| Date | May 2009 | Marks available | 1 | Reference code | 09M.1.sl.TZ2.26 |
| Level | SL | Paper | 1 | Time zone | TZ2 |
| Command term | State | Question number | 26 | Adapted from | N/A |
Question
What is the product of the oxidation of butan-2-ol?
A. But-2-ene
B. Butanoic acid
C. Butanal
D. Butanone
Markscheme
D
Examiners report
This proved to be one of the most challenging questions on the paper with a difficulty index of 42%, with more candidates selecting oxidation products from a primary alcohol (B and C) than the correct response. It did however prove to be a very good discriminator with a discrimination index of 0.56.
Syllabus sections
Show 192 related questions
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- 17N.2.sl.TZ0.6a.ii: State the observation expected for each reaction giving your reasons.
- 17N.2.sl.TZ0.6a.i: Deduce the type of chemical reaction and the reagents used to distinguish between these...
- 17N.1.sl.TZ0.27: Which type of reaction occurs between an alcohol and a carboxylic acid? A. Addition B....
- 17N.1.sl.TZ0.25: Which compound can be oxidized when heated with an acidified solution of...
- 17N.1.sl.TZ0.24: What is the major product of the reaction between HCl and but-2-ene? A....
- 17M.3.hl.TZ2.3c.ii: Suggest, giving one reason, whether this is an addition or condensation reaction.
- 17M.2.hl.TZ2.7b.ii: Deduce the structural formula of the main organic product when hex-1-ene reacts with hydrogen...
- 17M.2.hl.TZ2.7b.i: Bromine was added to hexane, hex-1-ene and benzene. Identify the compound(s) which will react...
- 17M.2.hl.TZ2.6b: The overall equation for monochlorination of methane is: CH4(g) + Cl2(g) → CH3Cl(g) +...
- 17M.2.hl.TZ2.2a.v: Identify one organic functional group that can react with acidified K2Cr2O7(aq).
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- 17M.2.sl.TZ2.6b: Bromine was added to hexane, hex-1-ene and benzene. Identify the compound(s) which will react...
- 17M.2.sl.TZ2.6a: Using relevant equations, show the initiation and the propagation steps for this reaction.
- 17M.1.sl.TZ2.26: Which conditions are used to convert ethanol to ethanal? A. Excess oxidizing agent and...
- 17M.1.sl.TZ2.25: Which describes the reaction between a halogen and ethane?
- 17M.3.hl.TZ1.9a: Deduce the repeating unit of the polymer and the other product of the reaction.
- 17M.2.sl.TZ1.6b: State the typical reactions that benzene and cyclohexene undergo with bromine.
- 17M.2.sl.TZ1.6a: Discuss the physical evidence for the structure of benzene.
- 17M.2.sl.TZ1.5d: Chloroethene, C2H3Cl, can undergo polymerization. Draw a section of the polymer with three...
- 17M.2.sl.TZ1.5b: Formulate equations for the two propagation steps and one termination step in the formation...
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- 17M.1.hl.TZ1.35: What is the major product of the reaction between 2-methylbut-2-ene and hydrogen bromide? A....
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- 16N.3.sl.TZ0.2b: In trial 3, the students noticed that after heating, the crucible had turned black on the...
- 16N.2.sl.TZ0.5b: Both propane and propene react with bromine. (i) State an equation and the condition...
- 16N.2.sl.TZ0.1d: Ethane-1,2-diol can be oxidized first to ethanedioic acid, (COOH)2, and then to carbon...
- 16N.1.sl.TZ0.26: Which type of reaction occurs when methanol and propanoic acid react together in the presence...
- 16N.1.sl.TZ0.25: Which monomer is used to form the polymer with the following repeating unit? A....
- 16M.2.hl.TZ0.5a: (i) State the term that is used to describe molecules that are related to each other in the...
- 16M.2.sl.TZ0.4b: Compound B is related to compound A. (i) State the term that is used to describe molecules...
- 16M.2.sl.TZ0.4a: (i) State the name, applying IUPAC rules, of compound A. (ii) Draw a section, showing three...
- 16M.1.sl.TZ0.26: What is the mechanism of the reaction between ethane and chlorine in...
- 16M.1.sl.TZ0.25: Which compound can both be esterified and turn acidified potassium dichromate(VI)...
