13. On treatment with nitrous acid (HNO2) these 4 isomers of 1 react differently. (a) Draw a mechanism for the reaction of each stereoisomer, and hence identify which stereoisomer gives which product A, B or C. (b) Draw the orbital interactions involved in the product-determining step for each reaction. To get you started: A H B C OH .OH HNO2 NH2 NEN.

13. On treatment with nitrous acid (HNO2) these 4 isomers of 1 react differently. (a) Draw a mechanism for the reaction of each stereoisomer, and hence identify which stereoisomer gives which product A, B or C. (b) Draw the orbital interactions involved in the product-determining step for each reaction. To get you started: A H B C OH .OH HNO2 NH2 NEN.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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4
Draw the line structures of the products for a) and b) in the reactions below. No stereochenistry is required.
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Q2
(a) Rank the following carbocations in order of increasing electrophilicity (1 = lowest electrophilicity, 4 = highest electrophilicity). (b) Rank the following 1,1-halomethylcyclopentanes in order of reactivity in an SN1 reaction (1 = lowest reactivity, 4 = highest reactivity. CH3 CI B with SNI, nor reactive means more stable (c) Rank the following species in terms of increasing nucleophilicity in an SN2 reaction in a po aprotic solvent (1 = lowest nucleophilicity, 4 = highest nucleophilicity).
When treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by elimination of the H atom indicated by the arrow: (a) Draw the Newman projection from which elimination takes place. (b) Draw the mechanism. (c) Draw the product with the proper stereochemistry. (d) Assign the proper stereochemical descriptor to the product. (e) Give the rate equation
In both series below the three aromatic compounds illustrated undergo the electrophilic substitution reaction shown
Complete the following reactions, clearly indicating regio-and stereochemistry where applicable. In cases, where ortho-and para-products are formed, draw both.
Determine the mechanism of nucleophilic substitution of each reaction and draw the productincluding stereochemistry.
(a) Propose a mechanism for reaction A, which is a substitution reaction. (b) Explain why reaction B does not lead to a similar substitution.
Provide a reagent that will complete the transformations.
What effect would you expect the following changes to have on the rate of the Sy2 reaction of 1-iodo-2-methylbutane with cyanide ion? (a) The CN- concentration is halved, and the l-iodo-2-methylbutane con- centration is doubled. (b) Both the CN- and the 1-iodo-2-methylbutane concentrations are tripled.