Questions tagged [acid-base]

This tag should be applied to questions concerning acid and base reactions. An acid is capable of donating a hydron/ proton (Brønsted acid) or capable of forming a covalent bond with an electron pair (Lewis acid). A base on the other hand is a chemical species/ molecular entity having an available pair of electrons capable of forming a covalent bond with a hydron/ proton (Brønsted base) or with the vacant orbital of some other species (Lewis base).

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8
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2answers
461 views

Is there a terminology contradiction about whether the conjugate of a strong acid is a “weak base”?

(Please note, I am not simply asking, "Is the conjugate of a strong acid a weak base?" I'm asking about the contradictory ways those terms seem to be used.) I was revisiting strong/weak acids/bases ...
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1answer
286 views

Why do these two calculations give me different answers for the same acid-base titration?

In class, I performed an weak acid-strong base titration using commercial white vinegar and sodium hydroxide with the aim of finding the concentration of of ethanoic acid in the vinegar, and I used ...
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1answer
173 views

Why would the loss of H₂ to space mean that the Earth's geochemistry would be based on acid/base reactions?

I am reading a paper[1] that contains the line: Most of the $\ce{H2}$ in the Earth's mantle escaped to space early in the Earth's history; consequently, the overwhelming majority of the abiotic ...
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581 views

Why is acetone less acidic than cyclohexanol?

The $\mathrm{p}K_\mathrm{a}$ of acetone is 19, whereas the $\mathrm{p}K_\mathrm{a}$ of cyclohexanol is 16. However, acetone is resonance stabilized and its major resonance structure displays the ...
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Reaction of aluminium trichloride with water

Since $\ce{Al^3+}$ is an acidic cation, shouldn't it react with water like this? \begin{align} \ce{AlCl3 + 6H2O &<=> [Al(H2O)6]^3+ + 3Cl^-} \tag1\\ \ce{[Al(H2O)6]^3+ +H2O &<=> ...
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Is the behavior of a dilute strong acid the same as the behavior of a weak acid?

My assumption is yes, as the $\mathrm{pH}$ levels of each will be similar and thus they have the same acidity. Is this correct or am I missing something?
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Why is CF3COOH exceptionally acidic?

The pKa values of almost all carboxylic acids lie much above 0. But this is violated by trifluoroacetic acid(-0.25). How can this be justified?
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511 views

Why are lactate and lactic acid used synonymously in biochemistry?

In science there's always a misuse of the two terms. I know that lactate is the conjugate base of lactic acid. Why are they used like is the same thing? For exemple: in lactic acid bacteria (LAB) ...
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What is the maximum molarity of aqueous HCl?

Here is a problem a made up: We have some aqueous $\ce{HCl}$. What is the maximum possible molarity of the $\ce{HCl}$? How do I solve this? I don't have any good ideas.
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How does ammonium chloride increase the solubility of magnesium hydroxide in water?

In my textbook it is written that $\ce{Mg(OH)2}$ is slightly soluble in water, and it forms a milky solution which is called "milk of magnesia". Its solubility can be increased by the addition of $\...
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pH of aqueous solution of HCl of low concentration [duplicate]

What is the pH of $10^{-8}~\mathrm{M}$ $\ce{HCl}$ solution in water? My attempt: pH = $-\log(10)^{-8}$ = 8 But this is wrong because it should be acidic. Where have I gone wrong?
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Why amino acids (Zwitterion) become either negative or positive at low and high pH solutions?

The amino acids are Zwitterions. In neutral pH, an Amino acid's amino group has a postive charge and Carboxyl group has negative charge. They cancel each others charge thanks to the $Hydrogen$ that's ...
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How do you explain pKa to non-professional?

Let's say we have substance $\ce{A}$, which is mixed with substance $\ce{B}$ to improve shelf-life because $\mathrm{p}K_\mathrm{a}$ of the substance $\ce{A}$ is $7.9$ and in mix the $\mathrm{pH}$ is $...
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Which salt will best be able to buffer the addition of HCl?

From these three salts, which will be best able to buffer the addition of $\ce{HCl}$? ammonium chloride sodium carbonate ammonium acetate. I think sodium carbonate is the right choice because when ...
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959 views

Choice of base for malonic ester synthesis

Most reaction mechanisms use $\ce{EtO-}$ as a base to deprotonate the alpha hydrogen in the malonic ester sythesis. But in the equilibrium there are still esters that haven't been deprotonated. Why ...
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Can any compound be a Lewis acid but not be a Brønsted acid?

Is it possible for a compound to act as a Lewis acid but NOT act as a Brønsted acid? When would this happen? Could you please give a few examples where/why this happens ?
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Why does the hydroxide ion have a negative charge?

