b) Synthesize the target below. Alcohols of no more than 6 carbons (CH2-20, n ≤6) are your only sources of carbon. Show product after each step. Count carbons carefully and let the last step guide your overall synthesis strategy! If you prefer, you may use alcohols of no more than 4 carbons (plus any reagents that contain no more than 2 carbons) as your sources of carbon. (5-nonanone)
Reactive Intermediates
In chemistry, reactive intermediates are termed as short-lived, highly reactive atoms with high energy. They rapidly transform into stable particles during a chemical reaction. In specific cases, by means of matrix isolation and at low-temperature reactive intermediates can be isolated.
Hydride Shift
A hydride shift is a rearrangement of a hydrogen atom in a carbocation that occurs to make the molecule more stable. In organic chemistry, rearrangement of the carbocation is very easily seen. This rearrangement can be because of the movement of a carbocation to attain stability in the compound. Such structural reorganization movement is called a shift within molecules. After the shifting of carbocation over the different carbon then they form structural isomers of the previous existing molecule.
Vinylic Carbocation
A carbocation where the positive charge is on the alkene carbon is known as the vinyl carbocation or vinyl cation. The empirical formula for vinyl cation is C2H3+. In the vinyl carbocation, the positive charge is on the carbon atom with the double bond therefore it is sp hybridized. It is known to be a part of various reactions, for example, electrophilic addition of alkynes and solvolysis as well. It plays the role of a reactive intermediate in these reactions.
Cycloheptatrienyl Cation
It is an aromatic carbocation having a general formula, [C7 H7]+. It is also known as the aromatic tropylium ion. Its name is derived from the molecule tropine, which is a seven membered carbon atom ring. Cycloheptatriene or tropylidene was first synthesized from tropine.
Stability of Vinyl Carbocation
Carbocations are positively charged carbon atoms. It is also known as a carbonium ion.
![**Synthesis Exercise: Creating 5-Nonanone**
**Objective:**
Synthesize the target molecule, 5-nonanone, using the specified constraints.
**Guidelines:**
- Use alcohols with no more than 6 carbons (CₙH₂ₙ₊₂O, n ≤ 6) as your only sources of carbon.
- Show the product after each step.
- Count carbons carefully and use the last step to guide your overall synthesis strategy.
- Alternatively, you may use alcohols with no more than 4 carbons (and any reagents with no more than 2 carbons) as sources of carbon.
**Structure of Target Compound:**
The target molecule is 5-nonanone. Its structure consists of a nine-carbon chain with a ketone functional group at the fifth carbon.
**Instructions:**
1. Begin with smaller alcohols as the carbon sources.
2. Detail each reaction step clearly, showing the transformation of starting materials to intermediates and finally to 5-nonanone.
3. Ensure the carbon count is accurate at each step and the constraints on alcohol size are met throughout the synthesis process.
**Note:**
The exercise involves constructing a synthetic pathway to achieve the molecular structure of 5-nonanone using limited carbon sources, emphasizing the importance of strategizing synthesis steps carefully.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F96c43769-2331-4d91-b7f9-4a256a33e785%2F977c2d15-8fb8-4f6c-906d-004470a9a54a%2F3idvv0k_processed.jpeg&w=3840&q=75)
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Given is organic compound.
The name of given compound is 5-nonanone.
We can synthesize this compound from alcohols by performing various reactions.
To find out starting compounds let's perform retrosynthetic analysis first.
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