2. Alkynes and Radicals

This is merely a duplicate of the CHEM 2110 set. Nothing new.

If you had an alkane with 2 x X’s and wanted to make an internal alkyne, how would you proceed?

If you had an alkane with 2 x X’s and wanted to make a terminal alkyne, how would you proceed?

On a terminal alkyne, if you wanted to add H-X and make an alkene, how would you proceed?

On a symmetrical internal and terminal alkyne, if you wanted to add H-X and make an alkane, how would you proceed?

Why would performing excess hydrohalogenation be useless for an unsymmetrical internal alkyne?

You would create constitutional isomers of the alkene intermediate, and you would then have E and Z isomers of both constitutional isomers.

On a terminal alkyne, if you wanted to replace -H with -R, how would you proceed? What specific reagents are needed?

Why would performing alkylation be useless for an both a symmetrical and unsymmetrical internal alkyne?

An R isn’t a good leaving group.

If you wanted to reduce an alkene to an alkane with hydrogens, how would you proceed?

On a symmetrical internal, unsymmetrical internal, and terminal alkyne, if you wanted to make an alkane with by installing H’s, how would you proceed?

On a symmetrical internal, unsymmetrical internal, and terminal alkyne, if you wanted to isolate the Z-alkene by installing H’s, how would you proceed?

On a symmetrical or unsymmetrical internal alkyne, if you wanted to isolate the E-alkene by installing H’s, how would you proceed?

Why would performing a dissolving metal reduction not work if a terminal alkyne is focused on?

The Na atom and H atom would form an intermediate.

On a terminal alkyne, if you wanted to install H-OH via Markovnikov, how would you proceed, and what would actually happen?

On a symmetrical and unsymmetrical internal alkyne, if you wanted to install H-OH via Markovnikov, what would happen?

On an terminal alkyne, if you wanted to install H-OH via anti-Markovnikov, how would you proceed, and what would actually happen?

If you wanted to halogenate an alkane, how would you proceed? What selectivity should you be aware of?

How would you brominate an alkene at the allylic position?

How would you hydrobrominate an alkene via anti-Markovnikov?