Chapter 2: Acids and Bases- Acid-Base Rxn: proton is transferred from an acid to a base- Bronsted-Lowry Acid: proton donor (HB)- Bronsted-Lowry Base: proton acceptor (A-)- Conjugate Base: species formed when a proton is removed from an acid (B-)- Conjugate Acid: species formed when a proton is added to a base (HA)HB (aq) + A- (aq) B- (aq) + HA (aq)- Arrhenius Acid: material that donates a proton (H+)- Arrhenius Base: material that donates a hydroxide ion (OH-)o Base= alkali- Lewis Acid: accepts an electron pair from a LB- Lewis Base: donates an electron pair to a LA- Acidic soln pH < 7- Basic soln pH > 7- Strength of an acid or base depends on the extent of ionization in HOHo Strong Acids: HCl, HBr, H2SO4, HNO3, HI, HClO4o Strong Bases: NaOH, KOH, LiOH, CsOH, Mg(OH)2, Ca(OH)2, Ba(OH)2o Weak acids and bases ionize to a lesser extent in HOH Weak Acids: solutes that react reversibly w/ HOH to form H3O+ ions Weak Bases: solutes that react w/ HOH to acquire a H+ ion and leave OH- behindo Many org acids and bases are insoluble in HOH, so a solvent other than HOH is required to put them into soln. Solvents are typically another org compound- Ex: diethyl ether, hexane, dichloromethane A very weak acid can react w/ a particularly strong base, and a very weak base can react w/ a particularly strong acid.- Mineral Acid: any inorganic acid (MA) o Many of the strong MA’s are insoluble in org. solvents So mixes of HOH and org solvent are used- The strength of an acid depends on the bases w/ which it reactso Critical for est-ing whether the equilibrium lies to the L or the R- An acid reacts w/ a base, regardless of solvent, but the extent of ionization changes w/ the solvent used and w/ the base- Ka= [Conjugate Acid] [Conjugate Base] [Acid] [Base]o In gen chem, the HOH (base) is removed from the equation to simplify equations, however, when HOH is removed from the K expression, this also removes the base from the acid-base equilibrium. Therefore, if there’s a solvent other than HOH used, then the base must be put back into the expression.- Acids react w/ bases in order to ionize- What happens when HOH accepts a H+ to form H3O+?o A new sigma covalent bond is formed b/w the H atom and the O atomso One of the unshared electron pairs on O reacts w/ H+ to form the new bond to the protono Blue curved arrow indicates O donates 2 electrons to H+ to form new O—H bond The curved arrow formalism is used in chem rxns to indicate transfer electron density in order to form a new chem bond.o A proton (H+) has no electron density associated w/it, so it accepts the electron density from the electron-rich O atom. O = base H+ = acido Resulting H3O+ has 3 bonds to O, making it electron deficient, so it takes on a (+) charge.o Further in this rxn, one electron pair on O is donated to the electron deficient H+ to form a new bond. O accepts H+ by donating 2 electrons to form a new bond.Chapter 2: Acids and Bases- Bases may be defined as 2 electron donors to an electron deficient center.o If the base donates electrons to a H+, it’s a Bronsted-Lowry baseo If the base donates electrons to an atom other than H, it’s formally a Lewis baseo To donate electrons, a base must have an excess of electron density. Molecules containing O or N react as bases b/c they have excess electron density. The more easily an atom is able to donate electrons, the more basic that atom should be.o If all bases donate 2 electrons, the electron flow is from the base to the acid, rather than from the acid to the base. An acid doesn’t donate the proton, but rather the H+ is attacked by the base to form a new bond to the proton Electron flow is always from a source of high electron density to a point of low electron densityo A base is electron rich and will donate 2 electrons to an electron deficient atom, suchas H+, to form the CA. There are no free protons they come from an acid (such as HCl or HCOOH)o A base doesn’t react w/ a free proton, but rather w/ an electron deficient H atom that’s attached to another atom. When the base donates 2 electrons to the H atom, it literally pulls the base away. The bond b/w atoms will break as the 2 electrons from the base are used to form a new bond, such as O—H and the 2 electrons in the former bond will migrate toward the other atom (like Cl- from HCl) to form the CB.- Sometimes the acid-base rxn doesn’t work very well b/c the Ka favors the acid and base (left) rather than the CA and CB (right)o If the Ka for a given A-B rxn is unfav., changing the base may make Ka more fav. Changing the base to one that’s stronger for a given acid should shift Ka toward the CA and CB.- One base may be stronger than another, and one must be able to predict relative basicity.- If one acid has a pKa = 1 and the other pKa = 8, the first is the stronger acid while the second in the stronger base.o B/c pKa corresponds to pH- Why is HI more acidic than HF?o HI is a stronger acid indicates Ka is larger If Ka is larger, than pKa is smallero The bond strength of HI is smaller. The covalent radius of I is larger than F - So the bond distance b/w H and I will be longer than the bond distance b/w H and F. A longer bond is a weaker bond.- If the H—I bond is weaker, then it should break more easily when attacked by the baseo This pushes the rxn toward the right to favor the CA and CB Means than Ka is larger for the rxn w/ HI- A weaker bond is consistent w/ a more acidic compoundo The more stable ion will be less reactive In the equilibrium rxn, the CA and CB will react to give the acid and the base Reactivity refers to the reverse rxn of the A-B equilibrium- I- is more less reactive b/c it’s larger and less able to donate electrons o I- is weaker base I- is more stable, and therefore less reactive- B/c it’s less reactive, there’s a higher concentration of I- relative to F-, which means that the equilibrium in the HI rxn is pushed more to the right, and the equilibrium for HF is pushed further to the left.Chapter 2: Acids and Baseso I- is the CB, so a high concentration means a larger Ka, so HI will be a stronger acid. Why does a more stable CB make Ka larger?- The charge in I- is dispersed over a much larger area b/c I- is larger than F-o Makes it more difficult to donate those electrons to the acido Larger size of the ion and dispersal …
View Full Document