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Draw the product formed when pentanal (CH;CH,CH2CH;CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH,OH b. [1] LIAIH4; (2] H20 c. H2, Pd-C d. PCC e. NazCr,07, H2SO4, H2O f. Ag,0, NH,OH g. [1) CH,MgBr; (2] H2O h. [1] CęH,Li; [2] H20 i. [1] (CH3),CuLi; (2] H2O j. [1] HC=CNa; [2] H2O k. [1] CH;C=CLi; [2] H2O I. The product in (a), then TBDMS-CI, imidazole

Draw the product formed when pentanal (CH;CH,CH2CH;CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH,OH b. [1] LIAIH4; (2] H20 c. H2, Pd-C d. PCC e. NazCr,07, H2SO4, H2O f. Ag,0, NH,OH g. [1) CH,MgBr; (2] H2O h. [1] CęH,Li; [2] H20 i. [1] (CH3),CuLi; (2] H2O j. [1] HC=CNa; [2] H2O k. [1] CH;C=CLi; [2] H2O I. The product in (a), then TBDMS-CI, imidazole

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
Problem 52AP
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Draw the product formed when pentanal (CH;CH,CH2CH;CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH,OH b. [1] LIAIH4; (2] H20 c. H2, Pd-C d. PCC e. NazCr,07, H2SO4, H2O f. Ag,0, NH,OH g. [1) CH,MgBr; (2] H2O h. [1] CęH,Li; [2] H20 i. [1] (CH3),CuLi; (2] H2O j. [1] HC=CNa; [2] H2O k. [1] CH;C=CLi; [2] H2O I. The product in (a), then TBDMS-CI, imidazole
Transcribed Image Text:Draw the product formed when pentanal (CH;CH,CH2CH;CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH,OH b. [1] LIAIH4; (2] H20 c. H2, Pd-C d. PCC e. NazCr,07, H2SO4, H2O f. Ag,0, NH,OH g. [1) CH,MgBr; (2] H2O h. [1] CęH,Li; [2] H20 i. [1] (CH3),CuLi; (2] H2O j. [1] HC=CNa; [2] H2O k. [1] CH;C=CLi; [2] H2O I. The product in (a), then TBDMS-CI, imidazole
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