I've been studying the roles of hydroxide & hydronium in acids and bases, and it was mentioned that a hydroxide ion (OH-) has a negative charge. Can someone give me a layman's explanation of what ...
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1answer
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Is calcium chloride an acidic or basic salt?

What I reason: Calcium chloride is the salt of hydrochloric acid and calcium hydroxide. Calcium hydroxide is usually not considered a strong base, and I believe this is because of it's low solubility. ...
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Short Cut Method to Calculating pH of Polyprotic Acid?

I am doing the following question: Calculate the pH of a $4.00\ \mathrm{mol\ L^{-1}}$ solution of citric acid. $\mathrm{pK_{a1}} = 3.09~~~~~ \mathrm{pK_{a2}} = 4.75~~~~~ \mathrm{pK_{a3}} = 6.40$ ...
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593 views

Can hydroxides ionize alcohols?

For example, can $\ce{NaOH}$ ionize ethanol into ethoxide? My textbook (Organic Chemistry, 6th edition, by M. Loudon and J. Parise, Roberts & Company 2016) suggests yes — it uses it in its ...
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Combining acid dissociation constants to determine pH of diprotic acid

If I have a diprotic acid with $K_{\mathrm{a1}}$ and $K_{\mathrm{a2}}$ as the acid dissociation constants, why can't I calculate the final $\mathrm{pH}$ using $K = K_{\mathrm{a1}}\cdot K_{\mathrm{a2}}$...
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Why is water not part of the equilibrium constant?

In the acid base reaction $$\ce{NH4+ + H2O <-> NH3 + H3O+}$$ the acidity constant, which is a relation between concentrations is given by $$K_{\mathrm{a}}=\frac {\ce{[NH3]} \cdot \ce{[H3O+]}}{...
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Why isn't N2 a Lewis base?

Why is $\ce{N2}$ (dinitrogen) not a Lewis base even with two lone pairs?
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Storing large quantities of KOH

I need to handle large quantities of $\ce{KOH}$; close to 1000 liters of 85 % conc $\ce{KOH}$ for about an hour. Any suggestions on how I go about doing it? Also the temperature during the process ...
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Why is p-methoxyphenol more acidic than p-methylphenol?

Why is p-methoxyphenol more acidic than p-methylphenol? According to me, inductive effect really doesn’t matter at para positions and p-methoxyphenol should be less acidic due to the high mesomeric ...
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1answer
6k views

Can someone please explain buffers to me?

This is what I understand so far: The concept of a buffer is to minimize any swings in pH. In order to do this you need to create a solution with both acidic and basic compounds. To create one, you ...
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1answer
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Are there any amphoteric substances other than water and ammonia?

I have read about the Brønsted-Lowry and Arrhenius concepts to define a substance as an acid or a base. Our teacher told us that there are substances which behave both as an acid and a base, using ...
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Why does polonium form acidic oxides?

All metals form basic oxides. Metallic oxides are basic in character. Polonium is a metal, so it should form basic oxides but it forms acidic oxides. Why are its oxides acidic in character?
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Why does gaseous HCl not change dry blue litmus paper to red?

I am doing a practical in lab, in which HCl is to be evolved. I found that when blue litmus is near the evolved gas, it doesn't turn red. But, when litmus is dipped in water and then brought near the ...
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How to calculate pH of a solution when H3PO4, NaH2PO4, Na2HPO4 and Na3PO4 are mixed together in certain amounts to form a solution?

How to calculate pH of a solution when $\ce{H3PO4}$, $\ce{NaH2PO4}$, $\ce{Na2HPO4}$ and $\ce{Na3PO4}$ are mixed together in certain amounts to form a solution? I know how to calculate pH when they ...
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How are these compounds strong bases, when they are sparingly soluble in water?

How is it possible that some insoluble compounds in water, e.g. $\ce{Mg(OH)2}$, $\ce{Ca(OH)2}$, $\ce{Sr(OH)2}$ are considered strong bases? Are they even strong bases? How can I tell if a compound is ...
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1answer
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Is it correct to say that H2SO4 is an acid in this reaction?

Is it correct to say that $\ce{H2SO_4}$ acts as an acid in the following reaction? $\ce{2Ag + H2SO_4} \rightarrow \ce{Ag_2SO_4 + 2H_2O + SO_2}$ I know it acts as an oxidizing agent, but is it ...
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Reaction of Iron(III) with hydroxide ion

The observations: 1) Treatment of 1 mL of 0.05 M $\ce{Fe(NH4)SO4}$ solution with excess 1 M $\ce{NaOH}$ results in the formation of a rust-colored red-brown iron-based solution with many suspended ...
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1answer
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Why is carbon monoxide a neutral oxide?

