Prof Jackson Flashcards

1
Q

How would you synthesis this molecule?

A

React the carbonyl with NaCN in H2O/HCl conditions

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2
Q

How would you synthesis this molecule?

A

with Hydride Ion NaBH4 , this is followed by an acid work up.

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3
Q

Besides NaBH4 how else can this be synthesised

A

Using organolithium reagents and Grignard reagents. This is followed by an acid work up

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4
Q

How are organolithium reagents made?

A

Reacting R–X with Li and THF( tetrahydrofuran) which gives R-Li and Li-X

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5
Q

How are grignard reagents made?

A

R-X is reacted with MG/Et2O

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6
Q

How can aldehydes and ketones be made from alcohols

A

oxidation of alcohols. Primary alcohols into Aldehydes which can then be further oxidised to CA. Secondry alcohols cna be oxidised into Ketones.

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7
Q

What is the problem with using organic oxidants in aq conditions.

A

You get oxidation to CA

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8
Q

How can you ensure that primary alcohols are only oxidised to Aldehydes

A

Remove water and use an organic solvent such as pyridinium chloromate

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9
Q

What do you get when you react an Aldehyde or ketone with water in acidic conditions and what is the mechanism for this.

A

Hydrate

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10
Q

What do you get if you react an aldehyde or ketone with water under basic conditions and what is the mechanism for this?

A

Hydrate. The OH- attack the carbonyl and an H+ is removed from water.

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11
Q

What is a hemiacetal?

A

Where there is an OH and OR group attached to the same carbon

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12
Q

What is an acetal?

A

Two OR groups attached to the same carbon

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13
Q

What do you get when you react an aldehyde or ketone with an alchol group under acidic conditions

A

An Hemiacetal or acetal

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14
Q

What do you get if you react a aldehyde or ketone with an alcohol under basic conditions?

A

Hemiactel as acetals are only made under acidic conditions.

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15
Q

Aldehyde and ketone plus a primary amine gives a?

A

Imine

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16
Q

What is the best pH for a nuclephillic additon reaction with a primary amine?

A

pH 5 as this ensure that there is enough amine to react and H+ present.

17
Q

What do you get when a aldehyde or ketone reacts with a secondry amine?

A

Enamine

18
Q

When is enolization possible

A

When there are adjacent hydrogen atoms

19
Q

What is base promoted halogenation?

A

When a base takes an adjacent H to form a enolate and this then reacts as a nucleophile with the halogens

20
Q

Why does the reaction continue after base promted halogenation?

A

The halogen make the other adjacent H more acidic

21
Q

what is the pH of a ketone, aldedhye,alcohol,alkyne,CA and CN.

A

20,20,15,25,5,25 but if next to a phenol then 20.

22
Q

Are aldol products from aldehydes branched or not?

A

No ketones are branched