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Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogen
  • a)
    The nitrogen is sterically hindered by alkyl groups
  • b)
    Nitrogen is more electronegative than carbon
  • c)
    The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogen
  • d)
    Ammonium cations are less stable than carbocation
Correct answer is option 'C'. Can you explain this answer?
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Stabilization of carbocation by pi-bonding with the lone pair at nitrogen:
When an electrophile attacks the double bond carbon in the enamine 1-dimethylamino cyclopentene, it forms a carbocation at C-2. This carbocation can be stabilized by pi-bonding with the lone pair of electrons on the nitrogen atom.

Electronegativity difference between nitrogen and carbon:
While nitrogen is more electronegative than carbon, this difference in electronegativity does not play a significant role in the preferential reaction at the double bond carbon.

Steric hindrance by alkyl groups:
The presence of alkyl groups on the nitrogen atom may lead to some steric hindrance, but this is not the primary reason for the preferential reaction at the double bond carbon.

Conclusion:
In conclusion, the preferential reaction of enamines with electrophiles at the double bond carbon rather than at nitrogen is primarily due to the stabilization of the carbocation formed at C-2 by pi-bonding with the lone pair at nitrogen. This stabilization enhances the reactivity of the double bond carbon towards electrophiles.
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Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer?
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Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer?.
Solutions for Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? in English & in Hindi are available as part of our courses for JEE. Download more important topics, notes, lectures and mock test series for JEE Exam by signing up for free.
Here you can find the meaning of Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? defined & explained in the simplest way possible. Besides giving the explanation of Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer?, a detailed solution for Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? has been provided alongside types of Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? theory, EduRev gives you an ample number of questions to practice Amines are well known to be stronger bases and nucleophiles than alkenes. Why do enamines, such as 1-dimethylamino cyclopentene, preferentially reacts with electrophiles at a double bond carbon rather than at nitrogena)The nitrogen is sterically hindered by alkyl groupsb)Nitrogen is more electronegative than carbonc)The carbocation formed by electrophilic attack at C-2 is stabilised by pi-bonding with the lone pair at nitrogend)Ammonium cations are less stable than carbocationCorrect answer is option 'C'. Can you explain this answer? tests, examples and also practice JEE tests.
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