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Topic 18: Organic Chemistry III
18.4 Organic Synthesis
18.4.1 Synthetic Routes
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The reaction pathway in organic synthesis is the specific sequence of chemical
reactions
Match the key aspect of synthetic routes with its description:
Starting Materials ↔️ Simpler organic compounds used as initial reactants
Reaction Pathway ↔️ The specific sequence of chemical reactions
Target Compound ↔️ The desired complex organic molecule
Alkanes are saturated hydrocarbons, while alkenes are
unsaturated
What is the Beckmann rearrangement an example of?
Rearrangement reaction
What are the fundamental reaction types in organic synthesis?
Substitution, addition, elimination, oxidation/reduction, rearrangement
In substitution reactions, one functional group or atom is replaced with
another
Addition reactions involve adding atoms or groups across a
multiple bond
.
True
Match the reaction type with its example:
Substitution ↔️ Nucleophilic substitution of alcohols with halides
Addition ↔️ Electrophilic addition of HBr to alkenes
Elimination ↔️ Dehydration of alcohols to form alkenes
Steps of retrosynthetic analysis in multi-step synthesis
1️⃣ Identify the target compound
2️⃣ Analyze the functional groups
3️⃣ Propose disconnections
4️⃣ Select reaction steps
What is multi-step synthesis used for?
Transforming simple starting materials
The first step in retrosynthetic analysis is to identify the
target
compound.
Organic synthesis involves creating a desired target compound from simpler starting materials.
True
Match the key aspect of synthetic routes with its description:
Starting Materials ↔️ Simpler organic compounds used as initial reactants
Reaction Pathway ↔️ Sequence of reactions to transform starting materials
Target Compound ↔️ Desired complex organic molecule
What is organic synthesis?
Building complex organic molecules
Synthetic routes in organic synthesis provide a systematic approach to building
complex
molecules.
True
What do organic chemists rely on to produce target compounds in synthetic routes?
Starting materials and reaction pathway
Match the common reagent with its description:
Oxidizing Agents ↔️ e.g. KMnO4, H2O2
Reducing Agents ↔️ e.g. LiAlH4, NaBH4
Acids/Bases ↔️ e.g. HCl, NaOH
Catalysts ↔️ e.g. Pd, Pt, Ni
Arrange the fundamental reaction types in organic synthesis based on their common examples:
1️⃣ Substitution Reactions (e.g. nucleophilic substitution of alcohols with halides)
2️⃣ Addition Reactions (e.g. electrophilic addition of HBr to alkenes)
3️⃣ Elimination Reactions (e.g. dehydration of alcohols to form alkenes)
4️⃣ Oxidation/Reduction Reactions (e.g. oxidation of alcohols to aldehydes/ketones)
5️⃣ Rearrangement Reactions (e.g. the Beckmann rearrangement)
Oxidation reactions in organic synthesis always increase the number of oxygen atoms in a molecule.
True
What is the result of an elimination reaction?
A multiple bond
Oxidation reactions increase the oxidation state of
atoms
Retrosynthetic analysis involves working backward from the
target compound
to identify suitable reactions.
True
What reactions can be used to synthesize aspirin from salicylic acid and acetic anhydride?
Esterification and acetylation
What is the goal of synthetic routes in organic synthesis?
Transform starting materials into target compounds
What are common examples of oxidizing agents used in organic synthesis?
KMnO4, H2O2
Match the reaction type with its description:
Substitution ↔️ Replacement of one functional group or atom with another
Addition ↔️ Addition of atoms or groups across a multiple bond
Elimination ↔️ Removal of atoms to form a multiple bond
In a substitution reaction, one functional group or atom is replaced with
another
Elimination reactions form multiple bonds by removing
atoms
.
True
The addition of HBr to alkenes is an example of electrophilic
addition
Oxidation/reduction reactions involve changes in the
oxidation
state of atoms.
True
Fundamental reaction types allow organic chemists to construct a wide variety of target compounds through synthetic
routes
Steps of retrosynthetic analysis
1️⃣ Identify the target compound
2️⃣ Analyze the functional groups
3️⃣ Propose disconnections
4️⃣ Select reaction steps
The first step in retrosynthetic analysis is to identify the
target
Why is retrosynthetic analysis important in organic synthesis?
Designs efficient pathways
Optimizing reaction conditions is crucial to maximize the
yield
Catalysts in organic synthesis reactions include
Pd
, Pt, and Ni.
What are the three fundamental reaction types in organic synthesis?
Substitution, addition, elimination
What is added across a multiple bond in an addition reaction?
Atoms or groups
Give an example of a substitution reaction.
Nucleophilic substitution of alcohols with halides
What type of reaction is the dehydration of alcohols to form alkenes?
Elimination
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