Draw the structure of the major organic product of the reaction. CH3 CI 1. LIAIH4, ether 2. H30+ • You do not have to consider stereochemistry.
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.
![Title: Understanding the Reduction Reaction of an Acyl Chloride
Description:
In the presented reaction, you are tasked with drawing the structure of the major organic product. The given reactant is an acyl chloride containing an ester group. It is subjected to a two-step reduction process.
Reactant Structure:
- The molecule features a chlorine atom attached to a carbonyl group (C=O), characteristic of acyl chlorides.
- There is an ester group (-COOCH₃) present in the structure.
- The carbon chain structure includes 4 carbon atoms with branching.
Reaction Steps:
1. **First Step:** The reactant is treated with Lithium Aluminium Hydride (LiAlH₄) in an ether solvent. LiAlH₄ is a strong reducing agent, often used to reduce carboxylic acids, esters, and acyl chlorides to alcohols.
2. **Second Step:** The compound is treated with an acidic aqueous solution (H₃O⁺). This step typically performs the work-up, completing the reduction process initiated by LiAlH₄.
Instructions:
- Consider the transformation of the acyl chloride and ester functionalities under these reaction conditions.
- Note the instruction that stereochemistry does not need to be considered, implying that the main focus is on connectivity without regard to three-dimensional arrangement.
Conclusion:
This reaction highlights the use of LiAlH₄ in reducing acyl chlorides and esters, a crucial transformation in organic synthesis, leading to alcohol formation. Understanding this process is key for predicting products in synthetic organic chemistry.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4f7442e5-ed1a-4154-ba5d-4813abad6cff%2F05b6fae2-08fe-46d8-9873-2c99d6b0c031%2Fc14xwkr_processed.png&w=3840&q=75)
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