Does the total number of carbons in an ester affect its Kc of hydrolysis?

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After all, a longer carbon chain has more interactions with water, which can interfere with the equilibrium. However, it is hard to say if that is the only factor at play. Other factors such as steric hindrance and electronic effects may also contribute to the decrease in Kc.In summary, the experiment involved leaving 5 esters of varying carbon chain lengths in the presence of water and concentrated HCl for 9 days, followed by titration with NaOH to determine equilibrium constant (Kc) values. The results showed that longer carbon chains had lower Kc values, possibly due to interactions with water and other factors such as steric hindrance and electronic effects. The question remains if this observation is solely due to these factors or if
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nnoor
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Hello!

I am currently writing a research paper. I performed an experiment whereby I left 5 esters of different overall number of carbons (methyl benzoate, ethyl acetate, ethyl formate being 3 examples) in presence of water and concentrated HCl to reach equilibrium (in 9 days). I then titrated the solution against NaOH and did subsequent calculations to derive the equilibrium constant (Kc) values of each ester. What I found was rather interesting: the more carbons an ester has, the lower the Kc value, though not proportionally so. The experiment was done under standard conditions.

My question is, is there any particular reason or justification as to why this is so? Or was this rather just a fluke?

I appreciate any ideas of suggestions you have. Thank you!
 
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Are you sure you have measured Kc, and not reaction kinetics?

It is not to say that your observation is wrong.
 
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FAQ: Does the total number of carbons in an ester affect its Kc of hydrolysis?

How does the total number of carbons in an ester affect its Kc of hydrolysis?

The total number of carbons in an ester does not directly affect its Kc of hydrolysis. However, it can indirectly impact the Kc value by influencing the stability of the ester molecule and the rate of hydrolysis.

Does a higher number of carbons in an ester result in a higher or lower Kc of hydrolysis?

A higher number of carbons in an ester may result in a higher or lower Kc of hydrolysis, depending on the specific ester. Ester molecules with more carbons may have stronger bonds and therefore a lower rate of hydrolysis, resulting in a lower Kc value. However, longer carbon chains may also provide more steric hindrance, making it more difficult for water molecules to access the ester, resulting in a higher Kc value.

Is the Kc of hydrolysis affected by the type of ester or only the number of carbons?

The Kc of hydrolysis can be affected by both the type of ester and the number of carbons. Different types of esters have different functional groups and bond strengths, which can impact the rate of hydrolysis and therefore the Kc value. Additionally, the number of carbons can also play a role in the stability and reactivity of the ester molecule.

Can the Kc of hydrolysis be manipulated by changing the number of carbons in an ester?

The Kc of hydrolysis is a thermodynamic property and is not easily manipulated by changing the number of carbons in an ester. However, by altering the structure of the ester, such as introducing double bonds or functional groups, it may be possible to alter the Kc value.

How does the Kc of hydrolysis of an ester relate to its reactivity?

The Kc of hydrolysis is a measure of the equilibrium constant for the reaction between an ester and water to form a carboxylic acid and an alcohol. A higher Kc value indicates a higher concentration of products, meaning the reaction is more favorable and the ester is more reactive. However, the specific structure and composition of the ester also play a significant role in its reactivity.

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