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Which of the following 3^@ alcohols does...

Which of the following `3^@` alcohols does propyl ester give during reaction with `EtMgBr` ?

A

B

C

D

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To solve the problem of which `3^@` alcohol is formed when propyl ester reacts with ethyl magnesium bromide (EtMgBr), we can follow these steps: ### Step 1: Understand the Reactants - **Propyl Ester**: The structure of a propyl ester can be represented as R-C(=O)-O-C3H7, where R is any alkyl group. - **Ethyl Magnesium Bromide (EtMgBr)**: This is a Grignard reagent, represented as C2H5MgBr. ### Step 2: Reaction Mechanism 1. **Nucleophilic Attack**: The Grignard reagent (EtMgBr) acts as a nucleophile. The ethyl group (C2H5-) from the Grignard reagent will attack the carbonyl carbon of the propyl ester. - The carbonyl carbon (C=O) becomes positively charged after the nucleophilic attack, and the oxygen becomes negatively charged (alkoxide ion). 2. **Formation of Intermediate**: This results in the formation of a tetrahedral intermediate: \[ R-C(OH)(C2H5)-O-C3H7 \] 3. **Second Nucleophilic Attack**: The alkoxide intermediate can react again with another equivalent of ethyl magnesium bromide. The ethyl group will again attack the carbonyl carbon. 4. **Formation of Alcohol**: After the second attack, the intermediate will look like: \[ R-C(OH)(C2H5)(C2H5)-O-C3H7 \] After hydrolysis, the final product will be: \[ R-C(OH)(C2H5)(C2H5) \] ### Step 3: Identify the Product - If we assume R as a methyl group (CH3), the final product would be: \[ CH3-C(OH)(C2H5)(C2H5) \] This structure represents a tertiary alcohol with two ethyl groups and one methyl group. ### Step 4: Conclusion - The product formed when propyl ester reacts with ethyl magnesium bromide is a tertiary alcohol with the structure: \[ CH3-C(OH)(C2H5)(C2H5) \] - Therefore, the answer is option A, which corresponds to a tertiary alcohol with two ethyl groups and one methyl group.

To solve the problem of which `3^@` alcohol is formed when propyl ester reacts with ethyl magnesium bromide (EtMgBr), we can follow these steps: ### Step 1: Understand the Reactants - **Propyl Ester**: The structure of a propyl ester can be represented as R-C(=O)-O-C3H7, where R is any alkyl group. - **Ethyl Magnesium Bromide (EtMgBr)**: This is a Grignard reagent, represented as C2H5MgBr. ### Step 2: Reaction Mechanism 1. **Nucleophilic Attack**: The Grignard reagent (EtMgBr) acts as a nucleophile. The ethyl group (C2H5-) from the Grignard reagent will attack the carbonyl carbon of the propyl ester. ...
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CENGAGE CHEMISTRY ENGLISH-GRIGNARD REAGENTS AND ORGANOMETALLIC REAGENTS-Exercises (Single Correct)
  1. Propane dithioic acid is prepared by the reaction of the following, fo...

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  2. Propylsulphinic acid is prepared by the reaction of the following, fol...

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  3. .

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  4. Ethanoic propanoic anhydride on reaction with excess of MeMgBr gives t...

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  5. Reactivity of MeMgBr with the following in the decreasing order is : ...

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  6. Product. The major product is :

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  7. Reactivity of with the following G.R in the decreasing order is : (...

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  8. .

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  9. Reactivity of EtMgBr with the following in the decreasing order is : ...

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  10. Reactivity of PhMgBr with the following in the decreasing order is : ...

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  11. Reactivity of PhMgBr with the following in the decreasing order is : ...

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  12. Reactivity of HCHO with the following G.R in the decreasing order is :...

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  13. Which of the following 3^@ alcohols does propyl ester give during reac...

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  14. Ethyl ester reacts with PrMgBr to give 2^@ alcohol. The alcohol is :

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  15. Methyl ester reacts with EtMgBr to give 3^@ alcohol The ester is :

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  16. Propyl ester reacts with isopropyl magnesium bromide to give 2^@ alcoh...

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  17. Propyl lithium reacts with ethene to give a compound (A), which on rea...

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  18. Coupling reaction between RMgX and R'X takes place to give R-R' in the...

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  19. Phenyl isocyanide + Benzyl magnesium bromide overset(1.Ether Delta) un...

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  20. The compound (A) in the previous question is further hydrolysed in dil...

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