Organic Chemistry Synthesis

Question

Synthesis with acetylene and 1R bromo 2S-methyl cyclohexane.

These two should be combined and then you should do two other reactions.  

Answer 1

The synthesis of a compound from acetylene and 1R bromo 2S-methyl cyclohexane can involve several possible reactions. Here's one possible sequence of reactions:

1. Alkyne hydroboration: The acetylene can be converted to vinylborane by reacting it with borane in the presence of a catalyst such as THF.
2. Oxidation: The resulting vinylborane can be oxidized using hydrogen peroxide or another oxidizing agent to form an aldehyde or ketone.
3. Grignard reaction: The 1R bromo 2S-methyl cyclohexane can be converted to a Grignard reagent by reacting it with magnesium metal in dry ether.
4. Addition reaction: The Grignard reagent can then be added to the aldehyde or ketone obtained from the oxidation of vinylborane to form a new carbon-carbon bond, forming a tertiary alcohol.

Overall reaction:

Acetylene + borane + H2O2 → Aldehyde or ketone

1R bromo 2S-methyl cyclohexane + Mg → Grignard reagent Aldehyde

ketone + Grignard reagent → Tertiary alcohol