CD j: Organic synthesis Flashcards
1
Q
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A
- Electrophilic substitution
- Reduction
2
Q
- Give the reactant(s) required for the conversion of an alkene to an alcohol.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Alkene + water
- Hydration
- Electrophilic addition
- H3PO4, steam, heat, pressure or conc. H2SO4, then water
Topic: DF
3
Q
- Give the reactant(s) required for the conversion of an alcohol to an alkene.
- What is the name of this reaction?
- State the conditions required.
A
- Alcohol
- Dehydration, elimination
- Conc. H2SO4, reflux or Al2O3, heat
Topic: WM
4
Q
- Give the reactant(s) required for the conversion of an alkene to an alkane.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Alkene + hydrogen
- Hydrogenation
- Electrophilic addition
- Ni, heat, pressure or Pt, RTP
Topic: DF
5
Q
- Give the reactant(s) required for the conversion of a haloalkane to an alcohol.
- What mechanism occurs?
- State the conditions required.
A
- Haloalkane, ethanolic NaOH or haloalkane, H2O
- Nucleophilic substitution
- Reflux
Topic: OZ
6
Q
- Give the reactant(s) required for the conversion of an alcohol to a haloalkane.
- What mechanism occurs?
- State the conditions required.
A
- Alcohol, halide ion
- Nucleophilic substitution
- H2SO4 or HCl
Topic: OZ
7
Q
- Give the reactant(s) required for the conversion of a haloalkane to an amine.
- What mechanism occurs?
- State the conditions required.
A
- Haloalkane, conc. NH3(aq)
- Nucleophilic substitution
- Heat in sealed tube
Topic: OZ
8
Q
- Give the reactant(s) required for the conversion of a primary alcohol to an aldehyde.
- What is the name of this reaction?
- State the conditions required.
A
- Primary alcohol, Cr2O72-/H+(aq)
- Oxidation, condensation
- Distil
Topics: WM, CD
9
Q
- Give the reactant(s) required for the conversion of an aldehyde to a carboxylic acid.
- What is the name of this reaction?
- State the conditions required.
A
- Aldehyde, Cr2O72-/H+(aq)
- Oxidation, condensation
- Reflux
Topics: WM, CD
10
Q
- Give the reactant(s) required for the conversion of a primary alcohol to a carboxylic acid.
- What is the name of this reaction?
- State the conditions required.
A
- Primary alcohol, Cr2O72-/H+(aq)
- Oxidation, condensation
- Reflux
Topics: WM, CD
11
Q
- Give the reactant(s) required for the conversion of a secondary alcohol to a ketone.
- What is the name of this reaction?
- State the conditions required.
A
- Secondary alcohol, Cr2O72-/H+(aq)
- Oxidation, condensation
- Distil or reflux
Topics: WM, CD
12
Q
Name the reagent(s) which could be used to esterify:
- An alcohol
- A phenol
A
Alcohol: carboxylic acid, acid anhydride, acyl chloride
Phenol: acid anhydride
Topics: WM, PL
13
Q
- What is the name of the reaction between an alcohol and a carboxylic acid to produce an ester?
- What mechanism occurs?
- State the conditions required.
A
- Esterification
- Nucleophilic substitution
- Conc. H2SO4 or conc. HCl
Topics: WM, PL
14
Q
- What is the name of the reaction between an alcohol and an acid anhydride to produce an ester?
- What is the other organic product?
- What mechanism occurs?
A
- Esterification
- Carboxylic acid
- Nucleophilic substitution
Topics: WM, PL
15
Q
- What is the name of the reaction between a phenol and an acid anhydride to produce an ester?
- What is the other organic product?
- What mechanism occurs?
- State the conditions required.
A
- Esterification
- Carboxylic acid
- Nucleophilic substitution
- Alkali, e.g. NaOH
Topics: WM, PL
16
Q
- What is the name of the reaction between an alcohol and an acyl chloride to produce an ester?
- What mechanism occurs?
