Quiz 4 Orgo II Lab

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Zaitzev’s rule

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31 Terms

1

Zaitzev’s rule

an elimination reaction the major product is the more stable alkene with the more highly substituted double bond

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2

Markovnikov’s rule

When HZ is added to unsymmetrical alkene, the hydrogen will add to the carbon with the most number of hydrogens

<p>When HZ is added to unsymmetrical alkene, the hydrogen will add to the carbon with the most number of hydrogens</p>
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3

E1 mechanism

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4

E2 mechanism

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5

Evelyn effect

the product composition changes during the course of the reaction

Its hypothesized that the reason is because of the starting mixture of cis- and trans- isomers

<p>the product composition changes during the course of the reaction</p><p></p><p>Its hypothesized that the reason is because of the starting mixture of cis- and trans- isomers</p>
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6

What equipment is used in fractional distillation?

Vigreux column

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7

SN1 reactions

-Unimolecular

-polar protic solvents

-carbocation

-tertiary and secondary halides

-AgNO3 in ethanol

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8

SN2 reactions

-Bimolecular

- polar aprotic solvents

-primary and secondary halides

-NaI in acetone

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9

why wont bromobenzene be reactive?

the molecule wants to keep its aromaticity

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10

IR Single Bonds

appear below 1500 cm-1

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11

IR Double bonds

appear between 1600-1850 cm-1

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12

IR Triple Bonds

appear between 2100-2300 cm-1

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13

X-H (O-H, N-H, C-H) bonds

appear between 2700-4000 cm-1

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14

Carboxylic acid IR

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15

Alkene

  • note the peaks between 1600-1850

  • to conform a C=C-H bond, there should be a small peak at 3100

<ul><li><p>note the peaks between 1600-1850</p></li><li><p>to conform a C=C-H bond, there should be a small peak at 3100</p></li></ul>
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16

Alkyne

  • note peaks around 2100-2300

  • C(triple)C-H will have peak at 3300

<ul><li><p>note peaks around 2100-2300</p></li><li><p>C(triple)C-H will have peak at 3300</p></li></ul>
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17

Alcohol

Board band around 3200-3600

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18

Primary Amine

two short peaks after 3000

<p>two short peaks after 3000</p>
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19

Secondary Amine

one peak after 3000

<p>one peak after 3000</p>
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20

Conjugation ==

lower wavenumber

example: 1750 to 1680

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21

Effect of Resonance

Resonance decreases the wavenumber

<p>Resonance decreases the wavenumber</p>
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22

Woodward Fieser rules: base line

217 nm

<p>217 nm</p>
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23

Woodward Fieser rules: each extra double bond

add 30 for each

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24

Woodward Fieser rules: auxochromic alkyl group

add 5 for each

<p>add 5 for each</p>
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25

Woodward Fieser rules: each exocyclic double bond

add 5 for each

(An exocyclic double bone is when one vinylic position is part of a ring and the other vinylic position is not part of the ring)

<p>add 5 for each</p><p></p><p>(An exocyclic double bone is when one vinylic position is part of a ring and the other vinylic position is not part of the ring)</p>
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26

Woodward Fieser rules: homoannular diene

add 39

<p>add 39</p>
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27

Which of the following is the least soluble in water?

A. Alcohols

B. Secondary Amines

C. Primary Amines

D. Carboxylic acids

B. Secondary Amines

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28

Dehydration of cyclohexanol follows:

A. Markovnikov’s Rule

B. Zaitsev’s Rule

C. Evelyn Effect

D. Hallalov Rule

B. Zaitsev’s Rule

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29

In the dehydration mechanism, the first step is:

A. Formation of the carbocation

B. Protonation of the “OH” group

C. Loss of a proton

D. Rearrangement

Protonation of the “OH” group

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30

Dehydration reaction is done in a distillation apparatus:

A. The alkene is toxic

B. To push the equilibrium to the right

C. To push the equilibrium to the left

D. To condense the reactants back

B. To push the equilibrium to the right

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31
<p>Draw the product of the dehydration reaction of</p>

Draw the product of the dehydration reaction of

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