Carbonyl Compounds Flashcards

1
Q

functional group

A

C=O

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2
Q

2 homologusseriesofcarbonyl compounds

A

dehydes
ketones

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3
Q

aldehydes general formula

A

Cn H2n+1 CHO

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4
Q

how is an aldehyde formed

A

by dehydrating an alcohol

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5
Q

general formula for ketones

A

Cn H2n+1 CO Cn H2n+1

R CO R’

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6
Q

ending for ketones

A

…anone

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7
Q

physical properties of ketones

A

simpler ketones have colourless liquids
simpler ketones dissolve in water due to hydrogen bonding

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8
Q

how are ketones prepared

A

oxidation of secondary alcohols by warming with acidified potassium dichromate

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9
Q

what types of reactions do ketones take part in

A

nucleophilic addition
condensation reactions

similar to aldehydes because of the carbonyl group in their structure

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10
Q

reaction of ketones with Fehling’s and Tollen’s solutions

A

no reaction because ketones cannot be easily oxidized

hence, reactions with these reagents are used to distinguish between aldehydes and ketones

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11
Q

compound name ending for aldehydes

A

…anal

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12
Q

what happens in nucleophilic addition of aldehydes and ketones

A
  1. the carbonyl C atom will be partially positive since it is bonded to the electronegative O atom
  2. the negatively charged particles (nucleophiles) are attracted to the C atom
  3. the nucleophile will add to the carbonyl C atom since this C atom is unsaturated
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13
Q

in the mechanism of nucleophilic addition,what is the slow step

A

as the nucleophile approaches the carbonyl compound, the pi bond is broken so the nucleophile bonds to the C atom and a negatively charged intermediate is formed

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14
Q

in the mechanism of nucleophilic addition, what is the fast step

A

the positively charged hydrogen bonds quickly to the negative O to complete the reaction

the reaction is done by adding a mixture of KCN and dilute acid to the aldehyde/ ketone, maintaining a temperature between 10-20 deg. C

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15
Q

condensation reactions of aldehydes and ketones

A

carbonyl compounds react with the general formula H2X

during the reaction, the reagent loses H2 and the carbonyl compound loses O

water is eliminated

the carbonyl C atom then bonds to the X

*a double bond is not broken

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16
Q

condensation reactions with 2,4-dinitrophenylhydrazine (2,4-dnp)

A

an orange or brown precipitate is formed
this is used to show the presence of a carbonyl group in the organic compound

17
Q

oxidation of aldehydes process

A

aldehydes are easily oxidized by gently warming with H2SO4 and K2Cr2O7 or H2SO4 and KMnO7

18
Q

what are aldehydes oxidized to

A

carboxylic acids

19
Q

how can you test for the CHO group in a compound

A
  1. silver mirror test/ Tollen’s reagent
    test with Fehling’s solution
20
Q

test of aldehyde with fehling’s solution

A

forms a reddish brown precipitate

21
Q

test of aldehyde with fehling’s solution

A

forms a reddish brown precipitate

22
Q

silver mirror test with aldehydes

A

forms a silver precipitate

tollen’s reagent- AgNO3 + NH3

23
Q

reducing agents used in reduction of aldehydes

A
  1. LiAlH4 (lithiumaluminiumhydride)
  2. NaBH4 (sodiumborohydride)
24
Q

reduction of aldehydes

A

when an aldehyde is reacted with LiAlH4 in dry ether or NaBH4 in a mixture of H2O and CH3OH, the aldehyde is converted to a primary alcohol