Oopss totally forgot to ask the next question...
Which proton in ascorbic acid is the most acidic?
Why is that so?
Chemistry Lab C
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Cathy-TJ
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Re: Chemistry Lab C
jaah5211 wrote:Oopss totally forgot to ask the next question...
Which proton in ascorbic acid is the most acidic?
Why is that so?
The most acidic proton is going to be the one that makes the most stable conjugate base. In this case, removal of the proton on the 4th carbon of the furan ring results in three possible resonance structures, while removing the others results in two. [img]https://i.stack.imgur.com/KVCSd.png[/img] This is a good illustration of the three resonance structures.
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whythelongface
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Re: Chemistry Lab C
I don't like the second of the three resonance structures. Even stabilized, carbanions are inherently unstable (a lot more so than oxyanions) and I don't think it contributes to the stability of the ascorbate ion in any major way.Cathy-TJ wrote:The most acidic proton is going to be the one that makes the most stable conjugate base. In this case, removal of the proton on the 4th carbon of the furan ring results in three possible resonance structures, while removing the others results in two. [img]https://i.stack.imgur.com/KVCSd.png[/img] This is a good illustration of the three resonance structures.
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Cathy-TJ
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Re: Chemistry Lab C
whythelongface wrote:I don't like the second of the three resonance structures. Even stabilized, carbanions are inherently unstable (a lot more so than oxyanions) and I don't think it contributes to the stability of the ascorbate ion in any major way.Cathy-TJ wrote:The most acidic proton is going to be the one that makes the most stable conjugate base. In this case, removal of the proton on the 4th carbon of the furan ring results in three possible resonance structures, while removing the others results in two. [img]https://i.stack.imgur.com/KVCSd.png[/img] This is a good illustration of the three resonance structures.
That's a good point.
Looking over the possible structures again, I still think that proton is the most acidic, since it has two stable resonance structures, while the other proton on the OH of the third carbon in the ring only has one. Correct me if I'm wrong.
Thanks for catching that!
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Last edited by Cathy-TJ on Thu Feb 21, 2019 9:08 pm, edited 3 times in total.
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whythelongface
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Re: Chemistry Lab C
Pretty sure the conclusion is correct! Google confirms this. Anyway, you should ask the next question!Cathy-TJ wrote: That's a good point.
Looking over the possible structures again, I still think that proton is the most acidic, since it has two stable resonance structures, while the other proton on the OH of the third carbon in the ring only has one. Correct me if I'm wrong.
Thanks for catching that!
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Cathy-TJ
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Re: Chemistry Lab C
a) What two substances mixed together make aqua regia? In what relative concentrations?
b) Describe how aqua regia dissolves gold, and write a balanced equation for the reaction.
b) Describe how aqua regia dissolves gold, and write a balanced equation for the reaction.
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wec01
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Re: Chemistry Lab C
Cathy-TJ wrote:a) What two substances mixed together make aqua regia? In what relative concentrations?
b) Describe how aqua regia dissolves gold, and write a balanced equation for the reaction.
a) 3 parts hydrochloric acid, 1 part nitric acid b) The nitric acid oxidizes the gold while the hydrochloric acid provides chloride ions. [math]Au + HNO_3 + 4 HCl \rightarrow [AuCl_4]^- + [NO] + [H_3O]^+ + H_2O[/math]
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Cathy-TJ
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Re: Chemistry Lab C
Looks good! You have the next question.wec01 wrote:Cathy-TJ wrote:a) What two substances mixed together make aqua regia? In what relative concentrations?
b) Describe how aqua regia dissolves gold, and write a balanced equation for the reaction.a) 3 parts hydrochloric acid, 1 part nitric acid b) The nitric acid oxidizes the gold while the hydrochloric acid provides chloride ions. [math]Au + HNO_3 + 4 HCl \rightarrow [AuCl_4]^- + [NO] + [H_3O]^+ + H_2O[/math]
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wec01
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Re: Chemistry Lab C
1. Write a balanced chemical equation for the reaction between calcium carbonate and hydrochloric acid.
2. Is this reaction exothermic or endothermic?
3. What molecule is produced that most greatly contributes to the answer in part 2?
2. Is this reaction exothermic or endothermic?
3. What molecule is produced that most greatly contributes to the answer in part 2?
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Re: Chemistry Lab C
wec01 wrote:1. Write a balanced chemical equation for the reaction between calcium carbonate and hydrochloric acid.
2. Is this reaction exothermic or endothermic?
3. What molecule is produced that most greatly contributes to the answer in part 2?
1. [math]CaCO_3 + 2HCl \rightarrow H_2O + CO_2 + CaCl_2[/math] 2. Exothermic. 3. CaCl2? Forming ionic bonds is usually very exothermic so CaCl2 should have a very negative Hf.