All the following reactions have been described in the chemical literature and proceed in good yield. In some cases the reactants are more complicated than those we have so far encountered. Nevertheless, on the basis of what you have already learned, you should be able to predict the principal product in each case.

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(a) NaC=CH + CỊCH,CH,CH,CH,CH CHI (b) BrCH₂CHCH₂CH₂CHCH₂Br (d) Br Cl CCH3 (e) Cyclodecyne (1) KOC(CH₂). DMSO heat -C=CNa + CH3CH₂OS Br 1. Os 2. H₂O CH -α OH OH (g) CH₂CHCH₂CC=CH T CH3 CH3 1. Oy 2. H₂O (j) Product of part (i) O(CH₂), CI I. excess NaNH, NH3, 2 H₂O (h) (Z)-CH₂CH₂CH₂CH₂CH=CHCH₂(CH₂),C=CCH₂CH₂OH H₂O, H₂SO₂ Hgo -CH₂- - H₂ Lindlar Pd + NaC=CCH₂CH₂CH₂CH3 1. Na, NH3 2. H₂O