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Ethyl ester reacts with PrMgBr to give 2...

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

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To solve the problem of determining the two-degree alcohol formed when ethyl ester reacts with propyl magnesium bromide (PrMgBr), we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactant is ethyl ester, which can be represented as RCOOEt (where R is a hydrogen atom in this case, as we are not given any other substituent). - The Grignard reagent is propyl magnesium bromide (PrMgBr), which can be represented as C3H7MgBr. 2. **Structure of Ethyl Ester**: - Ethyl ester can be depicted as CH3CH2C(=O)OEt. For our case, it simplifies to CH3CH2C(=O)O-H (since R is hydrogen). 3. **Reaction with Grignard Reagent**: - When ethyl ester reacts with PrMgBr, the carbonyl carbon (C=O) of the ester is electrophilic and will react with the nucleophilic propyl group (C3H7). - The reaction leads to the formation of a tetrahedral intermediate where the oxygen becomes negatively charged. 4. **Formation of Intermediate**: - The propyl group attacks the carbonyl carbon, resulting in the formation of an intermediate where the ethoxy group (OEt) leaves as a leaving group, forming a new compound: - R-C(OH)(C3H7)-O-MgBr (where R is hydrogen). 5. **Second Reaction with Grignard Reagent**: - The intermediate can react again with another equivalent of PrMgBr. The oxygen will again become negatively charged, and the carbon will be positively charged. - The propyl group will attack the carbon, leading to a new intermediate. 6. **Hydrolysis**: - Upon hydrolysis (usually with water or dilute acid), the magnesium bromide complex will break down, and we will obtain the final product. - The final product will be a two-degree alcohol: - The structure will be C3H7-C(OH)-C3H7 (where the hydroxyl group is attached to a carbon that is bonded to two other carbon atoms). 7. **Identify the Product**: - The resulting compound is 2-propanol (isopropanol), which is a two-degree alcohol since the carbon with the hydroxyl group is attached to two other carbon atoms. ### Final Answer: The two-degree alcohol formed is **2-propanol (isopropanol)**.

To solve the problem of determining the two-degree alcohol formed when ethyl ester reacts with propyl magnesium bromide (PrMgBr), we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactant is ethyl ester, which can be represented as RCOOEt (where R is a hydrogen atom in this case, as we are not given any other substituent). - The Grignard reagent is propyl magnesium bromide (PrMgBr), which can be represented as C3H7MgBr. ...
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CENGAGE CHEMISTRY ENGLISH-GRIGNARD REAGENTS AND ORGANOMETALLIC REAGENTS-Exercises (Single Correct)
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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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