The terms "acid" and "base" can have different meanings in different contexts
The idea that acids are solutions containing a lot of "H+" and bases are solutions containing a lot of "OH-" is not very useful in organic chemistry
Brønsted-Lowry theory
Defines acids and bases by their role in reactions that transfer protons (H+) between donors and acceptors
Brønsted acid
A substance that donates a hydrogen ion (H+)
Brønsted base
A substance that accepts the H+
Proton
A synonym for H+ - loss of an electron from H leaving the bare nucleus
The Reaction of HCl with H2O
1. HCl donates a proton to water molecule, yielding hydronium ion (H3O+) and Cl−
2. The reverse is also a Brønsted acid–base reaction of the conjugate acid and conjugate base
Equilibrium constant (Ke)
A measure related to the strength of the acid
Stronger acids
Have larger Ke
Ka - the Acidity Constant
Ke times 55.6 M (leaving [water] out of the expression)
Ka
Ranges from 1015 for the strongest acids to very small values (10-60) for the weakest
Acid strength
The "ability" of a Brønsted acid to donate a proton
pKa - the Acid Strength Scale
pKa = -log Ka
A larger value of pKa indicates a stronger acid and is proportional to the energy difference between products and reactants
The pKa of water is 15.74
The difference in two pKa values
Is the log of the ratio of equilibrium constants, and can be used to calculate the extent of transfer
Organic Acids
Those that lose a proton from O–H, such as methanol and acetic acid
Those that lose a proton from C–H, usually from a carbon atom next to a C=O double bond (O=C–C–H)
Organic Bases
Have an atom with a lone pair of electrons that can bond to H+
Nitrogen-containing compounds derived from ammonia are the most common organic bases
Oxygen-containing compounds can react as bases when with a strong acid or as acids with strong bases
Lewis acids
Electron pair acceptors
Lewis bases
Electron pair donors
Brønsted acids are not Lewis acids because they cannot accept an electron pair directly (only a proton would be a Lewis acid)
Lewis Acids
Metal cations, such as Mg2+
Group 3A elements, such as BF3 and AlCl3
Transition-metal compounds, such as TiCl4, FeCl3, ZnCl2, and SnCl4
Organic compounds that undergo addition reactions with Lewis bases (discussed later) are called electrophiles and therefore Lewis Acids
Combination of a Lewis acid and a Lewis base
Shown with a curved arrow from base to acid
Lewis bases can accept protons as well as Lewis acids, therefore the definition encompasses that for Brønsted bases
Most oxygen- and nitrogen-containing organic compounds are Lewis bases because they have lone pairs of electrons
Some compounds can act as both acids and bases, depending on the reaction
Acids
Sour taste, ability to corrode metals, effect on indicators
Bases
Bitter taste, slippery feel, role in neutralizing acids
A crucial aspect of nursing education is knowledge of acids and bases
Nursing knowledge of acids and bases
Monitor and manage patient health, assess pH levels in bodily fluids, administer medications safely, maintain acid-base balance essential for various bodily functions
Knowledge necessary to assess pH levels in bodily fluids
pH scale (range: 0-14, with 7 being neutral)
Acid-Base Chemistry
Normal pH ranges
Acidosis and Alkalosis
Buffer systems
Interpretation of blood gas results
Clinical implications of pH imbalances
Appropriate interventions to restore pH balance
The reaction patterns of organic compounds often are acid-base combinations
Three definitions of Acids and Bases
They offer varying, encompassing perspectives of what acids and bases are
The definitions of acids and bases are not mutually exclusive
There is a trend in identifying acids and bases
Acid/Base Pair
Acid and its conjugate base, or base and its conjugate acid
Ka
Acid dissociation constant
pKa
Negative logarithm of the acid dissociation constant
The Golden Rule in Organic and in any Scientific Reaction is to analyze the stability of the conjugate base
Factors to analyze the stability of the conjugate base
Charge (C)
Atom holding the charge (A)
Resonance (R)
Inductive effect (I)
Orbitals (O)
Charge, whether positive or negative, is a burden to the atom. Molecules prefer to be neutral in order to be stable.