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Indicate bonds which are cleaved I: In...

Indicate bonds which are cleaved
I: In basic contions II: in acidic conditions

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The correct Answer is:
I: bond b : II: bond a
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Symmetrically subsituted epoxides give the same products in both the acid catalysed and base catalyzed ring opening. An unsymmetrical epoxide gives different products under acid catalysed and base catalysed conditions. Under basic contions, the alkoxide ion simply attacks the less hindered carbon atom in an SN^(2) displacement. Under acidic conditions, the alcohol, attacks the protonated epoxide. Structure II and III show that the oxtrane carbon share part of positive charge. The tertiary carbon bear a larger part of positive charge and it is more strongly electrophilic. The bond between teritiary carbon and oxygen is weaker implying a lower transition state energy for attack at the teritary carbon. Attack by the weak nucleophilic is sensitive to the strength of electrophilic is sensitive to the strength of electrophile. Center attack takes place at more electrophilic carbon which is usually the more substituted carbon because it can better support the positive charge.

Symmetrically subsituted epoxides give the same products in both the acid catalysed and base catalyzed ring opening. An unsymmetrical epoxide gives different products under acid catalysed and base catalysed conditions. Under basic contions, the alkoxide ion simply attacks the less hindered carbon atom in an SN^(2) displacement. Under acidic conditions, the alcohol, attacks the protonated epoxide. Structure II and III show that the oxtrane carbon share part of positive charge. The tertiary carbon bear a larger part of positive charge and it is more strongly electrophilic. The bond between teritiary carbon and oxygen is weaker implying a lower transition state energy for attack at the teritary carbon. Attack by the weak nucleophilic is sensitive to the strength of electrophilic is sensitive to the strength of electrophile. Center attack takes place at more electrophilic carbon which is usually the more substituted carbon because it can better support the positive charge.

Symmetrically subsituted epoxides give the same products in both the acid catalysed and base catalyzed ring opening. An unsymmetrical epoxide gives different products under acid catalysed and base catalysed conditions. Under basic contions, the alkoxide ion simply attacks the less hindered carbon atom in an SN^(2) displacement. Under acidic conditions, the alcohol, attacks the protonated epoxide. Structure II and III show that the oxtrane carbon share part of positive charge. The tertiary carbon bear a larger part of positive charge and it is more strongly electrophilic. The bond between teritiary carbon and oxygen is weaker implying a lower transition state energy for attack at the teritary carbon. Attack by the weak nucleophilic is sensitive to the strength of electrophilic is sensitive to the strength of electrophile. Center attack takes place at more electrophilic carbon which is usually the more substituted carbon because it can better support the positive charge. What will be the products in following reactions

Symmetrically subsituted epoxides give the same products in both the acid catalysed and base catalyzed ring opening. An unsymmetrical epoxide gives different products under acid catalysed and base catalysed conditions. Under basic contions, the alkoxide ion simply attacks the less hindered carbon atom in an SN^(2) displacement. Under acidic conditions, the alcohol, attacks the protonated epoxide. Structure II and III show that the oxtrane carbon share part of positive charge. The tertiary carbon bear a larger part of positive charge and it is more strongly electrophilic. The bond between teritiary carbon and oxygen is weaker implying a lower transition state energy for attack at the teritary carbon. Attack by the weak nucleophilic is sensitive to the strength of electrophilic is sensitive to the strength of electrophile. Center attack takes place at more electrophilic carbon which is usually the more substituted carbon because it can better support the positive charge.

Symmetrically subsituted epoxides give the same products in both the acid catalysed and base catalyzed ring opening. An unsymmetrical epoxide gives different products under acid catalysed and base catalysed conditions. Under basic contions, the alkoxide ion simply attacks the less hindered carbon atom in an SN^(2) displacement. Under acidic conditions, the alcohol, attacks the protonated epoxide. Structure II and III show that the oxtrane carbon share part of positive charge. The tertiary carbon bear a larger part of positive charge and it is more strongly electrophilic. The bond between teritiary carbon and oxygen is weaker implying a lower transition state energy for attack at the teritary carbon. Attack by the weak nucleophilic is sensitive to the strength of electrophilic is sensitive to the strength of electrophile. Center attack takes place at more electrophilic carbon which is usually the more substituted carbon because it can better support the positive charge.

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ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-4[A]
  1. Provide products in the following reactions:

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  2. Identify the products A and B giving proper explanation : (a)

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  3. Indicate bonds which are cleaved I: In basic contions II: in acidic ...

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  4. In the following S(N)2 reaction

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  5. Which of the carbonyl groups in p-MeOC(6)H(4)COMe and p-NO(2)C(6)H(4)C...

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  6. Identify (A) in the given sequence of reaction PhCH(2)CHOoverset(SeO...

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  7. Arrange the following in decreasing order of nucleophilic addition C...

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  8. Compound X with molecular formula C(6)H(10)O form a semicarbazone and ...

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  9. (a) The double bond in aldehydes and ketones is reactive towards nucle...

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  10. Complete the following equations giving the structures of the major or...

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  11. Complete the following equation: (b)

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  12. Two organic compounds (A) and (B) have same empirical formula CH(2)O. ...

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  13. CH-=CHoverset(NaNH(2))to[A]overset(CH(3)Br)to[B]

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  14. A comopound has two isomers (A) and (B) of formula C(5)H(10)O. Isomer ...

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  15. Give reasons for the following : 'Carbon-oxygen bond lengths in form...

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  16. Assertion:- pKa(1) of fumaric acid is greater than maleic acid. Reas...

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  17. Which is stronger conjugate base in each pair ? (A) overset(-)OH or ...

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  18. Which acid of each pair shown here would you expect to be stronger? ...

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  19. What are A and B in the following ?

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  20. In the following reaction, trace the position of isotopic O^(18) CH(...

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