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60 Cards in this Set
- Front
- Back
OH
|
o/p act
|
|
NH2
|
o/p act
|
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OCH3
|
o/p act, methoxy
|
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OC=OR
|
o/p act
|
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NHC=OR
|
o/p act
|
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alkyl
|
o/p act
|
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halides
|
deactiv
|
|
N+R3
|
deactiv
|
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NO2
|
deactiv
|
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C=N
|
deactiv
|
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SO3
|
deactiv
|
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O=CH
|
deactiv
|
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O=CR
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deactiv
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O=COH
|
deactiv
|
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O=COR
|
deactiv
|
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with I2 use
|
CuCl2
|
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CH3Cl/AlCl3
|
-aromatic ring must be >/equal to reactiv. of halobenzene
-1° alkyl halide undergo carb. rearr. |
|
CH3C=OCl/AlCl3
|
can use to create ketone then secondary alcohol
|
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NO2 to NH2
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Fe, H30+ / OH-
|
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activated aryl halide (ring with Cl, NO2's), add OH
|
use NaOH / H20
|
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adding NH2 to aryl halide
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Na+NH2- / NH3
|
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making carb acid on alkylbenzene chain (O=COH)
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KMn04 / H20
|
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Brominate alkylbenzene side chain
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NBS / CCl4
|
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take away double bonds from benzene
|
H2 / Rh, heat
|
|
reduce alkyl ketone on ring to eliminate the O
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H2/ Pd/C
|
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reduce =O to alcohol
|
NaBH4/LiAlH4 / H30+
LiAlH4 needed for esters and carboxylic acids |
|
adding R to ketone, and making it -OH
|
RMgBr, ether / H30+
|
|
3° alcohol to alkene
|
H30+
|
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2° and 3° alcohols to alkene
|
POCl3 / pyridine
|
|
OH to =O (aldehyde, carboxylic acid, ketone)
|
PCC / CH2Cl2
CrO3 / H30+, acetone (for carb. acid) |
|
phenol to quinone
|
Fremy's salt
(KSO3)2 NO / H2O |
|
to add NO2 to ring
|
HNO3, H2SO4
|
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to add SO3H to ring
|
SO3, H2SO4
|
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to make benzyne intermediate
|
strong base, like NH2
|
|
for nucleophilic aromatic substitution need
|
electron withdrawing groups, like NH3 --> NH2
|
|
alkene to markovnikov alcohol
|
Hg(OAc)2/ NaBH4
or H2O/ H2SO4 |
|
alkene to anti-markovnikov alcohol
|
BH3/ H2O2
|
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alkene to diol (2 OHs add)
|
OsO4/ H2O
|
|
make OH to Cl
|
SOCl2
|
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make OH to Br
|
PBr3
|
|
make OH to OTs
|
TsCl / ring with N as one C
|
|
make substituent N3 (Cl, Ots, etc)
|
NaN3 / DMSO
|
|
3600-3200
|
O-H
|
|
1050-1150
|
strong C-O
|
|
3.5-4.5
|
H on C attached to an O
|
|
50-60 ppm
|
C attached to an O
|
|
splits double bond into =O O=
|
O3/ Zn, H3O+
|
|
williamson ether synthesis
|
RO- + RCH2X --> RCH2OR + X
|
|
alkene to alkane with H and OR adding
|
ROH, (CF3CO2)2 Hg // NaBH4
|
|
ether with HBr or HI
|
RX + ROH
|
|
claisen rearrangement
|
substituent attached to O moves one away, O becomes OH
|
|
epoxide with H3O+
|
adds two OH's
|
|
epoxide with HBr
|
adds OH and Br
|
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epoxide with RO, ROH
|
adds OR and OH
|
|
H2C-epoxide-CH2
with RMgX, ether and H3O+ |
RCH2CH2OH
|
|
RCH2Br
with (H2N)2C=S H2O, NaOH |
RCH2SH
|
|
2 RSH with I2, H2O
|
RS--SR
|
|
RS- + RCH2Br
|
RSCH2R + Br
|
|
R--S--R with H2O2
|
sulfone
R--S=O--R |
|
sulfone to double sulfone
|
RCO3H
|