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1. Propose an efficient synthesis of the following compounds wherein all carbons

ID: 918735 • Letter: 1

Question

1. Propose an efficient synthesis of the following compounds wherein all carbons are obtained from ethyne having three or fewer carbon atoms.

A. Propyne

B. 2-butyne

C. meso 2,3 dibromobutane

2. Write the products

but-2-yne --> (H2, Lindlar catalyst) --> (Br2) -->

3. Provide a synthesis of the following compounds using propyne as the sole source of carbon atoms.

A. propan-2-ol

B. trans 4-methylpent-2-ene

C. propylene oxide,

D. 2-isopropoxypropan-1-ol

4. Write the products

but-1-yne --> (NaNH2)-->(C2H5I) --> (1. B2H6; 2. H2O2, NaOH) -->

5. Provide efficient synthesis of the following compounds. You may only use acetylene (ethyne) as the source of all carbons in the target molecules.

ethylene oxide,

ethanol

2-ethoxyethanol

Explanation / Answer

1. Propose an efficient synthesis of the following compounds wherein all carbons