Which of the compounds below are strong enough bases to effectively deprotonate

Question

Which of the compounds below are strong enough bases to effectively deprotonate cyclopentane carboxylic acid such that the equilibrium of the reaction will favor the products?

Which of the compounds below are strong enough bases to effectively deprotonate cyclopentane carboxylic acid such that the equilibrium of the reaction will favor the products? OH Click all that apply. Warning: Incorrect answers will deduct from the score for this question. NaHCO3 (sodium bicarbonate) Na2CO3 NaH (sodium hydride) NaOCH3 (sodium methoxide) NaOH (sodium hydroxide)

Explanation / Answer

ANS: NaOH, NaH

cyclopentane carboxylic acid is weak acid because electron releasing alkyl groups (cyclopentyl)decreases the acidity.

The electron releasing groups increases the negitive charge on the carboxylate ion and destabilise it.

The loss of proton becomes more difficult, therefore it requires strong bases like NaOH, NaH to deprotonate.

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