OAT OAT: Organic Chemistry Questions and Answers

Question 1

The reaction of (R)-2-bromopentane with sodium ethoxide (NaOEt) in ethanol primarily proceeds via an E2 mechanism. According to Zaitsev's rule, what is the major alkene product formed?

Accepted Answer

trans-Pent-2-ene

Answer

Pent-1-ene

Answer

cis-Pent-2-ene

Answer

2-ethoxypentane

Question 2

What is the correct IUPAC name for the following molecule?

Accepted Answer

4-hydroxy-5-methylhexan-2-one

Answer

3-hydroxy-2-methyl-5-hexanone

Answer

2-methyl-3-hydroxy-5-oxohexanal

Answer

5-hydroxy-4-isopropyloxypentanal

Question 3

How many signals would be expected in the ¹H NMR spectrum of 2,3-dimethyl-2-butene?

Accepted Answer

2

Answer

1

Answer

3

Answer

4

Question 4

Which of the following reagents is most suitable for converting 1-butanol into butanal without significant over-oxidation to butanoic acid?

Accepted Answer

Pyridinium chlorochromate (PCC)

Answer

Potassium permanganate (KMnO₄) in acidic solution

Answer

Chromic acid (H₂CrO₄), Jones reagent

Answer

Sodium hypochlorite (NaClO)

Question 5

Which of the following compounds is the strongest acid?

Accepted Answer

Acetic acid

Answer

Phenol

Answer

Ethanol

Answer

Cyclohexanol

Question 6

Which of the following molecules is chiral?

Accepted Answer

1,2-dibromopropane

Answer

1-bromopropane

Answer

2-bromopropane

Answer

1,3-dibromopropane