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Chem
Aldehydes & ketones
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Created by
Jana
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Cards (29)
What are carbonyl compounds?
Compounds with a
C=O
bond
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What defines an aldehyde in terms of structure?
C=O
at the
end
of the chain
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What suffix do aldehydes end with?
-al
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What defines a ketone in terms of structure?
C=O
in the
middle
of the chain
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What suffix do ketones end with?
-one
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What type of species are attracted to the positive carbon atom in carbonyls?
Nucleophiles
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What happens when primary alcohols are oxidised?
aldehydes
are formed
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What happens when secondary alcohols are oxidised?
ketones
are formed
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What happens when tertiary alcohols are oxidised?
They do not oxidize
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What is the oxidizing agent that causes alcohols and aldehydes to oxidize?
Potassium dichromate
(
K2Cr2O7
)
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What is the key difference in the oxidation of aldehydes and ketones?
Aldehydes
can oxidize
, ketones
cannot
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What is formed when an aldehyde oxidises?
a
carboxylic acid
is formed
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What reagents are used for the oxidation of aldehydes?
Potassium dichromate (VI)
and
dilute sulfuric acid
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What conditions are required for the oxidation of aldehydes?
Heat under reflux
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What is the full equation for the oxidation of ethanal?
3CH3CHO
+
Cr2O7^2-
+
8H+
→
3CH3CO2H
+
4H2O
+
2Cr3+
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What happens with potassium dichromate during oxidation?
Orange dichromate
reduces
to
green Cr3+
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What reagents can oxidize aldehydes besides potassium dichromate?
Fehling’s solution
or
Tollen’s reagent
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What is observed when aldehydes react with Fehling’s solution?
Blue Cu2+ ions
change to
red Cu2O precipitate
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What is observed when aldehydes react with Tollen’s reagent?
A
silver mirror
forms inside the test tube
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What is formed when carbonyls react with hydrogen cyanide?
hydroxynitriles
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What reagents are used to form a hydroxynitrile from a carbonyl?
Potassium/sodium/hydrogen cyanide
and
dilute sulfuric acid
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What conditions are required for the reaction of carbonyls with hydrogen cyanide?
Room temperature
and
pressure
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What is the mechanism for the reaction of carbonyls with hydrogen cyanide?
Nucleophilic addition
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What happens to the CN group when naming hydroxynitriles?
CN
becomes part of the main chain
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What is the result of adding HCN to unsymmetrical carbonyls?
A
racemate
forms with
no optical activity
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Why are KCN and NaCN preferred over HCN for reactions?
They
completely ionize
, providing
more CN- ions
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What is the risk associated with KCN and NaCN?
They are
still toxic
due to
cyanide ions
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What supplies the H+ ions?
sulfuric acid
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What happens during the nucleophilic addition of HCN to carbonyls?
CN- ions
attack the
positive carbon
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