The carbon-carbon bond length decreases as bond order increases.
What is the correct order of increasing carbon-carbon bond length?
The Lewis formula of contains two single bonds.
What is the total number of lone pairs in the molecule?
4
8
6
10
Ammonia reacts with boron trifluoride to form .
What is the donor atom in the coordination bond?
In a paper chromatogram, the solvent front travels from the baseline. The centre of a dye spot travels from the baseline.
What is the value of the dye?
2.5
4.8
0.40
0.25
X-ray diffraction shows that all six carbon-carbon bonds in benzene have the same length.
What conclusion is best supported by this evidence?
Benzene contains three isolated bonds and three isolated bonds.
Benzene is non-planar because the carbon atoms are hybridized.
Benzene undergoes addition reactions more readily than alkenes.
Benzene has a delocalized system with carbon-carbon bond lengths intermediate between single and double bonds.
The structure of ethanoic acid is .
How many bonds and bonds are present in one molecule?
7 bonds and 1 bond
8 bonds and 1 bond
7 bonds and 2 bonds
6 bonds and 1 bond
Methanal, , has three electron domains around the carbon atom.
What is the most accurate statement about the bond angle?
It is exactly because carbon forms four bonds.
It is slightly less than because the domain repels more strongly than domains.
It is because the carbon atom has no lone pairs.
It is exactly because all three domains repel equally.
Each diagram represents a molecule with identical terminal atoms bonded to a central atom . Each bond is polar, with more electronegative than .
The molecule with a net dipole moment is represented by which diagram?
The carbonate ion, , is represented by three equivalent resonance structures.
What is the bond order of each bond in the resonance hybrid?
1
2
A molecule has five electron domains around the central atom: four bonding domains and one lone pair.
The molecular geometry is represented by which diagram?
In one Lewis formula of , nitrogen is bonded to one oxygen by a double bond and to two oxygens by single bonds. Nitrogen has no lone pairs.
Using , what is the formal charge on nitrogen?
0
Phosphorus trichloride, , is a covalent molecule.
State the total number of valence electrons in one molecule of .
Draw the Lewis formula of , showing all bonding pairs and lone pairs.
State whether the phosphorus atom obeys the octet rule in this molecule.
0
The table gives information about the carbon-carbon bonds in ethane, ethene and ethyne.
| Compound | CāC bond order | CāC bond length / pm | CāC bond strength / kJ molā»Ā¹ |
|---|---|---|---|
| Ethane | 1 | 154 | 348 |
| Ethene | 2 | 134 | 612 |
| Ethyne | 3 | 120 | 837 |
State the bond order of the carbon-carbon bond in ethyne, .
Explain the relationship between bond order, bond length and bond strength for carbon-carbon bonds.
0
Diamond and graphite are allotropes of carbon with covalent network structures.
Compare the bonding and arrangement of carbon atoms in diamond and graphite.
Explain why graphite conducts electricity but diamond does not.
0
Propanone, , and butane, , have similar molar masses but different solubilities in water.
State the strongest intermolecular force between propanone molecules.
Explain why propanone is much more soluble in water than butane.
State why London dispersion forces are present in both substances.
0
Propyne has the structural formula .
State the number of sigma bonds and pi bonds in one molecule of propyne.
Explain why a sigma bond is usually stronger than a pi bond.
0
A student prepared Lewis formulas for four covalent species using dots and crosses to show valence electrons.

State the total number of valence electrons in .
Identify the electron-deficient molecule in the panel.
Explain why the central atom in has no lone pair, although the central atom in does.
0
Bond length and average bond enthalpy data are shown for carbon-carbon bonds of different bond order.
| Bond order | Bond length / pm | Average bond enthalpy / kJ mol^-1 |
|---|---|---|
| 1 | 154 | 348 |
| 2 | 134 | 614 |
| 3 | 120 | 839 |
State the bond order of the carbon-carbon bond with the shortest bond length.
Describe the relationship between carbon-carbon bond length and average bond enthalpy shown by the data.
Explain why a carbon-carbon triple bond is stronger than a carbon-carbon single bond.
0
In the ethanoate ion, , the two carbon-oxygen bonds in the carboxylate group are equivalent because of delocalization.
What is the hybridization of the carbon atom in the carboxylate group and of each oxygen atom in that group?
Carbon ; each oxygen
Carbon ; each oxygen
Carbon ; one oxygen and one oxygen
Carbon ; each oxygen
Methanal, , has the Lewis formula shown.

