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25 Cards in this Set

  • Front
  • Back

RMgX with Carbonyl

Attaches R, changes carbonyl to alcohol



RMgX with Ester

Adds two R, second O from ester breaks off forms alcohol

RMgX with carbonyl with halogen/Nitrile

Replaces halogen or nitrile with R

RMgX with CO2

Forms carboxylic acid with R group

Carbonyl with H2, Ra(Ni) or H+, NR2H

Carbonyl to NR2

Carbonyl with RNH2/H+

Carbonyl to NR

MCPBA

Makes epoxide from double bond

Epoxide with H+/R

Opens epoxide, R goes to more hindered carbon, OH goes to other carbon, trans

Epoxide with -OH/R

Opens epoxide, R goes to less hindered carbon, OH to more hindered

NH2 on carbon chain with CH3I/Ag2O, H2O, Heat

NH2 comes off, forms double bond on carbon chain

NH part of carbon ring with CH3I/Ag2O, H2O, Heat

Two CH3's add on nitrogen, ring breaks between N and most hindered carbon, double bond forms on carbon side of break

Carbonyl with PPH3-CH3

Converts carbonyl to double bond C

O3/CH3)2S

Splits double bond, adds carbonyl to each end

(Al or Fe)X3/X2

Adds X para (opposite) to other groups

HNO3/H2SO4

Adds NO2 group (ortho para)

NH2 with NaNO2/HCL

Forms N2+, good leaving group

Anhydride with ROH

Splits molecule


Carboxylic acid and ester

Anhydride with RH

Splits molcule


Carboxylic acid and ketone with R attached

Ketone with LDA, R group

Adds R group to alpha carbon

Double alkene + alkene or alkyne


Heat

Forms cyclohexene with 2 or 3 double bonds

Double ketone, base

Aldol


Ketone folds over to attach to different alpha carbon


Forms ring, second ketone becomes side group


First ketone becomes alcohol, fall off forming double bond on ring

Michael Acceptors

Ketone with double bond between alpha and beta carbons



Michael Donors

Ketone with no or unuseable beta carbon

Michael Reaction


Michael Acceptor and Donor OH-

Alpha of donor attaches to beta of acceptor


Double bond of acceptor shifts to form O-


Ketone comes back H comes back

Robinson Annulation

Same as michael except starts with ring and forms another ring