6.6 Organic Synthesis (Advanced) Flashcards

Integrate multiple reaction pathways to design complex syntheses. (20 cards)

1
Q

How can an alkene be converted to a primary alcohol using a multi-step route?

A

Use hydration followed by reduction.

Acid-catalysed hydration forms alcohol; hydroboration–oxidation gives anti-Markovnikov products.

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2
Q

How can a halogenoalkane be converted into a nitrile, and what is the benefit of this reaction?

A

Nucleophilic substitution with CN⁻

Extends carbon chain by one carbon; useful for synthesis design.

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3
Q

What conditions are required to convert a primary alcohol into a carboxylic acid?

A

Oxidation under reflux

Acidified dichromate fully oxidises the alcohol when heated under reflux.

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4
Q

What reagents can be used to reduce a nitrile to a primary amine?

A

H₂/Ni or LiAlH₄

Produces a primary amine with one additional carbon.

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5
Q

True or False:

Reflux conditions are used when complete oxidation of a primary alcohol is required.

A

True

Reflux prevents loss of aldehyde intermediates, allowing full oxidation.

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6
Q

How can an alcohol be converted into a halogenoalkane?

A

Substitution with HX or PCl₅

The OH group is replaced by a halogen via nucleophilic substitution.

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7
Q

How can an aldehyde be produced from a primary alcohol without further oxidation?

A

Controlled oxidation with distillation

Immediate removal of the aldehyde prevents further oxidation.

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8
Q

True or False:

A catalyst changes the equilibrium position in organic synthesis reactions.

A

False

Catalysts increase rate but do not affect equilibrium position.

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9
Q

What reagents are used to convert benzene into nitrobenzene?

A

Nitration with HNO₃/H₂SO₄

Electrophilic substitution introduces a NO₂ group.

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10
Q

How can a nitro compound be converted into an amine?

A

Reduction with Sn/HCl or H₂/Ni

Reduces NO₂ group to NH₂.

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11
Q

True or False:

Cyanide ions act as electrophiles in organic synthesis.

A

False

CN⁻ is a nucleophile that donates an electron pair.

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12
Q

How can the carbon chain be increased by one carbon in organic synthesis?

A

CN⁻ substitution

Forms a nitrile intermediate for further reactions.

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13
Q

Which reagent is used to convert an alcohol into an alkene?

A

Concentrated H₂SO₄

Dehydration (elimination) removes water to form an alkene.

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14
Q

True or False:

Elimination reactions always require aqueous conditions.

A

False

They typically require hot ethanolic conditions.

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15
Q

What reagent and conditions convert an alkene into a diol?

A

Cold KMnO₄

Forms a vicinal diol by oxidation across the double bond.

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16
Q

How is an ester formed from a carboxylic acid?

A

Esterification with alcohol and acid catalyst

A reversible reaction producing ester and water.

17
Q

True or False:

Esterification reactions are irreversible under all conditions.

A

False

Esterification is reversible; equilibrium can be shifted.

18
Q

What type of reaction converts an aldehyde into an alcohol?

A

Reduction

Commonly carried out using NaBH₄.

19
Q

How can a halogenoalkane be converted into an alcohol?

A

Hydrolysis with aqueous OH⁻

Nucleophilic substitution replaces halogen with OH.

20
Q

True or False:

Distillation is preferred over reflux when preventing further oxidation.

A

True

Distillation removes the product before further reaction can occur.