Deduce the number of electron domains around the carbon atom and the electron domain geometry.
Suggest why the bond angle is slightly less than the ideal angle for this electron domain geometry.
Deduce whether methanal is polar.
0
A mixture of two coloured compounds, X and Y, was separated by thin-layer chromatography on polar silica using a non-polar solvent.

Calculate the value for spot X.
Explain which compound, X or Y, is less polar.
0
The carbonate ion, , can be represented by resonance structures.
State what is meant by resonance structures.
Deduce the number of equivalent resonance structures for .
Explain why the three carbon-oxygen bonds in have the same length.
0
Sulfur tetrafluoride, , and xenon tetrafluoride, , are species with expanded octets around the central atom.
Deduce the electron domain geometry and molecular geometry around sulfur in .
Explain why the lone pair in is placed in an equatorial position in the VSEPR model.
State the molecular geometry of .
0
The table compares four molecules with four or fewer electron domains around the central atom.
| Molecule | Central atom | Electron domains around central atom | Lone pairs on central atom | Bond angle(s) / ° |
|---|---|---|---|---|
| CH4 | C | 4 | 0 | H-C-H = 109.5 |
| NH3 | N | 4 | 1 | H-N-H = 107.0 |
| H2O | O | 4 | 2 | H-O-H = 104.5 |
| H2CO | C | 3 | 0 | H-C-H = 116.0; O-C-H = 122.0 |
Deduce the molecular geometry of from the data.
Compare the bond angles in , and using the VSEPR model.
Suggest why the angle in is less than the ideal trigonal planar angle.
0
Selected physical properties of covalent substances are shown.
| Substance | Melting point / °C | Electrical conductivity | Hardness / texture |
|---|---|---|---|
| Diamond | 3550 | No | Very hard |
| Graphite | 3650 | Yes, along layers | Soft and slippery |
| Silicon dioxide | 1710 | No | Hard |
| Buckminsterfullerene | 280 | No | Soft |
Identify the substance that conducts electricity well along layers and can act as a lubricant.
Explain the high melting point of silicon dioxide.
Suggest why buckminsterfullerene has a much lower melting point than diamond.
0
Boiling point and solubility data are shown for four molecular covalent substances of similar molar mass.
| Substance | Boiling point / °C | Solubility in water / g per 100 g water |
|---|---|---|
| butane | -1 | 0.01 |
| methoxyethane | 7 | 7.0 |
| propanal | 49 | 20 |
| propan-1-ol | 97 | 100 |
Identify the substance most likely to form hydrogen bonds between its own molecules.
Explain why the alcohol has a higher boiling point than the ether, although their molar masses are similar.
Suggest why the hydrocarbon has the lowest solubility in water.
0
Experimental bond length data are shown for the carbonate ion and for typical carbon-oxygen bonds.
| Bond type | Bond length / pm |
|---|---|
| Typical CāO single bond | 143 |
| Typical C=O double bond | 120 |
| CāO bond 1 in CO3^2ā | 128 |
| CāO bond 2 in CO3^2ā | 128 |
| CāO bond 3 in CO3^2ā | 128 |
State what the equal bond lengths in indicate about the three bonds.
Explain why a single Lewis formula with one bond and two bonds does not fully represent .
Deduce the average bond order of each carbon-oxygen bond in .
0
Molecular model data are shown for species with expanded octets around the central atom.
| Model | electron domains | bonding domains | lone pairs | lone-pair site | 90° interactions/LP |
|---|---|---|---|---|---|
| TBP axial lone pair | 5 | ā | ā | axial | 3 |
| TBP equatorial lone pair | 5 | ā | ā | equatorial | 2 |
| SF4 | 5 | 4 | 1 | equatorial | 2 |
| XeF4 | 6 | 4 | 2 | opposite | 4 |
Deduce the molecular geometry of a species with five electron domains, four bonding domains and one lone pair.
Explain why the lone pair in occupies an equatorial position in a trigonal bipyramidal electron domain geometry.
Deduce the molecular geometry of .
0
Benzene, , is often represented as a hexagon with a circle inside the ring.
| Bond | Length / pm |
|---|---|
| Typical CāC single bond | 154 |
| Typical C=C double bond | 134 |
| Benzene C1āC2 | 139 |
| Benzene C2āC3 | 139 |
| Benzene C3āC4 | 139 |
| Benzene C4āC5 | 139 |
| Benzene C5āC6 | 139 |
| Benzene C6āC1 | 139 |
State the geometry around each carbon atom in benzene.
Explain how carbon-carbon bond length data support the delocalized model of benzene.
Suggest why benzene tends to undergo substitution rather than addition reactions.
0
Two possible Lewis formulas, A and B, can be drawn for the cyanate ion, .

