aldehydes and ketones Flashcards

1
Q

Aldehyde FG

A

CHO - think of ariella. C=O is on the end of the chain with an H attached

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2
Q

Ketone FG

A

If the C=O is in the middle

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3
Q

aldehydes and ketones are known as

A

carbonyls

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4
Q

carbonyls and solubility

A

The smaller carbonyls are soluble in water because they can form hydrogen bonds with water. The longer the chain, the more insoluble

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5
Q

intermolecular forces

A

pure carbonyls do not make Hydrogen bonds but permanent dipole forces

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6
Q

what causes carbonyl reactions

A

the polar C=O bond, this bond is stronger than the alkene bond and is less prone to addition reactions

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7
Q

three main reactions

A

addition, reduction, oxidation

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8
Q

Oxidation reaction (primary)

A

primary alcohol–> aldehyde—> carboxylic acid

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9
Q

Oxidation reaction (secondary)

A

secondary alcohol—> ketone

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10
Q

Oxidation reaction (tertiary)

A

do not oxidise

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11
Q

If you want to get a carboxylic acid from a primary alcohol

A

potassium dichromate (VI) solution and dilute sulphuric acid. Heat under reflux

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12
Q

If you want to get an aldehyde from a primary alcohol

A

potassium dichromate (VI) solution and dilute sulphuric acid. distill

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13
Q

observation in oxidation of propanal

A

the orange dichromate ion (Cr2O72-) reduces to the green Cr 3+ ion

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14
Q

other ways of oxidising aldehydes

A

Tollen’s Reagent, Fehling’s solution

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15
Q

how to make tollen’s

A

formed by mixing aqueous ammonia and silver nitrate. The active substance is the complex ion of [Ag(NH3)2]+ .

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16
Q

Tollen’s Reagent (conditions)

A

heat gently

17
Q

Tollen’s Reagent (observation)

A

with aldehydes, a silver mirror forms coating the inside of the test tube. Ketones result in no change.

18
Q

Fehling’s solution (conditions)

A

heat gently

19
Q

Fehling’s solution (reaction)

A

aldehydes only are oxidised by Fehling’s Solution into a carboxylic acid and the copper ions are reduced to copper(I) oxide .

20
Q

Fehling’s solution (observation)

A

Aldehydes :Blue Cu 2+ ions in solution change to a red precipitate of Cu2O. Ketones do not react.

21
Q

what are aldehydes reduced to

A

primary alcohols

22
Q

what are ketones reduced to

A

secondary alcohols

23
Q

reagent and conditions for reducing aldehydes and ketones

A

NaBH4 or LiAlH4 at RTP

24
Q

what is the mechanism for reducing carbonyls

A

nucleophilic addition

25
Q

Propanal reduction equation

A

CH3CH2CHO + 2[H] = CH3CH2CH2OH

26
Q

propanone reduction equation

A

CH3COCH3 + 2[H] = CH3CHOHCH3

27
Q

how else can aldehydes and ketones be reduced

A

catalytic hydrogenation (H2 and Ni catalyst) high pressure

28
Q

how to make a hydroxynitrile from carbonyls

A

NaCN or HCN and dilute H2SO4
RTP
nucleophilic addition