redox reagents

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10 Terms

1
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H2, Pd-C

alkyne/alkene —> alkane (syn)

2
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Na, NH3

alkyne —> alkene (trans)

3
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H2, Lindlar catalyst

alkyne —> alkene (syn)

4
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LiAlH4 or NaBH4

carbonyl —> OH

5
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mCPBA

1) alkene —> epoxide (achiral —> achiral/racemic mixture)
2) epoxide —> 2 OH groups (anti)

6
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OsO4/NMO
or KMnO4/OH-

2 OH groups added to alkene (syn)

7
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1) O3
2) DMS or Zn

cleavage, two groups w C=O

8
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PCC

primary alcohol —> aldehyde (in presence of water, undergoes further oxidation)

9
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CrO3 and Na2Cr2O7

primary alcohol —> carboxylic acid

10
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Na2Cr2O7

(PCC or CrO3 possibly)

secondary alcohol —> ketone (C=O)