reaction in hot methanol? 8. a. 1-iodohexane b. 1-fluorohexane c. R-2-bromohexane d. 1-iodo-1-methylcyclohexane 9. When trans-1-iodo-4-methylcyclohexane is heated in methanol, the product mixture is primarily a. a single, chiral compound b. a mixture of diasteromeric ethers c. a mixture of diasteromeric alcohols d. a single, chiral alcohol 10. SN1 reactions usually proceed with a. equal amounts of inversion and retention at the center undergoing substitution b. slightly more inversion than retention at the center undergoing substitution c. slightly more retention then inversion at the center undergoing substitution d. complete inversion at the center undergoing substitution 11. Which of the following species is not formed through a termination reaction in the chlorination of methane? a. CH3CI b. H2 c. HCI d. CH3CH3 12. In the first propagation step of the free radical chlorination of methane, which of the following occurs? a. Cl2 dissociates. b. A chlorine radical abstracts a hydrogen. c. A carbon radical reacts with Clz d. A carbon radical reacts with a chlorine radical. 13. For the compound below, the number of 1, 2o and 3° hydrogens, respectively is a. 1,3, and 1

Explanation / Answer

8. For SN1 Solvolysis in hot methanol, following alkyl halide reacts most rapidly:

SN1 is two step process, carbonium ion formed as an intermediate

answer should be 1-iodo,1-methyl cyclohexane, 1. iodo is good leaving group and after removal of I-, tertiary carbonium ion is formed which ismore stable.

But there may be probabilty of eleimination also.

9. Trans-1-iodo-4-methyl cyclohexane is heated in methanol SN1 reaction takes place, due to plane of symmetry there is no chirality

hence a mixture of diastereoisomeric ethers is formed.

10. SN1 reaction usually proceed with :

a. Equal amount of inversion and retention at the centre undergoing substitution.

11. Termination reaction of chlorination of methane: HCl is not formed

HCl is formed in propogation step

12. In first propagation step of chlorination of methane:

b. A Chlorine radical abstracts a Hydrogen

CH4 + Cl* = *CH3 = HCl

13. In methyl cyclobutane: 3 -(CH2)- and 1 -CH and 1-CH3

means primary Hydrogens:1 ; Sec. Hs: 3 and Tert. Hs: 1