Chemistry 2321 OLD TEST QUESTIONS CH 3

Transcription

1 Test No. 2 hemistry 2321 LD TEST QUESTNS Professor M. Pomerantz 1. n the following reaction the electrophile is: the group none of these 2. Given the reaction shown and the bond dissociation energies in the table, calculate the for the reaction (in kj/mol). 2 = Bond Bond Dissociation Energy (kj/mol) = Which of the following is the strongest bond = 3 ( ) 3 All are equal ( ) 2 ( ) alculate (in kcal/mol) for the reaction shown below from the given average bond dissociation energies = Bond Bond Dissociation Energy (kcal/mol) =

2 Page 2 - hemistry ld Test Questions - Test No. 2 Given the energy profile diagram on the right for the reaction A + B E. (For questions 4 and 5) (kj/mol) A + B D E 5. (in kj/mol) for the reaction is: Progress of Reaction 6. The activation enthalpy, (in kj/mol), for the reaction D is: Select the correct UPA name for the compounds shown = bromo-3-propyl-1-octene 3-bromo-6-propyl-7-octene 3-bromo-6-vinylnonane 2-bromo-1-methyl-5-propyl-1-heptene 3-bromo-6-ethenylnonane (E)-5-chloro-3-ethyl-2-hexene (Z)-2-chloro-4-ethyl-4-hexene (Z)-5-chloro-3-ethyl-2-hexene (E)-3-(2-chloropropyl)-2-pentene (E)-2-chloro-4-ethyl-4-hexene = chloro-5-methyl-3-propyl-1-octene 3-chloro-4-methyl-6-propyl-7-octene 3-chloro-4-methyl-6-vinylnonane 2-chloro-1,3-dimethyl-5-propyl-1-heptene 3-chloro-4-methyl-6-ethenylnonane vinyl-cis-3-hexene (Z)-3-ethyl-1,3-hexadiene 3-vinyl-trans-3-hexene (E)-3-ethyl-1,3-hexadiene 3-ethyl-trans-1,3-hexadiene

3 Page 3 - hemistry ld Test Questions - Test No List the following in order of E-Z priorities. N 2 A B D ighest Lowest D > A > B > D > B > A > A > B > > D A > D > B > A > B > D > 12. List the following in order of E-Z priorities. 2 A B ighest Lowest D > B > A > D > B > > A A > > D > B B > D > > A B > > D > A 2 D 13. List the following in order of decreasing negative enthalpies of hydrogenation. 2 = A = B = Most negative Least negative > B > A > A > B A > > B B > > A A > B > 14. ow many unsaturations (π-bonds or rings) are there in the compound with the formula 7 16 N

4 Page 4 - hemistry ld Test Questions - Test No List the following in order of decreasing rate of reaction.. ether. ether. ether fastest slowest > > > > > > > > > > What is the major organic product from the following reactions s 4 NaS S 3 2 S g(a 2 NaB 4 2, TF g Ac

5 Page 5 - hemistry ld Test Questions - Test No ( 2 ) 3 Zn 3 + ( 2 ) 3 ( 2 ) 3 ( 2 ) Zn(u) 2 What reagent(s) can be used to carry out the reactions shown / 4 NBS / DMS / 2 1) 2 ; 2) 3 both a and d are correct 1) 2 / Pt; 2) 2 / 2

6 Page 6 - hemistry ld Test Questions - Test No ) B 3 TF; 2) 2 2 / NBS / DMS / / Zn-u 3 / K / = / 2 S 4 NBS / DMS / 2 1) 3 ; 2) Zn/ + 1) B 3 TF; 2) 2 2 / 1) s 4 ; 2) NaS ) 3 / 2 2 ; 2) Zn / 3 + 1) s 4 / pyridine; 2) NaS 3 1) g(a 2 / 2 ; 2) NaB 4 KMn 4 / 3 + 1) TF-B 3 ; 2) 2 2 / / 2 2 / 4 / ( 2 5 ) 2 NBS / DMS / 2 / S ) g(a 2 / 2 / TF; 2) NaB 4 1) s 4 / pyridine; 2) NaS 3 / 2 1) B 3 TF; 2) 2 2 / / 2

7 Page 7 - hemistry ld Test Questions - Test No ( 2 ) 4 3 1) TF B 3 ; 2) 2 2 / / 2 1) s 4 / pyridine; 2) NaS 3 / 2 1) g(a 2 / TF / 2 ; 2) NaB 4 4 / 2 / TF 2 / Pd / / Provide a step-by-step mechanism (one step at a tim for the reaction shown. Used curved arrows to show electron flow and remember to pay attention to stereochemistry. BE NEAT! Remember, if can not read it it will be counted wrong Provide a step-by-step mechanism (one step at a tim for the reaction shown. 2 Show step-by-step (include reagents and solvents where important) how you would carry out the following conversions. (Note: Do not include any mechanisms!)