Calculate the formal charge on oxygen in formula A.
Calculate the formal charge on nitrogen in formula B.
Deduce which formula is preferred, using formal charge arguments.
0
The ethanoate ion, , contains a carboxylate group in which the two carbon-oxygen bonds are experimentally found to be equal in length.

State the hybridization and electron domain geometry of the carbon atom in the carboxylate group.
Explain why the two carbon-oxygen bonds in the carboxylate group are equal in length.
0
A mixture of three dyes was separated by thin-layer chromatography using a polar silica stationary phase and a non-polar mobile phase.

Calculate the value of the dye spot in the mixture that travelled when the solvent front travelled .
Identify which reference dye matches the mixture spot with .
Suggest why the most polar dye travels the shortest distance on this TLC plate.
0
Two possible Lewis formulas for the cyanate ion, , are shown. In both formulas the atoms are arranged .

Calculate the formal charge on oxygen in structure A.
Calculate the formal charge on nitrogen in structure B.
Determine which structure is preferred using formal charge arguments.
0
A displayed Lewis formula for one resonance structure of the nitrate ion is shown with one bond and two bonds.

Deduce the number of sigma bonds and pi bonds in the displayed resonance structure.
Explain why the measured bonds in nitrate are equal, although the displayed structure contains one double bond and two single bonds.
Suggest why the measured bond length is intermediate between typical single and double bond lengths.
0
The structural formula of acrylonitrile, , is shown with three carbon atoms labelled.

Deduce the hybridization of and .
Explain the linear geometry around in terms of hybridization.
Analyse the pi bonding in acrylonitrile.
0
Methanal, , is a small covalent molecule. Carbon is the central atom.
The Lewis formula of methanal is used to predict its shape.
Draw the Lewis formula of methanal, showing all bonding and non-bonding electron pairs.
Deduce the electron domain geometry and the molecular geometry around the carbon atom.
Explain why the H-C-H bond angle in methanal is slightly less than the ideal angle for its electron domain geometry.
Methanal contains polar C=O bonds and polar C-H bonds. Explain whether methanal is polar overall.
0
Ammonia reacts with boron trifluoride to form the adduct . Boron trifluoride is an electron-deficient molecule.

The reaction can be described using Lewis acid-base theory.
Identify the Lewis base and the Lewis acid in the reaction.
State the feature of the ammonia molecule that allows it to form a coordination bond.
Draw the Lewis formula of , using an arrow to show the coordination bond.
Explain why can accept an electron pair even though each fluorine atom has an octet.
0
The table gives information about bonds between nitrogen atoms in gaseous covalent species.
| Species | NāN bond order | NāN bond length / pm | NāN bond enthalpy / kJ molā»Ā¹ |
|---|---|---|---|
| Hydrazine, NāHā | 1 | 145 | 163 |
| Diazene, NāHā | 2 | 125 | 418 |
| Nitrogen, Nā | 3 | 110 | 945 |
Use the data to analyse the relationship between bond order, bond length and bond strength.
Hydrazine, , contains an N-N single bond. Nitrogen, , contains an triple bond.
State the number of shared electron pairs in the bond between the nitrogen atoms in hydrazine and in nitrogen.
Suggest which N-N bond is more difficult to break, referring to the data.
Evaluate the statement: āA molecule containing a triple bond is always less reactive than a molecule containing a single bond because the triple bond is stronger.ā
0
A student separates three coloured compounds, X, Y and Z, by thin layer chromatography. The stationary phase is polar silica and the mobile phase is a relatively non-polar solvent.

The retardation factor is calculated from the distances on the chromatogram.
State the equation used to calculate .
Calculate the value of compound Y using the distances shown on the chromatogram. The distance from the baseline to Y is and the distance from the baseline to the solvent front is .
Explain which compound is most strongly attracted to the stationary phase.
Evaluate why values from this experiment should not be used to identify compounds unless the chromatography conditions are specified.
0
The hydrogenation enthalpy of benzene can be compared with that expected for a hypothetical molecule containing three isolated carbon-carbon double bonds.
| Species / bond | Hydrogenation enthalpy / kJ mol^-1 | CāC bond length / pm |
|---|---|---|
| Hypothetical molecule with three isolated C=C bonds | -360 | ā |
| Benzene (all six CāC bonds) | -208 | 139 |
| Typical CāC single bond | ā | 154 |
| Typical C=C double bond | ā | 134 |
Calculate the resonance energy of benzene using a hypothetical hydrogenation enthalpy of and an experimental value for benzene of .
State how the carbon-carbon bond length data support delocalization in benzene.
Discuss why benzene tends to undergo substitution rather than addition reactions.
0
Diamond, graphite and silicon dioxide are covalent network substances with different structures and properties.

