Given Products, Name Reactants

Question 1

Adding H & Br

What reactant is more substituted?

Answer 1

HBr

Question 2

Adding H & Br

What reactant is less substituted?

Answer 2

HBr in peroxides

Question 3

Adding H₂

What reactants add syn?

Answer 3

H₂
Pd, Pt, Ni catalyst

Pee-pee-in boy with pointed hat in fountain.

Question 4

Adding H₂

What reactants add anti?

Answer 4

Li in NH₃

Don dunked Li/Na in a pool of ammonia.

Question 5

Adding 2 Br

What reactant?

Answer 5

Br₂

Question 6

Adding Br and OH

What reactant(s)?

Answer 6

Br₂ in H₂O

Question 7

Eliminating Br & Br

What reactant(s)?

Answer 7

NaI in acetone

Question 8

Eliminating Br & H

What reactant(s)?

Answer 8

KOH in ethanol

Question 9

Eliminating Br & H

Making internal alkyne

What reactants?

Answer 9

1. KOH in ethanol
2. Molten KOH

or

2NaNH₂ in liquid NH₃

Question 10

Eliminating Br & H

Making terminal alkyne

What reactants?

Answer 10

1. 3NaNH₂ in liquid NH₃
2. H₂O

Three moles, three Ns, termiNNNal

Question 11

Adding OH and H

To rearrange, what reactant(s)?

Answer 11

H₂SO₄ in H₂O

Question 12

Adding OH and H

To rearrange, what reactant(s)?

Answer 12

H₂SO₄ in H₂O

Question 13

Adding OH and H

For more substituted, what reactant(s)?

Answer 13

1. Hg(OAc)₂
2. NaBH₄, NaOH

Question 14

Adding OH and H

For less substituted, what reactant(s)?

Answer 14

1. BH₃ in THF
2. H₂O₂, NaOH

Question 15

Adding OH and OH

For syn, what reactant(s)?

Answer 15

1. Cold, dilute KMnO₄, H₂O, NaOH
2. H₃O⁺

and

1. OsO₄ in pyridine
2. Na₂SO₃ in H₂O

Question 16

Adding OH and OH

For anti, what reactant(s)?

Answer 16

1. MCPBA
2. H₃O⁺

Question 17

Adding =O (ketone or aldehyde)

For more substituted, what reactant(s)?

Answer 17

1. HgSO₄
2. H₂SO₄, NaOH

Question 18

Adding =O (ketone or aldehyde)

For less substituted, what reactant(s)?

Answer 18

1. Sia₂BH
2. H₂SO₄, NaOH