5/4/2016 11:55 PM A 61.5/1005/2/2016 10:43 PM Gradebook Print Calculator Periadi

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5/4/2016 11:55 PM A 61.5/1005/2/2016 10:43 PM Gradebook Print Calculator Periadic Table Question 59 of 101 Map ao sapling learning In each reaction box, place the best reagent and conditions from the list below You are correct that the third step is a reduction of 2-pentyne to 2-pentene. But H2 and Lindlar's will yield the Z isomer, which will lead to the wrong stereochemistry for the diol products. 1) 2) 3) 4) NaNH2 CH3CH28r H2. Lindlar's Catalyst NaOH, H2O H3C OH HO H2, Pt CH3Br NaBH4 Li,NHs BHyTHF OsO4, NaHSO3, H2

Explanation / Answer

1) NaNH2

2) CH3CH2Br

3) Li, NH3 (l)

4) OsO4, NaHSO3, H2O

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