Draw the product formed when pentanal (CH3CH₂CH₂CH₂CHO) is treated with each reagent. W

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Draw the product formed when pentanal (CH3 CH₂ CH₂ CH₂ CHO) is treated with each reagent. With some
reagents, no reaction occurs.
a. NaBH4, CH3OH
b. [1] LiAiH4: [2] H₂O
c. H₂, Pd-C
d. PCC
e. Na₂Cr₂O7, H₂SO4, H₂O
f. Ag₂O, NH4OH
g. [1] CH3 MgBr; [2] H₂O
h. [1] C6H5 Li: [2] H₂O
i. [1] (CH3)2 CuLi; [2] H₂O
J. [1] HC=CNa; [2] H₂O
k. [1] CH 3 C=CLI; [2] H₂O
1. The product in (a), then TBDMS-CI, imidazole
Transcribed Image Text:Draw the product formed when pentanal (CH3 CH₂ CH₂ CH₂ CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH3OH b. [1] LiAiH4: [2] H₂O c. H₂, Pd-C d. PCC e. Na₂Cr₂O7, H₂SO4, H₂O f. Ag₂O, NH4OH g. [1] CH3 MgBr; [2] H₂O h. [1] C6H5 Li: [2] H₂O i. [1] (CH3)2 CuLi; [2] H₂O J. [1] HC=CNa; [2] H₂O k. [1] CH 3 C=CLI; [2] H₂O 1. The product in (a), then TBDMS-CI, imidazole
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