Acid-Base and pH Flashcards
Arrhenius acid and base
Acid - Produces hydrogen ion
Base - Produces hydroxyl ion and cation in water
Bronsted lowry acid and base
Acid - Proton donor
Base - Proton acceptor
Conjugate base pairs
- Acid reacts with base to produce a conjugate base to produce conjugate acid
- Strong acid had weak conjugate base
Ka relationship with acid strength
Completely disassociate in new solution bigger Ka value
Ka equation
- -log(Ka) is the pKa
- Bigger Ka over the smaller Ka to see how much bigger it is
Acidity
More electronegative element help stabilise the negative charge
Basicity
Decrease electrons for more electronegative elements less likely to be donated
Acidity with electron withdrawing group
- Electron withdrawing groups (Br, Cl, F) attract electrons from negatively charged atom of the conjugate base pair which stabilises it
- Decrease pKa when you increase number of electron withdrawing increase acidity
- When electron withdrawing group is closer to the -OH pH increases less acidic
Acidity with Electron donating groups
Longer carbon chains destabilise increase electron density so weaker acid & increased pH
Basicity with electron groups
- Electron withdrawing destabilising conjugate acid less likely to pick up proton decrease basicity
- Electron donating groups increase basicity nitrogen increase protonation
Hybridising effect and acidity
- Acidity in pH the sp electrons are held closer the conjugate base pairs more stable
- Sp3 (single bond) 25%s character less acidic compared to Sp2 33%s (double bond) and 50%s for sp (triple bond) orbital
- The lone pair on sp and sp2 are held closer so more difficult to protonate than sp3 so sp3 more basic high pH
Hybridisation
- S represents Hydrogen bond
- Sp represents a triple bonded carbon
- Sp2 represents a double bonded carbon
- Sp3 represents a single bonded carbon
Resonance
- Delocalisation of charge in conjugate base anion is a stabilising factor increase acidity of acetic acid to ethanol
- Due to delocalisation of charge in acetate and not ethanol where its localised
- Acidity of C-H further enhanced if 2 carbonyl groups
- Delocalised enables charge to be transferred to electronegative oxygen atom
- Cyclohexanol and phenol difference of delocalisation of negative charge to aromatic ring so pH lower in acids
- Sp2 more electronegative than sp3