choose the most perfect reagent
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The best reagents to carry out the given transformation are I. Acetylene, NaNH2/NH3, II. H2 /Pd/BaSO4 and III. OsO4 /NaHSo3
The acidic H atoms of acetylene are abstracted with soda amide to form a dianion. This dianion then attacks two moles of n propyl bromide to form two C-C single bonds with loss of two bromide ions.
In the next step, carbon carbon triple bond is reduced to cis C=C double bond by hydrogenation with Pd in presence of barium sulphate. In the last step, C=C double bond is converted to a vicinal diol.
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