Exam 3 Alekene Reactants

Question 1

H3PO4

Answer 1

Only reactant, moves Alene double bond to more stable position [Carbocation intermediate]

Question 2

HX

Answer 2

Only reactant, adds halide to more stable carbocation, can rearrange [carbocation intermediate]

Question 3

H2SO4, H2O

Answer 3

Adds OH to more stable carbocation, can rearrange [Carbocation intermediate]

Question 4

X2

Answer 4

Anti addition, consider stereochemistry, adds both halides to opposite side of alkene bond, no rearrangements [3 membered ring intermediate]

Question 5

X2, H2O

Answer 5

Adds OH to more stable carbocation, halide to other side of alkene, anti addition, no rearrangements, consider stereochemistry [3 membered ring intermediate]

Question 6

1. Hg(OAc)2, H2O
2. NaBH4

Answer 6

Anti addition, Markovnikov addition of OH, no rearrangements here (3 ring intermediate) important to note that a 3 members ring intermediate is made with HgOAc, and then water (H2O) breaks 3 membered ring to more stable carbocation, 2nd step removes the HgOAc [3 membered ring intermediate]

Question 7

1. BH3
2. H2O2, NaOh

Answer 7

Anti Markovnikov OH addition, syn addition, consider stereochemistry, no rearrangements [no intermediate]

Question 8

1. OsO4
2. NaHSO3

Answer 8

Adds OH to both sides of Alkene, same stereochemistry, no rearrangement, syn addition, consider stereochemistry because of syn addition [no intermediate]

Question 9

1. H2, Pd/C

Answer 9

Remove the alkene pretty much, syn addition, IMPORTANT - consider stereochemistry, since we are adding H’s on either side, substituents are pushed accordingly, [no intermediate]

Question 10

MCPBA

Answer 10

Alkene forms a 3 membered ring of O through alkene, syn addition, consider stereochemistry, YO stereochemistry is always shown here [no intermediate]

Question 11

1. O3
   2 Zn, AcOH
2. O3
3. H2O2, NaOH

Answer 11

We know ozonolysis, remember the difference between the Zn, AcOH and H2O2, NaOH, [no intermediate]

Question 12

1. O3
   2 Zn, AcOH
2. O3
3. H2O2, NaOH

Answer 12

We know ozonolysis, remember the difference between the Zn, AcOH and H2O2, NaOH,

Question 13

Hsat formula

Answer 13

2n + 2 - X + #N⬇️

Question 14

DoU = ?

Answer 14

(Hsat - Hact)
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