Alcohols, Diols, and Thiols

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Last updated 3:56 AM on 3/25/26

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31 Terms

1

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<p>Acid-Catalyzed Hydration </p>

Acid-Catalyzed Hydration

Follows Markonikov’s rule

<ul><li><p>Follows Markonikov’s rule</p></li></ul><p></p>

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<p>Hydroboration-oxidation</p>

Hydroboration-oxidation

syn addition
anti-markonikov’s rule
NO carbocation rearrangements

<ul><li><p>syn addition</p></li><li><p>anti-markonikov’s rule</p></li><li><p>NO carbocation rearrangements </p></li></ul><p></p>

3

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<p>Hydrolysis </p>

Hydrolysis

only use alkyl halides that do not undergo E2 elimination
rarely used because alkyl halides are prepared from alcohols

<ul><li><p>only use alkyl halides that do not undergo E2 elimination </p></li><li><p>rarely used because alkyl halides are prepared from alcohols </p></li></ul><p></p>

4

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<p>Grignard Reagent</p>

Grignard Reagent

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5

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<p>Organolithium</p>

Organolithium

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6

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<p>Hydrogenation </p>

Hydrogenation

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7

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<p>Hydrogenation </p>

Hydrogenation

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8

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<p>Sodium Borohydride </p>

Sodium Borohydride

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9

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<p>Sodium Borohydride </p>

Sodium Borohydride

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10

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<p>Lithium Aluminum Hydride</p>

Lithium Aluminum Hydride

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11

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<p>Lithium Aluminum Hydride</p>

Lithium Aluminum Hydride

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<p>Lithium Aluminum Hydride</p>

Lithium Aluminum Hydride

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<p>Lithium Aluminum Hydride</p>

Lithium Aluminum Hydride

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14

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<p>Grignard Reagent</p>

Grignard Reagent

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15

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<p>Hydrogenation</p>

Hydrogenation

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16

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<p>Peroxide</p>

Peroxide

syn addition

<ul><li><p>syn addition</p></li></ul><p></p>

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<p>Hydrogen Halide</p>

Hydrogen Halide

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18

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<p>Thionyl Chloride</p>

Thionyl Chloride

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19

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<p>Phosphorus Tribromide</p>

Phosphorus Tribromide

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20

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<p>Acid Catalyzed </p>

Acid Catalyzed

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21

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<p>Acid Catalyzed </p>

Acid Catalyzed

alcohols form non-cyclic ethers

<ul><li><p>alcohols form non-cyclic ethers</p></li></ul><p></p>

22

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<p>Acid Catalyzed</p>

Acid Catalyzed

Diols form cyclic ethers

<ul><li><p>Diols form cyclic ethers </p></li></ul><p></p>

23

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<p>Fischer Esterification</p>

Fischer Esterification

condensation reaction (losing water)

<ul><li><p>condensation reaction (losing water)</p></li></ul><p></p>

24

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<p>Acid Chloride</p>

Acid Chloride

replaces Cl or alkoxide (OR) group

<ul><li><p>replaces Cl or alkoxide (OR) group</p></li></ul><p></p>

25

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<p>Acid Anhydride</p>

Acid Anhydride

cleaves at O, replaces with alkoxide (OR)

<ul><li><p>cleaves at O, replaces with alkoxide (OR)</p></li></ul><p></p>

26

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<p>Strong Oxidation Agent</p>

Strong Oxidation Agent

oxidizes all the way to carboxylic acid

<ul><li><p>oxidizes all the way to carboxylic acid</p></li></ul><p></p>

27

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<p>Mild Oxidization Agent</p>

Mild Oxidization Agent

Oxidizes only to aldehyde

<ul><li><p>Oxidizes only to aldehyde </p></li></ul><p></p>

28

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<p>Mild Oxidization Agent</p>

Mild Oxidization Agent

Oxidizes only to aldehyde

<ul><li><p>Oxidizes only to aldehyde </p></li></ul><p></p>

29

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<p>Oxidative Cleavage of Vicinal Diols</p>

Oxidative Cleavage of Vicinal Diols

<p></p><p></p>

30

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<p>Oxidative Cleavage of Vicinal Diols</p>

Oxidative Cleavage of Vicinal Diols

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31

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<p>Sulfur Analogues of Alcohols</p>

Sulfur Analogues of Alcohols

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