4.1 Organic Chemist's Toolbox Part 2 Flashcards
What is a Bronsted-Lowry acid?
proton donor
What is a Bronsted-Lowry base?
proton acceptor
What is the strength of most organic acids?
weak acids
What is the general rule of thumb for organic compound acidity for the MCAT?
strong acids > sulfonic acids > carboxylic acids > phenols > alcohols and water > aldehydes and ketones > sp CH bonds > sp2 CH bonds > sp3 CH bonds
What is a nucleophile?
species that have unshared pairs of electrons or pi bonds; lewis acid bases
What is nucleophilicity?
the measure of how strong a nucleophile is
How does nucleophilicity change with negative charge?
increases as negative charge increases
How does nucleophilicity change within the periodic table?
increases as you move down left
What are electrophiles?
electron-deficient species that act as electron pair acceptors
What is electrophilicity?
measure of how strong an electrophile is
What is formed when a nucleophile and electrophile interact?
coordinate covalent bond
What are good leaving groups?
resonance stabilized structures and weak bases
What are bad leaving groups?
strong bases
What is ring strain?
arises when bond angles between ring atoms deviate from the ideal angle predicted by the hybridization of the atoms
What effect does ring strain have on carbon carbon bonds and reactivity?
weakens the bonds and increases reactivity