o chem exam 3

what preparation method is this

oxidation of primary alcohols for aldehydes

oxidation preparation agents for aldehydes

PCC, CH2Cl2
DMP, CH2Cl2
DMSO, COCl2

what preparation method is this

ozonolysis of alkenes for aldehydes

ozonolysis preparation agents for aldehydes

O3,DMS

what preparation method is this

hydroboration of alkynes for aldehydes

hydroboration preparation agents for aldehydes

R2B-H/H2O2, NaOH

what preparation method is this

oxidation of secondary alcohols for ketones

oxidation preparation agents for ketones

Na2Cr2O7/H2SO4,H2O

what preparation method is this

ozonolysis of alkenes for ketones

ozonolysis preparation agents for ketones

O3/DMS

what preparation method is this

acid catalyzed hydration of alkynes for ketones

acid catalyzed hydration preparation agents for ketones

H2SO4,H2O/HgSO4

what preparation method is this

friedel crafts acylation for ketones

friedel crafts acylation preparation agents for ketones

Cl=O=R/AlCl3

under basic conditions, what order are the steps

nuc attack then proton transfer

under acidic conditions, what order are the steps

proton transfer then nuc attack

what mechanism is this

hydrate formation

what reagents are used for hydrate formation

H+, H2O

what mechanism is this

acetal formation

what reagents are used for acetal formation

ROH (or 2 ROH), H+

which structure favors acetal formation

aldehydes

what mechanism is this

diol acetal formation

what reagents are used for diol acetal formation

OH—-OH

what reagents do you use to reverse acetals back to ketones/aldehydes

H2O, H+

what mechanism is this

acetals as protecting groups

what reagents are used for acetals as protecting groups

LiAlH4
NaNH2,EtI
PhMgBr

what mechanism is this

imine formation

what reagents are used for imine formation

R-NH2, -H2O

what conditions do imines form

acidic conditions

what mechanism is this

enamine formation

what reagents are used for enamine formation

R2NH, -H2O

what conditions do enamines form

acidic conditions

reagent difference between imine and enamine

imine = RNH2
enamine = R2NH

what mechanism is this

wolff kishner reduction

what mechanisms are these

oxime and hydrazone formation

what reagents are used in oxime formation

HO-NH2

what reagents are used in hydrazone formation

H2N-NH2

what degree do imines form in

primary

what degree do oximes form in

primary

what degree do hydrazones form in

primary

what degree do enamines form in

secondary

what do wolff kisher reductions change

ketone to an alkane

what are the steps of wolff kishner reduction

imine formation then elimination

what reagents are used in wolff kishner reduction

1. NH2R, -H2O

2. KOH, H2O/ Heat

what mechanism is this

hydrolysis of acetals

what reagents are used in hydrolysis of acetals

H2O, H+

what mechanisms are these

hydrolysis of imines and enamines

what reagents are used for hydrolysis of imines and enamines

H2O, H+

what mechanism is this

thioacetal formation

what reagents are used for thioacetal formation

2RSH, H+

what mechanism is this

cyclic thioacetal formation

what mechanism is this

desulfurization

what reagents are used in desulfurization

Raney Ni

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