CPC CPC Organic Chemistry & Synthesis 2

Question 1

The Markovnikov addition of HBr to propene predominantly gives which product?

Accepted Answer

2-bromopropane

Answer

Markovnikov's rule states that HBr adds so that the H goes to the carbon with more hydrogens, placing the Br on the more substituted (more stable) carbon.

Question 2

Which functional group transformation is achieved by the Wittig reaction?

Accepted Answer

Carbonyl (aldehyde/ketone) to alkene

Answer

The Wittig reaction converts aldehydes or ketones to alkenes using a phosphonium ylide, replacing the C=O with C=C.

Question 3

In electrophilic aromatic substitution, an electron-donating group on a benzene ring directs incoming electrophiles to which positions?

Accepted Answer

ortho and para positions

Answer

Electron-donating groups activate the ring and direct electrophiles to the ortho and para positions by stabilizing the arenium ion intermediates at those positions.

Question 4

Which reaction converts a primary amide to a primary amine with one fewer carbon?

Accepted Answer

Hofmann rearrangement

Answer

The Hofmann rearrangement uses Br2/NaOH to convert a primary amide (RCONH2) to a primary amine (RNH2), losing one carbon as CO2.

Question 5

What type of isomerism is exhibited by cis- and trans-2-butene?

Accepted Answer

Geometric (cis/trans) isomerism

Answer

Cis- and trans-2-butene are geometric isomers (E/Z isomers) that differ in the spatial arrangement of groups around the restricted C=C double bond.

(CPC) Certified Professional Chemist Practice Test

(CPC) Certified Professional Chemist Practice Test

CPC CPC Organic Chemistry & Synthesis 2