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Factors Affected by Hydrogen Bonding

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which is more stable CH3-O-CH2+ OR OH-CH2+ ?

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Q. In which of the following pairs of carbocations, the first carbocation is more stable than the second?

C H_{2} = C H - + C H_{2} and C H_{2} = C H - C H_{2} - + C H_{2}

C H_{3} - N H - + C H_{2} and + C H_{2} - O H

C H_{3} - O - C H_{2} - + C H_{2} and C H_{2} - O - + C H_{2}

C H_{3} - + C H - C H_{2} C H_{2} C H_{3} and C H_{3} C H_{2} - + C H - C H_{2} C H_{3}

Q. Out of which

N O_{2} - C H_{2} - C H_{2} - O^{⊖}

C H_{3} - C H_{2} - C H_{2} - O^{⊖}

which one is more stable and why?

C H_{3}

C H_{3}

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C H_{3} - C - C H_{2} - B r + N a O H ⟶ C H_{3} - C - C H_{2} - C H_{3}

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C H_{3}

O H

Reason: It follows with formation of more stable carbocation.

C H_{3} - C H_{3} | C | C H_{3} - C H_{2} - B r + N a O H \to C H_{3} - C H_{3} | C | C H_{3} - C H_{2} - O H

(major). Reason: It follows with formation of more stable carbanion.

Consider the following statements :

C H_{3} O \oplus C H_{2}

is more stable than

C H_{3} \oplus C H_{2}

{M e}_{2} \oplus C H

is more stable than

C H_{3} C H_{2} \oplus C H_{2}

C H_{2} = C H - \oplus C H_{2}

is more stable than

C H_{3} C H_{2} \oplus C H_{2}

C H_{2} = \oplus C H

is more stable than

C H_{3} \oplus C H_{2}

Out of these statements :

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Factors Affected by Hydrogen Bonding

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