chapter 11 Flashcards

1
Q

NaOCl, TEMPO

A

mild oxidation

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2
Q

NaOCl, AcOH

A

strong oxidation

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3
Q

CrO3, H3O+

A

strong oxidation

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4
Q

DMP

A

mild oxidation

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5
Q

excess NaOCl, TEMPO

A

strong oxidation

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6
Q

KMnO4

A

strong oxidation

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7
Q

PCC, CH2Cl2

A

mild oxidation

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8
Q

Na2Cr2O7, H2SO4

A

strong oxidation

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9
Q

SWERN (DMSO, (COCl)2, NEt3)

A

mild oxidation

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10
Q

HNO3

A

strong oxidation

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11
Q

reduction of ketones and aldehydes

A

NaBH4 (include H3O+ or something)

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12
Q

reduction of ketones, aldehydes, esters, and acid anhydrides

A

LiAlH4 (include H3O+ or something)

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13
Q

what type of alcohols does TsCl/pyridine work with

A

primary and secondary

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14
Q

what mechanism does TsCl/pyridine use

A

SN2

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15
Q

2 ways to reduce alcohols

A
  • H2SO4, heat, H2, Pt
  • TsCl, pyridine, LiAlH4
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16
Q

mechanism of adding HBr or HCl to alcohol

A
  • primary: SN2
  • secondary/tertiary: SN1, SN1
17
Q

fastest Lucas reagent alcohol

A

tertiary

18
Q

oxidation

A
  • addition of O/O2
  • addition of X2
  • loss of H2
19
Q

reduction

A
  • loss of O/O2
  • loss of X2
  • loss of H2