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O. Chem > Mechanisms > Flashcards

Mechanisms Flashcards

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1
Q

Halogenation
What is being added?

A

Br2 or Cl2

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2
Q

What intermediate is within a bromination mechanism?

A

bromonium ion

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3
Q

What is the expected stereochemistry of halogenation?

A

Anti addition

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4
Q

Hydroboration Oxidation
What is being added?

A

H and OH

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5
Q

What are the reagents used in Hydroboration?

A
  1. BH3, THF/ 2. H2O2 or NaOH
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6
Q

What are the reagents used in Halogenation?

A

Bromine/Chlorine and CCl4

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7
Q

What is the regioselectivity in Hydroboration?

A

H to less H, OH to less substituted.
Anti- Markovinov

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8
Q

What is the expected stereochemistry in hydroboration?

A

Syn Addition

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9
Q

What reagents are used in Halohydrin

A

Bromine/Chlorine and H2O

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10
Q

Halohydrin
What are we adding across DB?

A

Br/Cl and OH

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11
Q

Regioselctivity of Halohydrin

A

OH adds to more substituted

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12
Q

Sterochemistry of Halohydrin

A

Anti Addition
Water adds anti to halide

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13
Q

Acid-Catalyzed Hydration
What is being added?

A

H and OH

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14
Q

Regioselectivity of Acid-Catalyzed hydration

A

Markovinov
OH to more substituted, H to more H

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15
Q

Hydrogenation
What is being added?

A

H2

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16
Q

What is the stereochemistry of hydrogenation?

A

Syn Addition

17
Q

Epoxidation
What is being added?

A

An O, from a peroxy acid

18
Q

What reagent is used in Epoxidation?

A

MCPBA or peroxyacetic acid

19
Q

What is the stereochemistry of epoxidation?

A

Syn addition
O binds to both carbons on same plane

20
Q

What reagents do you use for substitution with triple bonds?

A

NaNH2, NH3, ether, or THF

21
Q

What hints at an SN2 mechanism?

A

A full negative charge on the nucleophile

22
Q

When can we do an alkylation using triple bonds?

A

Only when theres a leaving group on a primary or methyl carbon

23
Q

Which radical structure is most stable

A

3 prime

24
Q

What is the major product of a reaction with H-halogen and HOOH?

A

Radical on most substituted, halogen on least substituted

25
Q

Major product of a reaction with Br2 and light?

A

Br on most substituted carbon

26
Q

Strong bases?

A

KOH, NaOH, OMe, OEt

27
Q

First way to reduce an alkyne?

A

H2 and Pt, to give an alkane

28
Q

Second way to reduce an alkyne?

A

H2 and Lindlar’s, to give a cis alkene

29
Q

Third way to reduce an alkyne?

A

Na and NH3 (l)

30
Q

Strong bases lead to…

A

Elimination (E2)

31
Q

Good Nucleophiles (-) lead to..

A

Substitutions (SN2)

32
Q
A

O. Chem (3 decks)

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