Synthetic schemes to convert butane to 2,3-dimethylpent-2-ene

[dr2112]

Homework Statement

Convert the following:
From butane to 2,3-dimethylpent-2-ene

Homework Equations

organic synthesis

The Attempt at a Solution

Working forwards I get:
Cl₂ and light/separate yielding 1-chorobutane

Working backwards I get:
2,3-dimethylpent-2-ene converted by I- and acetone
and the vic dibromide compound (2,3-dibromopent-2-ene)
this is converted from Br₂/CCl₄

That's all I have and I am stuck... any help is appreciated!

 

[queenofbabes]

How would you add more carbons to your 4-carbon butane in the correct places? Build your answer around that.

 

[Blueshift5]

I would suggest using a different approach to converting butane to 2,3-dimethylpent-2-ene. One potential synthetic scheme could involve the following steps:

1. Start with butane and react it with chlorine gas (Cl2) in the presence of UV light to form 1-chlorobutane.

2. React 1-chlorobutane with sodium iodide (NaI) and acetone (CH3COCH3) to form 2-iodobutane.

3. React 2-iodobutane with magnesium (Mg) in dry ether to form a Grignard reagent.

4. React the Grignard reagent with 1,3-dibromopropane (BrCH2CH2CH2Br) to form 2,3-dimethylpent-2-ene.

This synthetic scheme involves a series of reactions that are commonly used in organic synthesis and should yield the desired product, 2,3-dimethylpent-2-ene. However, it is important to note that there may be other possible synthetic routes to this compound, and further research and experimentation may be needed to determine the most efficient and effective method.