Home
Class 12
CHEMISTRY
CH(3)-C-=C-CH(3)underset(Pd-BaSO(4))over...

`CH_(3)-C-=C-CH_(3)underset(Pd-BaSO_(4))overset(H_(2))rarr`
(A) `underset(C Cl_(4))overset(Br_(2))rarr(B)`

A

Meso

B

Racemic mixture

C

Diastereomers

D

All

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question step by step, we will analyze the reactions involving the alkyne and the reagents mentioned. ### Step 1: Identify the starting compound The starting compound is 2-butyne, represented as CH₃-C≡C-CH₃. This is an alkyne with a triple bond between the second and third carbon atoms. **Hint:** Recognize the structure of the alkyne and its functional groups. ### Step 2: Reaction with Rosenmund Reagent When 2-butyne reacts with the Rosenmund reagent (Pd-BaSO₄ in the presence of H₂), the triple bond is reduced to a double bond. This reaction typically results in the formation of a cis-alkene due to the syn-addition of hydrogen across the double bond. The product formed (let's call it compound A) is cis-2-butene (CH₃-CH=CH-CH₃). **Hint:** Understand that the Rosenmund reduction converts triple bonds to double bonds and that it favors the formation of cis isomers. ### Step 3: Reaction with Br₂ in CCl₄ Next, compound A (cis-2-butene) undergoes a bromination reaction when treated with Br₂ in carbon tetrachloride (CCl₄). This is an electrophilic addition reaction where the double bond acts as a nucleophile and attacks the bromine molecule. The bromine molecule (Br₂) will add across the double bond, resulting in the formation of a bromonium ion intermediate. The Br⁻ ion will then attack the more substituted carbon (or the other carbon) in an anti-addition manner. **Hint:** Remember that bromination of alkenes involves the formation of a bromonium ion and leads to anti-addition of bromine atoms. ### Step 4: Formation of Products The attack of Br⁻ can occur from either side of the bromonium ion, leading to two different products. These products will be enantiomers of each other due to their mirror-image relationship. Thus, the final products formed (let's call them compound B) are the two enantiomers of 2,3-dibromobutane. **Hint:** Recognize that the formation of enantiomers indicates that the product is a racemic mixture. ### Conclusion The final product B consists of two enantiomers, which means it is a racemic mixture. Therefore, the answer to the question is that the final product B is racemic. **Final Answer:** The final product B is a racemic mixture.
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • HYDROCARBON

    MOTION|Exercise Exercise - 3|14 Videos
  • HYDROCARBON

    MOTION|Exercise Exercise - 4 (Level-I)|34 Videos
  • HYDROCARBON

    MOTION|Exercise Exercise - 1|85 Videos
  • GRIGNARD REAGENT

    MOTION|Exercise EXERCISE-2|16 Videos
  • IONIC EQUILIBRUIM

    MOTION|Exercise Exercise -4 (Level -II)|14 Videos

Similar Questions

Explore conceptually related problems

Give the structures of A, B and C in the following reactions : CH_(3)CH_(2)Br overset(KCN)(rarr)A overset(LiAlH_(4))(rarr)B underset(0^(@)C)overset(HNO_(2))(rarr)C

Write the product of following reactions : (a) CH_(3)-overset(H_(3)C)overset(|)(C )=overset(CH_(3))overset(|)(C )-CH_(3) underset(Zn//H_(2)O)overset(O_(3))rarr , (b) CH_(3)-C-=C-CH_(3) underset(Zn//H_(2)O)overset(O_(3))rarr ( c) CH_(3)-C-=C-CH_(3)overset(O_(3)//H_(2)O_(2))rarr , (d) CH_(3)-overset(CH_(3))overset(|)(C )=CH-CH_(3) overset(O_(3)//H_(2)O_(2))rarr

Knowledge Check

  • CH_(3)-C-=C-CH_(3)underset(Pd-BaSO_(4))overset(H_(2))rarr(A)underset(Ni)overset(D_(2))rarr(B) Product (B) of above reaction is

    A
    B
    C
    D
  • CH_(3)-C-=C-CH_(3)underset(Pd-BaSO_(4))overset(H_(2))rarr(A) overset("cold. "KMnO_(4))rarr(B) . Compound (B) is :

    A
    Meso
    B
    Recemic mixture
    C
    Diastereomers
    D
    All
  • CH_(3)-C-=C-CH_(3)underset(liq.NH_(3))overset(Na)rarr(A)overset("cold."KMnO_(4))rarr(B)

    A
    Meso
    B
    Racemic mixture
    C
    Diastereomers
    D
    All
  • Similar Questions

    Explore conceptually related problems

    CH_(3)CHOoverset(Ag_(2)O)rarr[A]overset(PCl_(5))rarr[B]underset(Pd//BaSO_(4))overset(H_(2))rarr[C]overset(CH_(3)MgBr)underset(H_(2)O //H^(+))rarr[D]

    Complete the following chemical reactions CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-OH underset("heat")overset(H_(2)SO_(4))(rarr) ? Underset("Ozonolysis")overset(O_(3))(rarr) ? underset("heat")overset(H_(2)//Ni)(rarr) ?

    Identify 'C' in the following : CH_(3)-underset(Cl)underset(|)(C)H-CH_(3)underset(HCl)overset("Anhyde."AlCl_(3))(rarr)(A) underset(403K) overset(O_(2))(rarr) (B) underset(373K)overset(H_(2)SO_(4))(rarr)"Phenol"+(C )

    What is the final product of the reaction sequence given below ? (CH_(3))_(2)C=CHCH_(2)CH_(3) underset(KMnO_(4).OH^(-))overset("cold")rarr underset(CH_(2)Cl_(2))overset(PC C)rarr overset(HIO_(4))rarr

    CH_(3)COCl +H_(2) underset(BaSO_(4))overset(Pd)to CH_(3)CHO+HCl is: