01
Choose one
1 point
In a retrosynthetic scheme, what does an arrow from a target molecule to simpler fragments mean?
Free Practice Quiz Question List
10 Retrosynthesis and Synthesis Design Online Quiz Questions
Use this free practice quiz with 20 questions to review 10 Retrosynthesis and Synthesis Design, test your knowledge, and prepare for your next test or exam.
20 questions
02
True or false
1 point
A functional-group interconversion changes a molecule's functional group without changing its carbon skeleton.
- A
True
- B
False
03
Written response
1 point
When a molecule contains competing functional groups, what type of selectivity describes which functional group reacts?
04
Fill in the blank
1 point
In a retrosynthetic plan for a secondary alcohol, a Grignard reagent can represent the carbon-nucleophile synthon as a .
05
Choose one
1 point
In the crossed aldol synthesis of chalcone, why does benzaldehyde help avoid competing self-aldol addition?
- A
It is unable to act as an electrophile in an aldol reaction.
- B
It forms an enolate more readily than acetophenone does.
- C
It has no α-hydrogen and therefore cannot form its own enolate.
- D
It prevents the β-hydroxy ketone from undergoing dehydration.
06
Choose all
1 point
Select all factors identified as reasons that the order of synthesis steps can matter.
- A
A substituent's directing effect on a later aromatic substitution.
- B
A reagent reacting with a functional group other than the intended one.
- C
A step changing the regioselectivity or stereoselectivity of a later transformation.
- D
The need to protect a reactive group temporarily and deprotect it later.
- E
The fact that every functional-group interconversion changes the carbon skeleton.
07
True or false
1 point
A route with the fewest steps is necessarily the best route, regardless of yield, selectivity, starting-material availability, or purification.
- A
True
- B
False
08
Written response
1 point
What type of selectivity describes which position in a molecule reacts?
09
Choose one
1 point
A plan prepares two molecular fragments separately and joins them near the end of the synthesis. What kind of route is this?
- A
A linear route, because it prepares fragments independently.
- B
A convergent route, because it prepares fragments separately and joins them late.
- C
A functional-group interconversion, because it joins fragments without changing a carbon skeleton.
- D
A disconnection, because it is a forward reaction that joins fragments.
10
Fill in the blank
1 point
Temporarily masking a reactive functional group so it will not interfere with another step is called .
11
Choose all
1 point
When comparing proposed routes, which factors should be considered in addition to the number of steps? Select all that apply.
- A
Expected yield.
- B
Selectivity of the reactions.
- C
Availability of starting materials.
- D
Purification requirements.
- E
Whether the route has the fewest steps, considered as the sole criterion.
12
Open ended
1 point
A proposed synthesis installs the correct substituents on a benzene ring, but changing their order gives a different substitution pattern or an unwanted mixture. Explain why the order must be planned and what effect should be considered at each stage.
13
Choose one
1 point
When planning a target alcohol, which route-design idea is supported by the material?
- A
Assume reduction of a pre-existing carbonyl is always the preferred route.
- B
Avoid considering functional-group interconversions when choosing a disconnection.
- C
Consider whether carbonyl addition could construct the alcohol more effectively than carbonyl reduction.
- D
Choose the route with the most protecting-group steps.
14
Choose one
1 point
A proposed reaction can form two stereoisomers, but the route needs to favor one over the other. Which property should be assessed?
- A
Chemoselectivity.
- B
Stereoselectivity.
- C
Regioselectivity.
- D
Functional-group interconversion.
15
True or false
1 point
A synthesis plan prepares two fragments separately and joins them in a later step. Is this a convergent route?
- A
True
- B
False
16
Choose one
1 point
In a retrosynthetic plan, what does the arrow ⇒ indicate?
- A
A forward reaction that converts the fragments into the target
- B
A proposed disconnection indicating that the target could be made from the resulting fragments
- C
An equilibrium between the target and its fragments
- D
A notation that identifies the reaction conditions for a synthesis
17
Written response
1 point
What is the term for changing a functional group, such as oxidizing an alcohol to a carbonyl, without changing the carbon skeleton?
18
Choose one
1 point
A target is a secondary alcohol whose two carbon groups are joined at the carbon bearing the OH group. Which disconnection most directly suggests a C–C bond-forming route to this target?
- A
An alkene and an electrophilic oxygen reagent
- B
A carboxylic acid and a hydride donor
- C
A carbonyl compound and a carbon-nucleophile equivalent
- D
An alcohol and an alkyl halide for substitution at oxygen
19
Choose one
1 point
A retrosynthetic disconnection of a secondary alcohol suggests an idealized R²⁻ synthon. What role can R²MgBr play in the forward synthesis?
- A
It acts as a real carbon-nucleophile equivalent for the idealized R²⁻ synthon.
- B
It acts as an electrophilic oxygen equivalent.
- C
It converts an aldehyde directly into an alkene without forming a C–C bond.
- D
It serves as a protecting group for the aldehyde.
20
Written response
1 point
When evaluating whether a reagent will react with the intended functional group rather than another group in the molecule, which type of selectivity are you assessing?