Home
Class 12
CHEMISTRY
Ph-overset(Me)overset(|)underset(H)under...

`Ph-overset(Me)overset(|)underset(H)underset(|)(C)-OH overset(SOCl_(2))underset("in" C_(5)H_(5)N)rarr`, Which statement is true for the above reaction?

A

Retention of configuration

B

Inversion of configuration

C

Inversion and Retention both

D

None

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reaction of a secondary alcohol with SOCl₂ in the presence of pyridine (C₅H₅N), we can break down the steps as follows: ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant is a secondary alcohol, specifically Ph-C(Me)(H)-OH (where Ph is a phenyl group). 2. **Identify the Reagent**: The reagent used in the reaction is thionyl chloride (SOCl₂), which is commonly used to convert alcohols into alkyl chlorides. 3. **Identify the Base**: The reaction is carried out in the presence of pyridine (C₅H₅N), which acts as a base and helps in the reaction mechanism. 4. **Mechanism of Reaction**: The reaction proceeds via an SN2 mechanism. In this mechanism, the nucleophile (the chloride ion from SOCl₂) attacks the carbon atom bearing the hydroxyl group (OH) from the opposite side of the leaving group (water in this case). 5. **Stereochemistry**: One of the key features of the SN2 mechanism is that it results in an inversion of configuration at the carbon center where the substitution occurs. This means that if the original configuration was R, the product will be S, and vice versa. 6. **Product Formation**: The product formed from this reaction will be Ph-C(Me)(H)-Cl (where the OH group has been replaced by Cl). 7. **Conclusion**: The true statement regarding this reaction is that it results in an inversion of configuration due to the SN2 mechanism. ### Final Answer: The correct statement about the reaction is that it involves **inversion of configuration**. ---
Promotional Banner

Topper's Solved these Questions

  • ALKYL AND ARYL HALIDE

    ALLEN|Exercise EXERCISE-02|1 Videos
  • ALKYL AND ARYL HALIDE

    ALLEN|Exercise EXERCISE-04 [A]|1 Videos
  • ALKYL AND ARYL HALIDE

    ALLEN|Exercise EXERCISE-01|1 Videos
  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXCERSISE-3|28 Videos
  • Atomic Structure

    ALLEN|Exercise All Questions|62 Videos

Similar Questions

Explore conceptually related problems

Ph-underset((P))underset(OH)underset(|)(CH)-overset(O)overset(||)C-Hunderset(H_(2)O)overset(HO^(-))rarrQ.P and Q are isomers. Identify Q

H_(3)C underset(CH_(3))underset(|) overset(CH_(3)) overset(|) (--) overset(C_(2)H_(5))overset(|)CH-underset(CH_(3))underset(|)(CH)-OH underset(/_\) overset(H^(o+))toP Product mixture, the product's mixture contains

When pinacol is treated with dilute H_(2)SO_(4) , a re-arangement reaction takes place which leads to the formation of a ketone. CH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(OH)C-CH_(3)overset(H_(2)SO_(4))rarrCH_(3)-underset(CH_(3))underset(|)overset(O)overset(||)C-overset(CH_(3))overset(|)C-CH_(5) This reaction involves re-arrangement of carbocation Step 1: CH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))overset(+)overset(OH_(2))overset(|)C-CH_(2)rarrCH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(+)C-CH_(3) Step 2: Carbocation rearrange by hydride, alkyl shift to get as stable as they can. Stability is the driving force for re-arrangement migration of bond may also oC Cur. Where by ring expansion and ring contraction takes place. The relief of strain can provide a powerful driving force for re-arrangement. What will be the product of following reaction R is:

When pinacol is treated with dilute H_(2)SO_(4) , a re-arangement reaction takes place which leads to the formation of a ketone. CH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(OH)C-CH_(3)overset(H_(2)SO_(4))rarrCH_(3)-underset(CH_(3))underset(|)overset(O)overset(||)C-overset(CH_(3))overset(|)C-CH_(5) This reaction involves re-arrangement of carbocation Step 1: CH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))overset(+)overset(OH_(2))overset(|)C-CH_(2)rarrCH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(+)C-CH_(3) Step 2: Carbocation rearrange by hydride, alkyl shift to get as stable as they can. Stability is the driving force for re-arrangement migration of bond may also oC Cur. Where by ring expansion and ring contraction takes place. The relief of strain can provide a powerful driving force for re-arrangement. What will be the product of following reaction

PhMgBr+underset((2)H^(o+))overset((1)X)rarrPh-underset(Ph)underset(|)overset(OH)overset(|)C-Ph X is

In the following carbocation, H//CH_3 that is most likely to migrate to the positively charged carbon is : H_(3)C^(1)-overset(H)overset(2|)underset(OH)underset(|)(C)-overset(3o+)underset(H)underset(|)(C)-overset(H)overset(4|)underset(CH_(3))underset(|)C-overset(5)CH_(3)

Give the IUPAC name of the for each of the following H-overset(H)overset(|)underset(H)underset(|)C-overset(H)overset(|)underset(H)underset(|)C-overset(H)overset(|)underset(H)underset(|)C-OH

underset((A))(EtCOCl) overset((i)H_2 N.OH) underset ((ii) overset(Ө)O H) rarr (B) overset(EtOH) rarr (C) Which of the following statements are correct about the given reaction ?