Chemistry 2310 Ch 8 and 10 Test- Addition Reactions of Alkenes and Intro to Radi

Question

Chemistry 2310 Ch 8 and 10 Test- Addition Reactions of Alkenes and Intro to Radicals (100 pts) 6. Which of the following reactions display Markovnikov selectivity? (pick all that apply: 1.) BH3 H2504 (cat)V 2.) H2O2/OH HI ether 0°C HBr peroxides, heat 1.) H2SO4 1.) 03 2.) Zn/HOAc (concentrated) 2.) H20, heat 7. Which of the following reactions display anti-Markovnikov selectivity? (pick all that apply): 1.) BH3 H2SO4 (cat) 0°C HBr peroxides, heat 2.) H2O2/OH HI ether 1.) 03 2.) Zn/HOAC 1.) H2SO4 (concentrated) 2.) H20, heat 8. Which of the following reactions are stereospecific? (pick all that apply): HBr peroxides, heat Br H20 HCI 1.) BH3 THF 2) H202/OH Br light

Explanation / Answer

Q6 and 7)

A) no Markownikoff no anti markownikoff - Gives rearranged product

B) hydroboration -oxidation give ANTI- MARKOWNIKOF PRODUCT

C) HBr with peroxide give  ANTI- MARKOWNIKOF PRODUCT

D)  Addition of HI -MARKOWNIKOF PRODUCT

E) Ozonolysis - not addition No selectivity Neither

F) addition of H2SO4 followed by hydrolysis gives  MARKOWNIKOF PRODUCT alcohol.

Q8)

A) Addition of HBr -NON-STEREOSPECIFIC as it proceeds through carbocation.

B) Yes. epoxidation is stereospecific. The sterocemcistry of alkene is retained.

C) Though addition of Br2 (anti) to alkenes is stereospecific [ CAR rule] here we get a mixture of diastereomers .{NOt a single stereoisomer}

both Br are added anti.

D) No . again proceeds through carbocation

E) No.

F) NO

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