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Flashcards in Exam 4 Important reactions Deck (23)
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1

H2 w/ Pd-C and Alkene

- H adds to each DB carbon

- SYN

2

CrO3 and H2SO4 and alcohol

- Primary carbons turns into carboxylic acid

- Secondary carbons turns into ketone

- Tertiary carbons stay ketone

3

X2 and H2O and Alkene

- OH adds to more sub. carbon

- X adds to less sub. carbon

- ANTI

4

BH3 and H2O2, KOH Alkynes

- Forms ALDEHYDE on least substituted carbon

- TB -> SB

- TAUTOMERIZATION

5

OSO4 and NaHSO3 and Alkenes

- 2 OH's add to each DB carbon

- SYN

6

PCC and alcohol

- similar to CrO3 but it doesn't oxidize past aldehyde & ketone

7

O3 and Alkene

- DB breaks and it forms 2 pdts w/ C=O where the DB was

- Makes Ketone or aldehyde

8

LAH and H2O and Tosylate

- Removes tosylate (OTs) and adds H

9

MCPBA (or PCC) and Alkenes

- Makes epoxide @ DB

- Keep stereochem

10

Na, NH3 or Li, NH3 and Alkynes

- TB -> DB

- Adds 1 H on each carbon

- ANTI (trans-alkene)

11

H-X and Alkene

- Markovnikov = X adds on more substituted carbon

- SYN or ANTI

- C+ arrangement

12

X2 and Alkynes

- X2 adds to carbons on both sides of TB

- TB -> SB

- ANTI

13

X2 and Alkene

- X adds to both sides of DB

- ANTI

14

H2 and Pd-C and alkyne

- TB -> SB

- Replaces TB w/ 2 H's on both carbons

- SYN

15

H-X and Alkynes

- TB -> SB

- Markovnikov = 2 X's add to most sub carbon

- C+ rearrangement

16

LAH and H2O and X

- Very basic

- Removes LG (X) adds an H

17

H2O and H2SO4 and Alkynes

- Markovnikov = OH adds to more sub. carbon and H to the other

- TAUTOMERIZATION

- Forms KETONE on more substituted carbon

18

H2 and lindlar's catalyst and alkyne

- TB -> DB ONLY!

- 1 H on each carbon

- SYN (cis-alkene)

19

BH3 and H2O2, KOH and Alkene

- Oxidation addition of H and OH

- Anti-Markovnikov = OH adds to least substituted carbon

- SYN

20

Alkylation of Acetylide Ion

- Uses NaNH2 and C-X

- Makes reactant an anion to bond w C-X

21

H2O and H2SO4 (H3O+) and Alkene

- Addition of H and OH

-Markovnikov = OH adds to more substituted side

- SYN and ANTI

- C+ rearrangement

22

O3 and Alkynes

- Makes carboxylic acids

- If terminal, CO2 will also form

23

LAH and H2O and epodixes

- Since LiAlH4 is very basic, it breaks the epoxide ring @ LEAST substituted side

- ANTI