test 3 reagents Flashcards
SOCl2/
CHCl3
CA—>acid chloride
- NaOH, H2O/
- RCH2X
CA—>ester
ROH/
ROH2
CA—>ester
acid chloride—>ester
RN-H
CA—>amide
H3O+
acid chloride—>CA
ester—>CA
nitrile—>CA
ketone—>RC=CH2
|
OH
- OH, H2O/
- H3O+
acid chloride—>CA
ester—>CA
nitrile—>CA
RONa/
ROH
acid chloride—>ester
RNH2
acid chloride—>amide
- LiAlH4, Et2O/
- H3O+
RCH2OH
H2O/
NaOH
ketone—>R-C=CH2
|
OH
X2/
CA
Ketone—>replace a ‘H’ with ‘X’
OH, H2O/
X2
Ketone—>replace a ‘H’ with ‘X
- exc. X2OH, H2O/
- H3O+
methyl ketone—>CA
- Br2, PBr3/
- H2O
CA—>CA w/ Br on adjacent carbon
strong base
A/K—>enolate ion
ester–>enolate ion
nitrile—>R-C=C=N
RCH2X
enolate ion—>R-C-C-CH2
|| ||
O R
- NaOR’, R’OH
- R”CH2X
- H3O+
-ester—>enolate ion–>ketone w/ R
-double sided ester—>enolate ion–>CA-CH-R
what are the strong bases
H-(NaH)
NH2-(NaNH2)
LDA
OH-(NaOH)
OCH3-(NaOCH3)
OEt-(NaOEt)
what solvent does LDA go with
THF
what solvent does NaH and NanH2 go with
pentane