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).

This tag should be applied to questions concerning acid and base reactions.

According to the IUPAC goldbook, an acid is a molecular entity or chemical species capable of donating a hydron (proton) (Brønsted acid) or capable of forming a covalent bond with an electron pair (Lewis acid).

Brønsted acid (source)
A molecular entity capable of donating a hydron (proton) to a base, (i.e. a 'hydron donor') or the corresponding chemical species. For example: $\ce{H2O, H3O+, CH3CO2H, H2SO4, HSO4^{−}, HCl, CH3OH, NH3}$ .

Lewis acid (source)
A molecular entity (and the corresponding chemical species) that is an electron-pair acceptor and therefore able to react with a Lewis base to form a Lewis adduct, by sharing the electron pair furnished by the Lewis base. For example:
$\ce{\underset{Lewis~acid}{(H3C)3B} + \underset{Lewis~base}{:NH3} -> \underset{Lewis~adduct}{(H3C)3\overset{\small{~~\ominus}}{B}-\overset{\small{\oplus}}{N}H3}}$

In conjunction to this, the definition of a base is a chemical species or 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).

Brønsted base (source)
A molecular entity capable of accepting a hydron (proton) from an acid (i.e. a 'hydron acceptor') or the corresponding chemical species. For example: $\ce{{}^{-}OH, H2O, CH3CO2^{−}, HSO4^{−}, SO4^{2−}, Cl^{−}}$.

Lewis base (source)
A molecular entity (and the corresponding chemical species) able to provide a pair of electrons and thus capable of coordination to a Lewis acid, thereby producing a Lewis adduct.

The two kinds of molecules or chemical species are closely related as they form so called conjugated acid-base pairs in the Brønsted sense, or as mentioned previously, as a Lewis adduct in the alternative Description.

conjugate acid–base pair
The Brønsted acid $\ce{BH+}$ formed on protonation of a base $\ce{B}$ is called the conjugate acid of $\ce{B}$, and $\ce{B}$ is the conjugate base of $\ce{BH+}$. (The conjugate acid always carries one unit of positive charge more than the base, but the absolute charges of the species are immaterial to the definition.) For example: the Brønsted acid $\ce{HCl}$ and its conjugate base $\ce{Cl^{−}}$ constitute a conjugate acid–base pair.

The reactivity of acids and bases is dependent on the $\mathrm{p}\ce{H}$ of a solution and as a consequence, every reaction of acids and bases will change this property of a solution.

In aqueous solution at $T = 25~^\circ\mathrm{C}$, acids usually have a $\mathrm{p}\ce{H}$ less than 7 and bases have a $\mathrm{p}\ce{H}$ greater than 7, this is because the neutrality of an aqueous solution is determined or governed by the autoprotolysis of water. $$\ce{2H2O <=> H3+O + {}^{-}OH}$$ Therefore neutrality of a solution is achieved when the activities of hydronium and hydroxide ions are equal, $$a(\ce{H3+O})=a(\ce{{}^{-}OH}),$$ or in simpler terms, when the concentrations of hydronium and hydroxide ions are equal, i.e. $$[\ce{H3+O}]=[\ce{{}^{-}OH}].$$

Due to this nature these questions are usually related to and/or .

A fairly good answer, that covers acids and bases in general can be found in this question.

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Is a negative pH level physically possible?

A friend of mine was looking over the definition of pH and was wondering if it is possible to have a negative pH. From the equation below, it certainly seems mathematically possible—if you have a $1.1$ (or something $\gt 1$) molar solution of…
apnorton
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Is it actually possible to dispose of a body with hydrofluoric acid?

In the TV show "Breaking Bad", Walter White frequently gets rid of people who get in his way by submerging them in a plastic container full of hydrofluoric acid. This, at least in the TV show, completely dissolves the body leaving nothing but a red…
user1579
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Ortho-effect in substituted aromatic acids and bases

   When comparing o,m,p-toluidine basicities, the ortho effect is believed to explain why o-toluidine is weaker. But when comparing o,m,p-toluic acid basicities, the ortho effect is stated as a reason why o-toluic acid is stronger acid. I was told…
user4114
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Why add water first then acid?

From school, I remember a very important rule: first you need to pour the water and then the acid (when you need to mix them) not vice-versa. This is because otherwise the aсid becomes very hot and splashing may happen. So, why does it get hotter…
pmod
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Why don't we explode after drinking water?

It is known that acid should be added to water and not the opposite because it results in an exothermic reaction. Our stomach contains HCl, so why don't we explode when we drink water?
Ram Keswani
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The reason behind the steep rise in pH in the acid base titration curve

Most books refer to a steep rise in pH when a titration reaches the equivalence point. However, I do not understand why … I mean I am adding the same drops of acid to the alkali but just as I near the correct volume (i.e. the volume required to…
Eliza
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Why does CaCO3 react with HCl, but not with H2SO4?

I have a wonderful reaction of marble chips, $\ce{CaCO3}$, with hydrochloric acid, $\ce{HCl}$, and carbon dioxide was released beautifully (fast, large volume, easy to measure and makes good visual effect too). But there is no reaction between…
Sleepy Hollow
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What is more acidic: D3O+ in D2O or H3O+ in H2O and why?

What is more acidic: $\ce{D3O+}$ in $\ce{D2O}$ or $\ce{H3O+}$ in $\ce{H2O}$ and why? I think it's $\ce{D3O+}$ in $\ce{D2O}$ as I saw somewhere that this property is used in mechanistic studies (the inverse isotope effect), but I need a proper…
EJC
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Why is arsenous acid denoted H3AsO3?

Inspired by this question, I'm wondering why arsenous acid is frequently denoted $\ce{H3AsO3}$, as opposed to $\ce{As(OH)3}$, which would appear to more accurately reflect its connectivity? [edit] I feel like such a doofus, forgetting about sulfuric…
Richard Terrett
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Is methanol more acidic than water?

Methanol is slightly more acidic than water. Their $\mathrm{p}K_\mathrm{a}$ values, in water, are $15.5$ and $15.7$, respectively. All other aliphatic alcohols, however, are less acidic than water. Is the following reasoning correct? This is my…
Dissenter
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Why is pyrimidine less basic than pyridine?

From Wikipedia's article on pyrimidine: Because of the decreased basicity compared to pyridine, electrophilic substitution of pyrimidine is less facile. But why is pyrimidine less basic than pyridine? Pyrimidine has two $\mathrm{sp^2}$-hybridised…
CowperKettle
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Would it be possible to destroy gold?

I'm a writer. I have a scenario in which a sizable amount of gold needs to be rendered unusable, preferably completely destroyed. I know an acid like aqua regia is able to dissolve gold, but would there be a way to make it impossible (or at least…
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Acidity of substituted phenols

Phenol has a $\mathrm pK_\mathrm a$ approximately equal to $9.9$. When one studies the acidity of chlorophenols, one notices the following: First of all, chlorophenols are more acidic than phenol, due the negative inductive effect (−I) of chlorine,…
mannaia
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What's the difference between a nucleophile and a base?

Obviously it depends on the context whether you would call a particular species a nucleophile or a base but are the two terms largely synonymous or is there a difference?
RobChem
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What is the pKa of the hydronium, or oxonium, ion (H3O+)?

Although the wikipedia page on Hydronium indicates a $\mathrm{p}K_\text{a}$ of −1.74, I noticed in the discussion of this page that the subject seems debated (cf. http://en.wikipedia.org/wiki/Talk:Hydronium#pKa.3F) since alternative (apparently more…
The Quark
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