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19 Cards in this Set

  • Front
  • Back

primary alcohol to aldehyde

PCC


fhbb

CA to Aldehyde

SOCl2 (converts to acid chloride)



LiAlH(OC(CH3)3)3 -78C


HO

Horner Wadsworth Emmons rxn

Wittig rxn variation



(E) alkene major product



bases NaH, BuLi, t-BuOk



formation of acetal

carbonyl group



alcohol



to hemiacital



alcohol



HA catalyst

formation acetal step


1


2

electron of (O) carbonyl group attack H of H3O



O of alcohol attaches to C of carbonyl group

formation acetal step34

after alcohol attached water deprotonates



acid protonates OH group into good leaving group

formation acetal step


5


6

electron on OR group forms double bond h2o leaves



alcohol attaches at double bond


and


H2O deprotonates

acetal protecting group


for carbonyl

HOCH2CH2OH


+ acid catalyst

carbonyl group


to alcohol


with additional R group

Grignard


RMgBr


ether

wittig reaction

aldehyde or ketone


+ ylide



to alkene + triphenylphosphine oxide

ylide

RR'-CP(C6H5)3

Wittig rxn


intermediate

oxaphosphetane

Baeyer-Villiger oxidation reaction



cyclic aldehydes converted to

CA by inserting an Oxygen atom

oximine


RR'C=NOH



formed by condensation of aldehyde or ketone with


Hydroxylamine (NH2OH)

tollens reagent

a


how used to distinguish aldehydes from ketones

carbanolamine

a

imine

RR'C=N-R''



prepared n


by the condensation of



primary amines an aldehydes (and rarely ketones)

enamine

R1-R2C=CR3NR5R4



double bond not on amine



jrjrnrj

terminal alkyne to ketone

H2SO4


H2O


HgSO4