aldehydes and ketones Flashcards

1
Q

can ketones be oxidised

A

no but aldehydes can

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2
Q

what are aldehydes oxidised to

A

COOH

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3
Q

what can aldehydes be reduced to

A

primary alcohols

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4
Q

what can ketones be reduced to

A

ketones

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5
Q

other definition of oxidised

A

molecule is oxidised when a carbon atom forms a bond with a more electronegative element

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6
Q

reduction in organic chem

A

when a carbon atom forms a bond with a less electronegative element

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7
Q

reducing agent

A

sodium borohydride

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8
Q

how to reduce aldehyde or ketone

A

add solution to test tube and add excess reducing agent AQ
-reaction takes place to reduce to alcohol

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9
Q

how is reducing agent made

A

take solid sodium borohydride and add to water
-salt dissacociates which leave Na+ and BH4- ions

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10
Q

what happens when BH4- ions react

A

one B-H bonds breaks
both electrons in bond go to hydrogen
-giving it negative charge

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11
Q

role of negatively charged hydrogen in reduction

A

reacts with aldehyde or ketone as nucleophile
-BH4- source of hydride ions

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12
Q

first step of reduction of aldehydes mechanism steps

A

lone pair of hydride ions to carbon atom and carbon to oxygen
-lone pair from hydride ion goes to oxygen

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13
Q

second step of reduction of aldehydes

A

lone pair of oxygen to hydrogen plus ion
-alcohol formed OH group

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14
Q

first step of reduction of ketones

A

hydride ions to carbon bond and carbon bond breaks C-0 bond
-O gets lone pair

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15
Q

second step of ketone reduction

A

OH group forms

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16
Q

feature of Cdouble O bond in carbonyls

A

bond is polar so greater electronegativity
oxygen partially negative and carbon positive
-hydride ion will bond with positive carbon
-

17
Q

reduction equations

A

reactant plus 2 Hydride ions with product and OH on end if aldehyde

18
Q

cyanide composition

A

carbon triple bonded to nitrogen

19
Q

is cyanide organic or inorganic

A

inorganic

20
Q

how to name nitriles

A

-have cyanide in them
-longest chain with nitrile on end

21
Q

bond angle for CN

A

180

22
Q

HCN

A

-hydrocyanic acid
-weak acid forms H+ and CN-
-HCN covalently bonded gas not solid ionic salt

23
Q

product when aldehydes and ketones react with cyanide

A

form hydroxynitriles
-OH and nitrile group

24
Q

2 substances that are sources of cyanide ions

A

KCN
NaCN

25
Q

other reactants when hydroxynitriles

A

aqueous potassium cyanide
-aqueous sodium cyanide
dilute sulfuric acid

26
Q

first step of nucleophilic addition

A

CN lone pairs to carbon in aldehyde
-carbon double to oxygen bond breaks

27
Q

second step of nucleophillic addition hydroxynitriles

A

intermediate of negative oxygen with CN
-lone pairs from oxygen to positive hydrogen
formation of OH

28
Q

naming hydroxynitriles

A

count carbon in nitrile group as position number on in carbon chain and find longest chain
-eg 2-ethyl-2-hydroxupentanenitrile

29
Q

full equation for production of 2-hydroxypropannitrile

A

CH3CHO+ H2SO4 + KCN = CH3CH(OH)CN + KHSO4

30
Q

do hydroxynitriles have optical isomerism

A

yaaarrr

31
Q
A