Carbon monoxide ($\ce{CO}$) is considered to be a neutral oxide, not acidic or basic. But why? It reacts with hot concentrated sodium hydroxide solution to give a solution of sodium methanoate: $$\ce{...
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Aqua regia and nascent chlorine

Aqua regia has the famous property of being able to dissolve noble metals, like gold and silver. I read that this has to do with the generation of nascent chlorine. How does this happen and how does ...
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Why does adding salt to water reduce the pH?

I recently heard someone claim that adding table salt to vinegar caused HCl to form which helped them clean coins - clearly not the case - however I thought I'd disprove it by doing an experiment. So ...
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How to assess the strength of the acid?

Which is the stronger acid in the given pairs? $\ce{HClO3}$ and $\ce{HBrO3}$ $\ce{HClO2}$ and $\ce{HClO}$ $\ce{H2Se}$ and $\ce{H2S}$ given that the number of oxygen atoms is the same, ...
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523 views

t-BuOK as a base

I thought $\ce{KOtBu}$ was used to form the less substituted alkene. Why is that not the case here?
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Does dilution of a buffer affect pH?

The Henderson-Hasselbalch equation for the $\mathrm{pH}$ of a buffer solution of the monoprotic acid $\ce{HA}$ is given by $$\mathrm{pH}=\mathrm pK_\mathrm a+\log{\frac{[\ce{A-}]}{[\ce{HA}]}}$$ Since ...
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pKa values for protonated nitrogens in ketoconazole

Everywhere on the internet I see that the two $\mathrm pK_\mathrm a$'s of ketoconazole are 6.4 and 2.3, but I don't think that is correct. The $\mathrm pK_\mathrm a$ of imidazole is around 6.4 . ...
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Why is glycine hydrochloride more acidic than chloroacetic acid?

I cannot figure out why glycine hydrochloride is more acidic than chloroacetic acid. Could I have figured this out from a $\mathrm pK_\mathrm a$ table and maybe am just not seeing it? On the table I ...
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1answer
325 views

How can I determine the pH of solution?

Could anyone tell me how I would go about calculating the pH of 100.0 mL of 0.100 M $\ce{H2NNH2}$ ($K_\text{b} = 3.0 \times 10^{-6}$). Furthermore, how would this pH change when 20.0 mL of 0.200 M $\...
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356 views

What is the most acidic neutral hydrocarbon?

This is a question I've been thinking about quite frequently. I had seen that this hydrocarbon has a low $\mathrm pK_\mathrm a$ with reference to the highlighted H-atom Loss of the central gives ...
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1answer
377 views

Why don't Gringard Reagents react with carbonyls at the alpha position? [duplicate]

According to many texts, the reason why Gringard reagents cannot be used with alcohols is because the Gringard reagent is a strong base, which would deprotonate the alcohol. ($p\pu{K}_b$ of Gringard $\...
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Is the conjugate base of pyrrole resonance stabilised?

This is something I am conceptually struggling with, if I deprotonate pyrrole on the nitrogen in the ring, is it true that the conjugate base is not resonance stabilised, because the orbital is ...
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1answer
615 views

Buffer Power of the amphiprotic substance

The mass balance for a generic amphiprotic substance $[\ce{AH^-}]$ this: $$ [\ce{HA^-}]=C \cdot \dfrac{K_{a1} [\ce{H_3O^+}]}{K_{a1}\cdot [\ce{H_3O^+}] + [\ce{H_3O^+}]^2 + K_{a1} \cdot K_{a2}} \quad ...
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1answer
372 views

How to derive the conductivity titration curve which accounts for salt formation

I derived an equation that gave me the volume of base required to get a certain $\mathrm{pH}$: In a titration between a weak acid $\ce{HA}$ and weak base $\ce{B}$ (adding base into acid solution) the ...
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Which will be the most acidic hydrogen in the following organic compounds?

Which will be the most acidic hydrogen in both cases? Please explain. According to me, in the first compound 2 should be most acidic as in both 1 and 2, resonance occurs but 2’s carbon is closer to ...
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How is the trend of acidity in the sequence: phosphinic, phosphonic, phosphoric acid explained?

How is the trend of increasing $\mathrm{p}K_\mathrm{a}(1)$ value in the sequence: phosphinic $(1.24)$, phosphonic $(2.00)$, phosphoric acid $(2.21)$ explained (the image was taken from Housecroft ...
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How does sodium bicarbonate act as a deodorizing agent?

I was reading this other question on the site: Deodorizing using baking powder instead of baking soda. Apparently, baking soda is used quite often as a cleaning and deodorizing agent. From what I ...

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