Exam 2 Flashcards
what products can primary alcohols form
haloalkanes, terminal alkenes, carboxylic acids, aldehyde, ethers
what products can secondary alcohols form
haloalkane, substituted group, internal alkene, ketone, ethers (regular or cyclic)
what products can tertiary alcohols form
haloalkanes, internal alkenes
what products can tertiary ethers form
alcohol
what products can allylic and benzylic ethers form
alcohols
what can a 1,2-difunctionalized compound form
alcohol with a different functional group
what can a halohydrin form
epoxide
what can an alkene form
epoxide
what can an epoxide form
1,2-difunctionalized group
what can an alkyl halide form
an alkyl grignard reagent, an organolithium reagent and a 1,2-difunctionalized group
what can an aryl halide form
an aryl grignard reagent
what reactions can a binary acid cause
- conversion of ROH –> haloalkane
- acidic acid cleavage
what reactions can PBr3 cause
ROH –> haloalkane
what reaction can SoCl2 cause
ROH –> haloalkane
what reaction can TsCl, pyr, and nucleophile cause
ROH –> aryl/alkyl sulfonates
what reactions can an oxyacid (hydronium) cause
acid-catalyzed dehydration, epoxide ring opening
what reactions can K2Cr2O7/H2SO4 cause
oxidation of primary or secondary alcohol
what reactions can CrO3/H2SO4 cause
oxidation of primary or secondary alcohol
what reactions can KMnO4/OH-/heat cause
oxidation of primary or secondary alcohols
what reactions can PCC/CH2Cl2 cause
- partial oxidation of primary alcohol –> aldehyde
- oxidation of secondary alcohol –> ketone
what reactions does a strong base and an electrophile cause
Williamson ether synthesis
what reaction does TMSCl or ROTMS cause
protection of OH-
what reaction does MCPBA cause
epoxidation of alkene
what reaction does Mg and an ether cause
preparation of organomagnesium compound
what reaction does 2Li and pentane cause
preparation of organolithium reagent
what reaction does Grignard’s reagent cause
ring opening of epoxide
what reactions does Gilman’s reagent cause
- ring opening of epoxide
- substitution of alkyl halide
what reactants do you need to form a haloalkane
- any alcohol
what reactant do you need to form a terminal alkene
primary alcohol
what reactant do you need to form an internal alkene
secondary/tertiary
what reactant do you need to form a carboxylic acid
primary alcohol
what reactant do you need to form a ketone
secondary alcohol
what reactant do you need to form an aldehyde
primary alcohol
what reactants do you need to form an ether
alcohols
what reactants do you need to form an alcohol with a single functional group
- tertiary, allylic, and benzylic ethers
what reactants do you need to form an epoxide
halohydrin, alkene
what reactants do you need to form a 1,2-difunctionalized alcohol
epoxide
what reactants do you need to form Grignard’s reagent
alkyl/aryl halide
what reactant do you need to form an organolithium reactant
alkyl halide
