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Paper 2
organic 1, 2, & 3
organic 2
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Connor McKeown
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Cards (112)
What is a chiral centre?
A
chiral centre
is a
carbon
atom with
four
different
groups
bonded around it.
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Why does a molecule with a chiral centre have no line of symmetry?
Because the arrangement of the
four
different
groups
around the
carbon
atom prevents any
symmetrical
division.
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How is a chiral centre commonly indicated in chemical structures?
It is indicated using an
asterisk
(*) next to the
asymmetric
carbon.
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What is optical isomerism?
Optical isomerism
is a type of
stereoisomerism
where molecules have the same
molecular formula
but
different spatial arrangements
of atoms.
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What are the two possible isomers produced by the presence of a chiral centre called?
They are called
optical
isomers.
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What are enantiomers?
Enantiomers are the two different
isomers
that are
mirror
images of each other due to the presence of a
chiral
centre.
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How do enantiomers affect plane polarised light?
Each enantiomer causes the
rotation
of plane polarised light in
opposite
directions.
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What is a racemate?
A racemate is formed when
optical
isomers are produced as a pair of
enantiomers
in a
1
:
1
ratio.
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Why is a racemic mixture optically inactive?
Because the
opposite directions
of
rotation
caused by each
enantiomer
cancel out, resulting in an overall effect of
zero.
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How can two isomers be produced in equal quantities?
They can be produced by a
nucleophilic addition
reaction.
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What characterizes SN1 reactions?
SN1 reactions proceed via a
planar carbocation intermediate,
allowing the
nucleophile
to attack from either face.
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What is the result of SN1 reactions in terms of product formation?
SN1
reactions
produce a
racemic
mixture.
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How do SN2 reactions differ from SN1 reactions?
SN2 reactions occur in a
single
step, with the
nucleophile
attacking while the
leaving
group is removed.
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What is the outcome of SN2 reactions in terms of product formation?
SN2 reactions
produce a
single enantiomer.
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How do nucleophiles attack in nucleophilic addition reactions involving carbonyl groups?
Nucleophiles
can attack from
above
or
below
the
planar
carbon-oxygen
double
bond.
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What do the products of nucleophilic addition reactions involving carbonyl groups represent?
The products are
mirror
images and therefore
optical
isomers.
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What defines carbonyl compounds?
Carbonyl compounds are
organic
compounds containing a
carbonyl
group,
C=O.
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What are the most common types of carbonyl compounds?
The most common carbonyl compounds are
aldehydes
and
ketones.
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How do carbonyl compounds interact with water?
They can form
hydrogen
bonds with water due to their
carbonyl
group.
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Why are aldehydes and ketones soluble in water?
Because they can form
hydrogen
bonds with
water
molecules.
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What type of intermolecular forces exist between aldehyde and ketone molecules?
Only
van der Waals
forces exist between their molecules.
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How are aldehydes produced?
Aldehydes are produced from the initial
oxidation
and
distillation
of
primary
alcohols.
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Where is the carbonyl group located in aldehydes?
The carbonyl group is located at the
end
of the
carbon chain.
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What functional group do aldehydes have?
Aldehydes have the functional group
-CHO.
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How can aldehydes be further oxidised?
Aldehydes can be oxidised further in the presence of acidified
potassium dichromate
(VI) to produce
carboxylic
acids.
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How are ketones produced?
Ketones are produced from the
oxidation
of secondary
alcohols
with acidified
potassium dichromate
(VI).
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Where is the carbonyl group located in ketones?
The
carbonyl
group is on a
carbon
atom that is attached to
two
other carbon atoms.
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What happens to primary alcohols when heated in the presence of acidified potassium dichromate(VI)?
They can be
oxidised
to produce
aldehydes.
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What occurs when primary alcohols are heated under reflux?
They will be
oxidised
further to
carboxylic
acids.
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What can secondary alcohols be oxidised to?
Secondary alcohols can be oxidised to
ketones
when
heated
in the presence of acidified
potassium dichromate
(VI).
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What is potassium dichromate(VI) used for?
Potassium dichromate(VI) is used as an
oxidising
agent in the oxidation of
alcohols.
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What indicates that potassium dichromate(VI) has been reduced during the oxidation of alcohols?
The colour change from
orange
to
green
indicates the
alcohol
has undergone
oxidation.
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How can aldehydes be tested for presence?
Aldehydes can be tested using
Tollen’s
reagent or
Fehling’s
solution, which produce a
positive
result if present.
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What happens when Fehling’s solution is added to an aldehyde?
A
red precipitate
will form if an
aldehyde
is present.
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What happens when Tollen’s reagent is added to an aldehyde?
A layer of
silver
will form on the
walls
of the
test tube
if an
aldehyde
is present.
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How can the oxidation reactions of carbonyl compounds be reversed?
They can be reversed via
reduction
reactions.
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What is the reducing agent used in the reduction of carbonyl compounds?
The reducing agent used is
lithium tetrahydridoaluminate
(
III
) (
LiAlH4
).
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What is the reaction environment for the reduction of carbonyl compounds?
The reaction is carried out in a
solvent
of dry
ether
due to the reactivity of
LiAlH4.
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What does the reducing agent LiAlH4 provide in the reduction reaction?
LiAlH4
provides the
H
:-
nucleophile.
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What happens during the reduction reaction involving LiAlH4?
First a
salt
is formed, and then a
dilute
acid is added to release the
alcohol
from the
salt.
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