Compare the bonding around carbon atoms in diamond and graphite.
The properties of these covalent networks can be explained by their structures.
Explain why diamond and silicon dioxide have high melting points.
Explain why graphite can be used as a lubricant.
Explain why graphite conducts electricity but silicon dioxide does not.
0
Propanone, propan-1-ol and butane have similar molar masses but different physical properties.
| Substance | Molar mass / g mol^-1 | Boiling point / °C | Water solubility in water at 25 °C |
|---|---|---|---|
| Butane | 58.1 | -0.5 | very low |
| Propanone | 58.1 | 56.0 | miscible |
| Propan-1-ol | 60.1 | 97.2 | miscible |
Deduce the strongest type of intermolecular force between molecules of each substance.
Use intermolecular forces to explain two trends shown by the data.
Explain why propan-1-ol has a higher boiling point than propanone.
Explain why butane has poor solubility in water.
Discuss why molar mass alone is not sufficient to predict the volatility of these compounds.
0
Ozone, , is an allotrope of oxygen. Its bonding is described using resonance.
Resonance structures can be used to model the bonding in ozone.
Draw two resonance structures for ozone.
Explain why the two O-O bonds in ozone have the same length.
Calculate the bond order of each O-O bond in ozone using the resonance model.
Oxygen, , and ozone absorb different wavelengths of ultraviolet radiation in the atmosphere. Explain why different photon energies are needed to break bonds in and .
0
Phosphorus pentafluoride, , sulfur tetrafluoride, , and xenon tetrafluoride, , contain central atoms with expanded octets.

Analyse the VSEPR model for .
State the number of electron domains around phosphorus in .
Deduce the electron domain geometry, molecular geometry and approximate F-P-F bond angles in .
Sulfur tetrafluoride has five electron domains around sulfur.
Deduce the molecular geometry of .
Explain why the lone pair in occupies an equatorial position.
Deduce the molecular geometry of and explain your answer.
0
Two possible Lewis formulas can be drawn for sulfur dioxide, . Formula A has one S-O single bond and one S=O double bond. Formula B has two S=O double bonds and one lone pair on sulfur, giving sulfur an expanded octet (10 electrons total).

Formal charge can be used to compare the two Lewis formulas.
State the formula used to calculate formal charge.
Calculate the formal charge on sulfur in Formula A and in Formula B.
State the sum of all formal charges in any valid Lewis formula of .
Evaluate which of Formula A and Formula B is preferred using formal charge.
Distinguish formal charge from oxidation state in terms of the assumption made about bonding electrons.
0
Acrylonitrile, , is used to make polymers. Its displayed structure contains single, double and triple covalent bonds.

Analyse the bonding shown in acrylonitrile.
State the number of bonds and bonds in one molecule of acrylonitrile.
Explain how a bond differs from a bond in terms of orbital overlap and electron density.
Explain why the CN triple bond contains two bonds but only one bond.
Suggest why a bond is usually weaker than a bond.
0
Benzene, , is often represented as a hexagon with a circle inside the ring.
| Observation | Bond length / pm | Hydrogenation ĪH / kJ mol^-1 |
|---|---|---|
| All six CāC bonds in benzene | 139, 139, 139, 139, 139, 139 | ā |
| Typical CāC bond | 154 | ā |
| Typical C=C bond | 134 | ā |
| Hydrogenation of cyclohexene | ā | -120 |
| Hydrogenation of benzene | ā | -208 |
Use physical evidence to discuss the bonding in benzene.
The hydrogenation data provide evidence for resonance energy.
State what is meant by resonance energy in benzene.
Explain how the hydrogenation data support the existence of resonance energy.
Discuss why benzene tends to undergo substitution reactions rather than addition reactions typical of alkenes.
0
The ethanoate ion, , can be represented by two equivalent resonance structures. The two C-O bonds in the carboxylate group have the same length.

Analyse the resonance description of the carboxylate group.
Draw the two equivalent resonance structures of the ethanoate ion.
Calculate the average C-O bond order in the carboxylate group.
Use hybridization to explain the geometry and delocalization in the carboxylate group.
State the hybridization of the carboxylate carbon atom and the electron domain geometry around it.
Explain how unhybridized p orbitals allow delocalization in the carboxylate group.
Explain why the two C-O bonds in the ethanoate ion have the same length and why this length is intermediate between typical C-O and C=O bonds.
0