DAT bootcamp test 2 cards Flashcards
Is Br, or F a better leaving group
Br is a good leaving group
F is not a good leaving group
What happens when HCN tries to replace Br, and F
the Br will be replaced by CN, flipping the stereochemistry
the F will not be replaced because it is a bad leaving group
is H2O a strong or weak Nu
weak
what kind of reactions do strong Nu’s do
Sn2
what kind of reactions do weak Nu’s do
Sn1
What separation technique must be used to seperate enantiomers
there are no traditional ones
how can you separate diastereomers
distillation
which is more polar a simple carbon chain, or the same chain symmetrically halogenated
the halogenated one is more polar because it has some polar bonds, the carbon chain has no polar bonds
Which has more steric bulk on a double bond a CH3 group, or a benzene ring
CH3 group,
Are Z isomers always less stable than E isomers
nope (benzene and CH3 is a good example)
What is the order of reactivity of carboxylic acid derivatives
Acid chloride anhydride aldehyde ketone acid and ester amide
what does mCPBA do to a double bond
epoxidation
What does NaOH do to an epoxide
opens and oxidizes it to a TRANS diol
What does the Jones reagent do to secondary alcohols
Na2Cr2O7, H2SO4, H2O
oxidizes them to ketones
What is important to know when performing an aldol condensation and trying to only get one product
between the two reactants you can only have one set of alpha Hydrogens. if you have more you will get multiple products
What does the reagent CH3CH2Li, EtO do to carbonyl’s
the CH3CH2 attacks the carbonyl carbon
when are organo lithium reactions used
to create C-C bonds
What does Ph3Ph+–CH2- (Wittig reagent) do
forms an alkene between the carbonyl carbon and the carbon in the witting reagent`
What does the jones reagent (Na2Cr2O7, H2SO4, H2O) do to primary alcohols
oxidizes them to carboxylic acids
What can happen to beta-carboxylic acids with heat and acid
they can decarboxylate into CO2
How can you convert a nitrile (CN) into a carboxylic acid
heating the nitrile in aqueous acid
H3O+, heat
Why must you use an aprotic solvent with grignard reagents
grignard reagents are strongly basic and will react with protic solvents
What is the best way to judge acidity of common molecules
look at the stability of their conjugate bases (more stable conjugate base = stronger acid)
What does a low pKa mean
the lower the pKa, the stronger the acid