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Exponent & Logarithm Part 1
For 49 BCS
Ambident Nucleophileđ( -SCN, -CN -NO2, Inolate ion..
Q1. The enolate ion formed from ethyl acetoacetate can react with alkyl halides to give two types of products. Which of the following correctly represents the major product under thermodynamic control?
A. O-alkylated product
B. C-alkylated product
C. Decarboxylated product
D. No reaction
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Answer: B. C-alkylated product
Under thermodynamic control (heat, time), the C-alkylated product is favored as it is more stable.
Q2. Which of the following best describes an ambident nucleophile?
A. A nucleophile that can attack multiple electrophiles
B. A nucleophile that can act as both acid and base
C. A nucleophile with two or more reactive atoms/sites
D. A nucleophile that only reacts under basic conditions
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Answer: C) A nucleophile with two or more reactive atoms/sites
Q3. In the reaction:
CHâCHâBr + KSCN â Product
Which of the following is the major product?
A. CHâCHâNCS (ethyl isothiocyanate)
B. CHâCHâSCN (ethyl thiocyanate)
C. CHâCHâSCOOH
D. CHâCHâCN
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Answer: B. CHâCHâSCN (ethyl thiocyanate)
KSCN provides SCNâģ ion which prefers sulfur attack, forming the thiocyanate.
Q4. In which condition would O-alkylation of an enolate be the favored pathway?
A. High temperature, strong base, long reaction time
B. Use of bulky base, low temperature, rapid reaction
C. Acidic medium and heating
D. No base is present
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Answer: B. Use of bulky base, low temperature, rapid reaction
These conditions favor kinetic control, leading to O-alkylation.
Q5. Which combination would most likely lead to the formation of an alkyl isothiocyanate (RâNCS)?
A. RâBr + KSCN
B. RâBr + NaSCN
C. RâBr + AgSCN
D. RâBr + NHâSCN
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Answer: C) RâBr + AgSCN
Agâē tends to facilitate nitrogen attack, forming RâNCS (isothiocyanate).
Q6. Which of the following is not an example of an ambident nucleophile?
A. CNâģ
B. NOââģ
C. SCNâģ
D. NHââē
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Answer: D) NHââē
NHââē is not a nucleophile; itâs a conjugate acid.
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CH3-CH2-CH2-Br+H2O+KOH =
CH3-CH2-CH2-OH+ KBr
⧍.āĻ
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ā§āϝāĻžāϞāĻāĻŋāύ āĻā§āĻĒāύā§āύ āĻšā§āĨ¤
āϝā§āĻŽāύ-
CH3-CH2-CH2-Br+alcohol+KOH=
CH3-CH=CH2 + HBr
06/02/2023
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