Esterfication camphor aldol condensations more camphor random
100
What is carboxylic acid, alcohol, and acid catalyst
reactants and reagents needed for Fischer esterfication
100
What is isoborneol because the hydride attacks from the bottom of the molecule, and isoborneol is less statically hindered
major borneol product and why
100
What is no alpha hydrogens left to cleave
reason aldol condensations can't always go backwards
100
What is reaction is over so fast that not much methanol has the chance to evaporate
reason we don't need a reflex condenser
100
What is benzyne is super unstable and if it is not used immediately, it will decompose. It is unstable because of the triple bond in a six membered ring, causing ring strain.
reason we can't isolate benzyne (molecular reasoning)
200
What is corrosive and highly reactive
main safety hazard of h2so4
200
What is NaBH4 and Lialh3 (check this on slides)
reagents that can be used to reduce camphor
200
What is intramolecular because you don't need to wait for two molecules to come into contact
the faster of the 2 types of reactions (intra vs intermolecular) and why
200
What is time consuming compared to other methods and recrystallization
reason we didn't use column chromatography as our technique to separate benzoin from benzil
200
What is positive if going from stable to unstable, endothermic
enthalpy (deltaH)
300
no, a catalyst has no effect on the equilibrium position
would increasing the amount of a catalyst increase product yield
300
What is camphor is insoluble in water and the NaBH4 would react with the water
reason camphor reduction doesn't happen in a water solvent
300
we don't need all of the diphenylacetone to be fully deprotinated. as long as a small amount is deprotinated, the reaction will move forward and the hydroxide will be regenerated.
the pka of water is 16. the pka of diphenylacetone is 19. how then is hydroxide a suitable base for aldol condensation
300
What is positive if going from fewer molecules to more molecules (disorder increased)
Entropy (deltaS)
400
water would get in, pushing the reaction back towards the reactants.
what would happen if we didn't use a drying tube
400
What is different molecular weights
reason we can't tell if camphor or Borneol. is more stable based on heat of formation
400
yes they have different functional groups. Look for the presence of an OH group.
would ir spect be useful in differentiating between pentanol and pentyl acetate
500
What is both are large non acidic compounds so neither will ionize and move to the water layer
reason the acid base extractions were not successful in separating the reactant alcohol and product ester
500
What is another name of heat of formation
hartrees
500
OH peaks are heavily influenced by hydrogen bonding, as it increases the shielding and therefore the ppm. CH bonds are not dependent on inter =molecular forces. Webmo just looks at one molecule which is why it is accurate in CH but not OH peaks.
why is webmo accurate in deterring CH peaks but not OH peaks?






CHEM 242 MIDTERM

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