Lesson 17A.1
17A.1 Chirality, optical isomers and racemic mixtures Quiz: Pearson Edexcel Chemistry, Unit 17
20 questions
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Lesson 17A.1, Chirality, optical isomers and racemic mixtures: 20 multiple choice questions for the Pearson Edexcel Chemistry (9CH0), Unit 17: Organic Chemistry II, written with Revision Ninja.
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The 20 questions
-
What structural feature must a molecule have to be chiral and show optical isomerism in the simplest case?
- A single carbon atom bonded to four different groups
- A carbon atom bonded to two identical hydrogen atoms and one oxygen atom
- A benzene ring with two identical substituents in the 1,4 positions
- A carbon-carbon double bond with two different groups on each carbon
-
What are optical isomers?
- Molecules with the same shape but different numbers of carbon atoms
- Molecules that differ only in the position of a double bond
- Molecules with the same structure but a different order of bonded atoms
- Non-superimposable mirror images of each other
-
What is optical activity?
- The ability of a single optical isomer to rotate the plane of plane-polarised monochromatic light
- The ability of a solution to conduct electricity through dissolved ions
- The ability of a compound to absorb ultraviolet light at a specific wavelength
- The ability of a molecule to emit light after being exposed to a laser
-
What is a racemic mixture?
- A mixture of two different structural isomers in equal amounts
- A pure optical isomer that rotates light by 180 degrees
- An equimolar mixture of two enantiomers, which is optically inactive
- A mixture of a chiral compound with an achiral solvent in a 1:1 ratio
-
A racemic mixture shows no net rotation of plane-polarised light. Why?
- The two enantiomers rotate the light equally in opposite directions, so the effects cancel
- The light is absorbed completely by the mixture before reaching the detector
- Neither enantiomer is able to interact with plane-polarised light at all
- The mixture contains no chiral centres, so there is no asymmetry to rotate light
-
Which molecule contains a single chiral centre?
- 2-bromopropane
- 2-bromobutane
- 2-methylpropan-2-ol
- 1-bromobutane
-
How many stereoisomers does a molecule with two chiral centres have, if it has no meso form?
- 2
- 3
- 4
- 8
-
Lactic acid (2-hydroxypropanoic acid) has one chiral centre. How many optical isomers does it have?
- 3
- 1
- 4
- 2
-
Which reaction is most likely to produce a racemic mixture?
- Reduction of an achiral ketone by a hydride ion, which gives an achiral alcohol
- Esterification of ethanoic acid with ethanol, which has no chiral centre
- SN2 hydrolysis of a primary halogenoalkane, where inversion occurs at the carbon
- SN1 hydrolysis of an optically active halogenoalkane, which proceeds via a planar carbocation
-
Why is the product of SN2 hydrolysis of a chiral halogenoalkane optically active?
- The product is a mixture of an alkene and an alcohol, and each component rotates polarised light by a different amount
- The nucleophile attacks from the side opposite the leaving group, so the configuration is inverted and one enantiomer is favoured
- The nucleophile attacks equally from both faces of the molecule, so a racemic mixture of two enantiomers is formed
- The product has no chiral centre, so it rotates polarised light in both directions and cancels out to zero overall
-
A compound rotates plane-polarised light by +10 degrees. Its enantiomer rotates it by which value under the same conditions?
- -10 degrees
- +20 degrees
- 0 degrees
- +10 degrees
-
Which statement about the number of chiral centres in a molecule is correct?
- A molecule with several chiral centres may still be achiral overall if it has an internal plane of symmetry
- Every molecule that contains two or more carbon atoms in a chain must always have at least one chiral centre present
- A molecule can only be chiral if it contains a benzene ring, because the ring is needed for asymmetry in the structure
- Chiral centres cannot occur in any molecule that contains oxygen, because oxygen atoms always create symmetry in bonds
-
In a molecule written as a 2D diagram, how is a chiral centre identified?
- Any carbon atom bonded to an oxygen atom, since the oxygen atom makes the molecule asymmetric about that carbon
- A carbon atom bonded to four different groups, shown with wedge or dash bonds where appropriate
- A carbon atom bonded to a double bond and a hydrogen atom, which always creates a stereocentre in the molecule
- A carbon atom that forms part of a benzene ring, since the delocalised electrons in the ring create asymmetry
-
A reaction produces a product that is optically active from achiral reactants with no chiral catalyst. What does this suggest?
- The product must be racemic, since achiral reactants cannot give a net optical rotation without a chiral influence
- The product must have no chiral centres, since optical activity needs achiral starting materials
- The product is definitely a single enantiomer, because achiral reactants always give pure optical isomers
- The product must be an alkene, since alkenes are always optically active
-
Why do optical isomers have identical melting temperatures and boiling temperatures?
- They are constitutional isomers with the same molecular formula but different bonding order between their atoms
- They always decompose into the same products before reaching a boiling point, so their boiling points cannot be measured
- They have different molar masses because each enantiomer has a different orientation of its atoms in space
- They have the same intermolecular forces, since mirror-image molecules have identical bonds and shape in every other respect
-
What is the relationship between a racemic mixture and optical activity?
- A racemic mixture rotates light by twice the angle of a single enantiomer
- A racemic mixture is more optically active than either enantiomer alone
- A racemic mixture is optically active only when heated above 100 C
- A racemic mixture is optically inactive because the rotations of its two enantiomers cancel
-
The rate of an SN1 hydrolysis of an optically active halogenoalkane is monitored by polarimetry. What is observed as the reaction goes to completion?
- The optical rotation increases steadily, since more chiral product forms
- The optical rotation falls to zero as a racemic mixture forms
- The optical rotation stays constant, since the mass of chiral material is unchanged
- The optical rotation changes sign, since the product is a single enantiomer
-
Which statement describes a chiral molecule?
- A molecule that has no carbon-hydrogen bonds
- A molecule that contains only double bonds in its carbon chain
- A molecule whose mirror image is identical to the original molecule
- A molecule that cannot be superimposed on its mirror image
-
A student measures the optical rotation of a solution of a racemic mixture. What result is expected?
- A rotation that depends on the wavelength of the light only
- A large positive rotation, since two enantiomers are present
- Zero rotation, since the two enantiomers cancel each other
- A large negative rotation, since the mixture is more concentrated
-
Which molecule is achiral?
- 2-methylpropan-2-ol
- 2-chlorobutane
- 2-hydroxypropanoic acid
- 2-bromopentane
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