A
- Esterification
- Nucleophilic substitution
Topics: WM, PL
17
Q
- Give the reactant(s) required for the conversion of an ester to an alcohol.
- Name the other organic product.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- a) Ester, water or b) ester, NaOH
- a) Carboxylic acid or b) carboxylate ion
- Ester hydrolysis
- Nucleophilic substitution
- a) HCl or H2SO4 or b) none
Topic: PL
18
Q
- Give the reactant(s) required for the conversion of an amine to a secondary amide.
- What mechanism occurs?
A
- Amine, acyl chloride
- Nucleophilic substitution
Topic: PL
19
Q
- Give the reactant(s) required for the conversion of a diamine to a nylon (polyamide).
- What is the name of this reaction?
- What mechanism occurs?
A
- Diamine, dicarboxylic acid or diamine, diacyl dichloride
- Condensation, substitution
- Nucleophilic substitution
Topic: PL
20
Q
- Give the reactant(s) required for the conversion of a primary amide to a) a carboxylic acid, and b) a carboxylate ion.
- Name the other organic product.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- a) Primary amide, water, HCl or H2SO4 or b) primary amide, NaOH
- a) Ammonium or b) Ammonia
- Hydrolysis
- Nucleophilic substitution
- Reflux
Topic: PL
21
Q
- Give the reactant(s) required for the conversion of a secondary amide to a) a carboxylic acid, and b) a carboxylate ion.
- Name the other organic product.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- a) Secondary amide, water, HCl or H2SO4 or b) secondary amide, NaOH
- a) Amine salt or b) amine
- Hydrolysis
- Nucleophilic substitution
- Reflux
Topic: PL
22
Q
- Give the reactant(s) required for the conversion of an aldehyde or a ketone to a cyanohydrin.
- What mechanism occurs?
A
- Aldehyde or ketone, CN- (cyanide) ion
- Nucleophilic addition
Topic: CD
23
Q
- Give the reactant(s) required for the conversion of an aromatic amine to a diazonium salt.
- What is the name of this reaction?
- State the conditions required.
A
- Aromatic amine, NaNO2 (sodium nitrate(III))
- Diazotisation
- Aromatic amine dissolved in dilute HCl, temperature below 5oC
Topic: CD
24
Q
- Give the reactant(s) required for the conversion of a diazonium salt to an azo compound.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Diazonium salt, coupling agent: phenol or aromatic amine
- Coupling
- Electrophilic substitution
- Solution of diazonium salt should be ice-cold
Topic: CD
25
Q
- Give the reactant(s) required for the conversion of benzene to bromobenzene.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Benzene, bromine
- Bromination
- Electrophilic substitution
- Reflux, FeBr3 (or form FeBr3 in situ from Fe)
Topic: CD
26
Q
- Give the reactant(s) required for the conversion of benzene to chlorobenzene.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Benzene, chlorine
- Chlorination
- Electrophilic substitution
- Anhydrous AlCl3
Topic: CD
27
Q
- Give the reactant(s) required for the conversion of benzene to nitrobenzene.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Benzene, conc. HNO3
- Nitration
- Electrophilic substitution
- Conc. H2SO4, below 55oC
Topic: CD
28
Q
- Give the reactant(s) required for the conversion of benzene to benzenesulfonic acid.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Benzene, H2SO4
- Sulfonation
- Electrophilic substitution
- Reflux
Topic: CD
29
Q
- Give the reactant(s) required to add an alkyl group to benzene.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Benzene, chloroalkane
- Friedel-Crafts alkylation
- Electrophilic substitution
- Reflux, anhydrous AlCl3
Topic: CD
30
Q
- Give the reactant(s) required to add an acyl group to benzene.
- What is the name of this reaction?
- What mechanism occurs?
- State the conditions required.
A
- Benzene, acyl chloride
- Friedel-Crafts acylation
- Electrophilic substitution
- Reflux, anhydrous AlCl3
Topic: CD