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Chemistry
A2 Organic
Compounds containing Carbonyl group
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Cards (30)
What are carbonyls?
Carbonyls are compounds with a
C=O
bond.
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How can you differentiate between aldehydes and ketones based on the C=O bond position?
If the C=O is at the end of the
chain
, it is an aldehyde; if in the middle, it is a ketone.
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What is the suffix used for naming aldehydes?
The name will end in
–al
.
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What is the suffix used for naming ketones?
The name will end in
–one
.
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What is the chemical formula for ethanal?
CH3CHO
.
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What is the chemical formula for propanone?
CH3COCH3.
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Why are smaller carbonyls soluble in water?
Because they can form
hydrogen bonds
with water.
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How does the strength of the C=O bond compare to the C=C bond in alkenes?
The C=O bond is stronger and does not undergo
addition
reactions easily.
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What type of intermolecular forces do pure carbonyls exhibit?
Pure carbonyls are attracted by
permanent dipole
forces.
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Why is the C=O bond polarized?
Because
oxygen
is more
electronegative
than
carbon
.
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What happens to primary alcohols during oxidation?
They are oxidized to
aldehydes
and then to
carboxylic acids
.
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What happens to secondary alcohols during oxidation?
They are oxidized to
ketones
.
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What happens to tertiary alcohols during oxidation?
Tertiary alcohols do not
oxidize
.
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What is the role of potassium dichromate in oxidation reactions?
Potassium dichromate is an
oxidizing agent
that causes
alcohols
and
aldehydes
to oxidize.
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What is the key point regarding the oxidation of aldehydes and ketones?
Aldehydes can be oxidized to
carboxylic acids
, but ketones cannot be oxidized.
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What is the reaction equation for the oxidation of an aldehyde to a carboxylic acid?
RCHO
+ [O] →
RCO2H
.
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What is the full equation for the oxidation of ethanal using potassium dichromate?
3CH3CHO +
Cr2O7^2-
+ 8H+ → 3CH3CO2H + 4H2O + 2Cr3+.
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What observation indicates the reduction of the orange dichromate ion during oxidation?
The orange dichromate ion reduces to the green
Cr3+
ion.
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What are Fehling’s solution and Tollen’s reagent used for?
They are used as tests for the presence of
aldehyde
groups.
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What happens to copper (II) ions in Fehling’s solution when aldehydes are oxidized?
The copper (II) ions are reduced to
copper (I)
oxide.
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What is the observation when aldehydes react with Fehling’s solution?
Blue
Cu2+
ions change to a red precipitate of
Cu2O
.
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What is the observation when aldehydes react with Tollen’s reagent?
A
silver mirror
forms coating the inside of the test tube.
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What is the reaction of aldehydes with Tollen’s reagent?
Aldehydes are oxidized to
carboxylic acids
while
silver(I)
ions are reduced to silver atoms.
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What is the reaction of carbonyls with hydrogen cyanide?
Carbonyls react with hydrogen cyanide to form
hydroxynitriles
.
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What reagents are used in the reaction of carbonyls to form hydroxynitriles?
Potassium cyanide
(
KCN
) and
dilute sulfuric acid
.
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What is the mechanism of the reaction forming hydroxynitriles from carbonyls?
The mechanism involves
nucleophilic
addition.
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How do you name hydroxynitriles?
The
CN
becomes part of the main chain and
carbon
number
1.
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What is the advantage of using KCN or NaCN over HCN in reactions?
KCN or NaCN provide a higher concentration of
CN-
ions as they completely
ionize
.
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What is the result of nucleophilic addition of HCN to unsymmetrical aldehydes and ketones?
A
racemate
forms, resulting in no optical activity.
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What happens when HCN attacks the planar carbonyl group?
HCN attacks equally from both sides, leading to the formation of a
racemate
.
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