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26 Cards in this Set
- Front
- Back
1* ROH, HX |
make alkyl halide via SN2 |
|
2*/3* ROH, HX |
make alkyl halide via SN1 |
|
ROH, PX3 |
make alkyl halide via SN2 w/ inversion of configuration |
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Carbonyl, NaBH4, MeOH |
Reduces ketones and aldehydes to alcohols |
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ROH dilute H2SO4 (H3O+,H2O) |
OH adds to the most sub C w/ R |
|
ROH 1.Hg(OAc)2, H2O 2.NaBH4 |
OH adds to the most sub C w/out R |
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ROH 1.BH3-THF 2.H2O2, NaOH |
OH adds to the least sub C |
|
Carbonyl 1.xs LAh 2. H2O |
Reduces esters, carboxylic acids, ketones, and aldehydes to alcohol (ROH) |
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Carbonyl 1. H2, Pt, high P |
Reduces everything |
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ROH 1.RCO3H (mCPBA) 2. H3O+ |
Trans Diol |
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ROH 1.KMnO4, NaOH, Cold |
Syn Diols |
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ROH 1. OsO4, NMO |
Syn Diols |
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1* RX + charged Nu- |
SN2: Nu- adds to least sub C |
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3* RX + neutral Nu- |
SN1: Nu- adds to most sub C |
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Carbonyl 1. RMgX, THF 2.H2O |
3* alcohol |
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ROH 1. SOX2 2. Py or NR3 |
ROH --> RX via SN2 *only used with 1 or 2 ROH *SO2 (g) bubbling out = driving force |
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ROH + TsCl, NR3 or Py |
Makes OTs (good LG) *no inversion |
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OTs + Nu(-) |
SN2 |
|
OTs + base |
E2 |
|
ROH + H3O+ |
Make alkene 2 and 3 ROH = E1 1 ROH = E2 (don't make 1 carbocation) |
|
ROH + POCl3, pyr or NR3 |
dehydration of ROH = make alkene via E2 of H2O |
|
1* ROH + DMP or PCC |
aldehyde |
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1* ROH + Chromic Acid (K2Cr2O7, H2SO4, H2O) |
carboxylic acid |
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2* ROH + DMP, PCC, or Chromic Acid |
ketone |
|
3* ROH + DMC, PCC, or Chromic Acid |
DOES NOT OCCUR |
|
ROH + TMSCl, base (NR3) |
add protecting group (OTMS) |