mechanisms

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20 Terms

1
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alkene→ alcohol

oxymercuration hg(OAC)2H2O

reduction with NaBH4

2
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alkene→ organobornae

  • symmetrical ( BR2 are on same face )

  • unsymmetrical ( BR on less substituted C )

3
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oxidation of organoborane

oregano borane → diol

h202 and NaOH

retains stereochem

4
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addition to bromine water

alkene- alkane( hydroxy bromo)

symmetric - inverted stereochem of Br and OH

unsymmetrical - trans ( Br on less substitution C )

5
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alkene to DIOL

  • dihydroxylation

  • NMO OSO4 H20 tbuo

6
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alkene to epoxide

mCPBA ( cis diol )

7
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expoxide → trans diol

water and h+ ( opens epoxide )

oh are on diff planes

8
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alkene → carbonyl

O3 CH2CH2CL and reducing agent PPH3

9
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reduction with h2 from alkene to alkane

h2 and lindlars pd-c ( H added to same face )

10
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cyclone alkane → CA

O3 CH2CH2Cl

Oxidising agent: H2O2

11
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das alder

alkyne → methyl ketone

hg(OA)2 , h20, h2so4

12
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alkyne to ketone

1) HBR2

2) h202 and naoh

B IS on less subsistuted C

13
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deportation of alkyne

NaNh2, Nah , BuLi, Memgbr

14
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alcohol → aldehyde/ ketone

SWERN

TPAP- NMO

15
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eater to aldehyde/ ketone

DIBAL-H

16
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alcohol→ CA

pinnick

17
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expoxide to diol

h3O +

18
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alkyl halide to sodium azide

NAn3

19
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alkene to diol

Oso4 , nmo, h20

20
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ketone to alcohol

nabh4 / lialh4