Orgo Chem Exam 3 (Chp. 7 and 8)

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Chemistry

Organic Chemistry

University/Undergrad

Last updated 8:47 PM on 10/29/22
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39 Terms

1
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NaOH
strong base, strong nucleophile
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NaOMe
strong base, strong nucleophile
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NaOEt
strong base, strong nucleophile
4
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NaI
weak base, strong nucleophile
5
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NaBr
weak base, strong nucleophile
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NaCl
weak base, strong nucleophile
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NaSH
weak base, strong nucleophile
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NaSR
weak base, strong nucleophile
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H2S
weak base, strong nucleophile
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RSH
weak base, strong nucleophile
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H2O
weak base, weak nucleophile
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MeOH
weak base, weak nucleophile
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EtOH
weak base, weak nucleophile
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DBN
strong base, weak nucleophile
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DBU
strong base, weak nucleophile
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KOtBu
strong base, weak nucleophile
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R-OH
weak bases, weak nucleophiles
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primary substrate, w/ SB and WN
E2
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secondary substrate, w/ SB and WN
E2
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Tertiary substrate, w/ SB and WN
E2
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primary substrate, w/ SB and SN
E2 (minor) and SN2 (major)
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secondary substrate, w/ SB and SN
E2 (major) and SN2 (minor)
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tertiary substrate, w/ SB and SN
E2
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primary substrate, w/ WB and SN
SN2
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secondary substrate, w/ WB and SN
SN2
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tertiary substrate w/ WB and SN
SN1
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primary substrate w/ WB and WN
no reaction
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secondary substrate w/ WB and WN
no reaction
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tertiary substrate w/ WB ad WN
at low temp. SN1 (major) and E1 (minor)
at high temp. E1 (major) and SN1 (minor)
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hydrohalogenation (markovnikov)
HX
HX
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hydrohalogenation (anti-markovnikov)
HBr, ROOR
HBr, ROOR
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acid-catalyzed hydration and oxymercuration-demercuration
H3O+,
1)Hg(OAc)2, H2O
2)NaBH4
H3O+, 1)Hg(OAc)2, H2O 2)NaBH4
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hydroboration-oxidation
1)BH3*THF
2)H2O2, NaOH
1)BH3*THF 2)H2O2, NaOH
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hydrogenation
H2Pt
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bromination
Br2
Br2
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halohydrin formation
Br2, H2O
Br2, H2O
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anti dihydroxylation
1)RCO3H
2)H3O+
1)RCO3H 2)H3O+
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syn dihydroxylation
KMnO4, NaOH, cold
1)OsO4
2)NaHSO3, H2O
KMnO4, NaOH, cold 1)OsO4 2)NaHSO3, H2O
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ozonolysis
1)O3
2)DMS
1)O3 2)DMS