Question & Answer: A) NBS B) Br_2, CCl_4 C) Cl_2, CCl_4 D) HBr E) HBr, ROOR F) H_2O G) Hg(OAc)_2,…..

H-CEC-H A) NBS B) Br2, CCI4 P) NaBH4, CH3CH2OH Q) CH3CH2ONa, CH3CH2OH R) (CH3)3COK, (CH3)3COH S) NaNH2, NH3 T) Na, NH3 U) H2 V) O3 W) Zn, CH3COOH AD D) HBr E) HBr, ROOR F) H20 o O ) H30 (workup) Y) CH3CH2Br K) BH3 L) H2O2, NaOH, H2O M) Pd N) Lindlars Catalyst O) 1 % Pd(OAc)2. RyP AA) CH3CH2Li AB) CH3CH2CH2Li Look at the given synthesis and the provided reagents. Fill in the blanks with the single letter code of the appropriate reagent, or the appropriate descriptive vocabulary word/phrase to complete the description. Remember the computer is very literal so check your spelling carefully. First we add reagent to form the anion, then add reagent to act as an electrophile for a Then we add reagent product with contains a(n followed by reagent to give the regioselectivity. The initial product of this reaction series functional group which rearranges to the final product via mechanism. If instead we wanted to form 2-pentanone wed use reagent in the last step to add the oxygen with regioselectivity

A) NBS B) Br_2, CCl_4 C) Cl_2, CCl_4 D) HBr E) HBr, ROOR F) H_2O G) Hg(OAc)_2, NaOH, H_2O H) HgSO_4, H_2SO_4 I) H_3O^+ (workup) J) Dicyclohexyborane K) BH_3 L) H_2O_2, NaOH, H_2O M) Pd N) Lindlar’s Catalyst O) 1% Pd (OAc)_2, R_3P P) NaBH_4, CH_3CH_2OH Q) CH_3CH_2ONa, CH_3CH_2OH R) (CH_3)_3COK, (CH_3)_3COH S) NaNH_2, NH_3 T) Na, NH_3 U) H_2 V) O_3 W) Zn, CH_3COOH X) CrO_3, H_2SO_4, H_2O Y) CH_3 CH_2Br Z) CH_3CH_2CH_2Br AA) CH_3CH_2Li AB) CH_3CH_2CH_2Li Look at the given synthesis and the provided reagents. Fill in the blanks with the single letter code of the appropriate reagent, or the appropriate descriptive vocabulary word/phrase to complete the description. Remember the computer is very literal so check your spelling carefully. First we add reagent ______ to from the ______ anion, then add reagent ______ to act as an electrophile for a ______ mechanism. Then we add reagent ______ followed by reagent ______ to give the product with ______ regioselectively. The initial product of this reaction series contains a(n) ______ functional group which rearranges to the final product via a ______ mechanism. If instead we wanted to form 2-pentanone we’d reagent ______ in the last step to add the oxygen with ______ regioselectivity

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Question & Answer: A) NBS B) Br_2, CCl_4 C) Cl_2, CCl_4 D) HBr E) HBr, ROOR F) H_2O G) Hg(OAc)_2,..... 1

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