R > P > Q and perfect racemization is observed. For SN2, the rate is S > Q > P > R. 3. Wurtz reactions are not suitable for preparing RR from RX where R is a tertiary alkyl group due to preferential formation of alkene products from the tertiary carbocation intermediate."> R > P > Q and perfect racemization is observed. For SN2, the rate is S > Q > P > R. 3. Wurtz reactions are not suitable for preparing RR from RX where R is a tertiary alkyl group due to preferential formation of alkene products from the tertiary carbocation intermediate.">
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DPP - 06 - Substitution Reaction

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(Organic Chemistry) REACTION MECHANISM

DPP-06
1. Rate of SN1 reaction is:

(A) 𝑆 > 𝑄 > 𝑅 > 𝑃 (B) S > R > P > Q (C) P > Q > R > S (D) S > R > Q > P
2. Which one of the following statement is correct about SN1 reaction
(A) Perfect racemization is observed
(B) Only Walden inversion is observed
(C) Total retention of configuration is observed
(D) Polar protic solvent is preferred
3. Correct order of SN2 reaction is:

(A) S > P > Q > R (B) R > Q > P > S (C) Q > R > P > S (D) S > Q > P > R
4. Which of the following is correct order towards of SN2 reaction
Cl
|
(A) CH3Cl  CH3CH2Cl  CH3CH2CH2Cl  CH3 —CH —CH3

(B)

(C)

(D)

APNI KAKSHA 1
(Organic Chemistry) REACTION MECHANISM

5. Whichof the following is correct order towards of SN1 reaction:

(A)

(B)

(C)

(D)

6. Possible products formed during the reaction is/are:

(A) (B)

(C) (D)

APNI KAKSHA 2
(Organic Chemistry) REACTION MECHANISM

7. The correct statement for the given reaction is:

(A) Product is trans-but-2- ene (B) Product is cis-but-2-ene


(C) Product is erythro-2,3-diidobutane (D) Product is threo-2,3- diidobutane
8. Statement-1: Wurtz reaction is not a good method to prepare R-R from R-X in which R is a 3
alkyl group. (X −F)
Statement-2: 3 carbocation is formed during the reaction which preferably give alkene.
(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for
statement-1.
(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for
statement-1.
(C) Statement-1 is true, statement-2 is false.
(D) Statement-1 is false, statement-2 is true.

9. Column I Column II
(Reaction) (Statements)
( ) 2
Hg OAc ,H O
(A) ⎯⎯⎯⎯→
NaBH4 ,OH (P) Electrophilic addition reaction.
BH3 ,THF
(B) ⎯⎯⎯⎯
OH− ,H O
→ (Q) Markovnikoff's orientation is observed.
2 2

(C) ⎯⎯
HBr
→ (R) Anti-markovnikoff's orientation is observed
(D) ⎯⎯⎯⎯
HBr/ROOR
→ (S) Cyclic intermediate is formed as intermediate
(T) Carbocation is formed as intermediate

10. Column I Column II

(A) (P) Carbocation formation intermediate

(B) (Q) Racemic mixture is formed

(C) CH3 − CH2 − CH2 − Cl ⎯⎯→


Na
Et 2O
(R) Aromatic product is formed

(D) (S) Free radical found as intermediate

(T) Carbanion found as intermediate/product

APNI KAKSHA 3
(Organic Chemistry) REACTION MECHANISM

ANSWER KEY
1. (A) 2. (D) 3. (A) 4. (ABD)
5. (CD) 6. (B) 7. (A) 8. (A)
9. (A)-P, S, Q; (B)-P, S, R; (C)-T, P, Q; (D)-R, 10. (A)-P; (B)-P, Q, R; (C)-S, T; (D)-R, T

APNI KAKSHA 4

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