- 15M.1.hl.TZ1.35: What is the product of the addition of chlorine, \({\text{C}}{{\text{l}}_{\text{2}}}\), to...
- 15M.2.hl.TZ1.5a: State an equation for the formation of ethanol from ethene and the necessary reaction...
- 15M.2.hl.TZ1.5d: State the equation for the acid-catalysed reaction of ethanol with propanoic acid and state...
- 15M.2.hl.TZ1.6a: State the equation for the reaction between methane and bromine to form bromomethane.
- 15M.2.hl.TZ1.6b.i: Explain, using equations, the complete free-radical mechanism for the reaction of methane...
- 15M.2.hl.TZ1.6b.ii: Bromomethane reacts with aqueous sodium hydroxide. State the organic product of this reaction.
- 15M.2.hl.TZ1.7a.i: Ethanol is a primary alcohol that can be oxidized by acidified potassium dichromate(VI)....
- 15M.2.hl.TZ2.10a.i: Deduce the full structural formula of compound A.
- 15M.2.hl.TZ2.10a.iii: Describe the colour change observed when excess but-2-ene reacts with bromine to form...
- 15M.2.hl.TZ2.10b: (i) Outline two reasons why the polymerization of alkenes is of economic...
- 15M.2.hl.TZ2.10g: Deduce the equation for the complete combustion of compound C.
- 15M.1.sl.TZ1.24: Which species can oxidize ethanol to ethanoic acid? A. \({{\text{I}}^ - }\) B. ...
- 15M.1.sl.TZ1.28: Which statements about the chlorine free radical are correct? I. It has 18...
- 15M.1.sl.TZ1.29: Which statement is correct about the polymerization of ethene to poly(ethene)? A. The...
- 15M.1.sl.TZ1.26: Which compound could be X in the two-stage reaction...
- 15M.1.sl.TZ2.28: Which statements are correct for the reaction of ethene with bromine in the absence of...
- 15M.2.sl.TZ1.2a: State the equation for the reaction between methane and bromine to form bromomethane.
- 15M.2.sl.TZ1.2b: Explain, using equations, the complete free-radical mechanism for the reaction of methane...
- 15M.2.sl.TZ1.5a: (i) State an equation for the formation of ethanol from ethene and the necessary reaction...
- 15M.2.sl.TZ2.7a.i: Deduce the full structural formula of compound A.
- 15M.2.sl.TZ2.7g.ii: Deduce the equation for the complete combustion of compound C.
- 15M.2.sl.TZ1.7c.i: Ethanol is a primary alcohol that can be oxidized by acidified potassium dichromate(VI)....
- 15M.2.sl.TZ2.4b: Ethane, a member of the homologous series of alkanes, can react with bromine. Explain the...
- 15M.2.sl.TZ2.7a.iii: Describe the colour change observed when excess but-2-ene reacts with bromine to form...
- 15M.2.sl.TZ2.7b: State the names of the reagents D and E.
- 15M.2.sl.TZ2.7c: (i) Outline two reasons why the polymerization of alkenes is of economic...
- 15M.2.sl.TZ2.7d: Compound C, \({{\text{C}}_{\text{4}}}{{\text{H}}_{\text{9}}}{\text{OH}}\), can also be formed...
- 14M.1.hl.TZ2.39: What is the structural formula of the ester formed by reacting propanoic acid with...
- 14M.2.hl.TZ1.4a: State the conditions necessary for this reaction.
- 14M.2.hl.TZ1.6a: Alcohols with the molecular formula...
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- 14M.2.sl.TZ2.3b: Combustion also often forms carbon and carbon monoxide. Outline what reaction conditions...
- 14M.2.sl.TZ2.3c: (i) State the type of polymerization that occurs. (ii) Draw the structure of a...
- 14M.2.sl.TZ2.6b: State the reagent required to convert A into B.
- 14M.2.sl.TZ2.6c: (i) State the conditions required for this reaction to occur. (ii) Outline why it...
- 14M.2.sl.TZ2.6e: A can also be converted into C without going via B. State the reagent and conditions required.
- 14M.2.sl.TZ2.6f: (i) State why C is not readily oxidized by acidified potassium...
- 14M.2.sl.TZ2.6g.i: State the conditions required for this reaction to occur.
- 14N.1.hl.TZ0.34: Which product is formed when bromine water is added to propene,...
- 14N.1.hl.TZ0.36: Which of these repeating units is present in the polymer poly(propene)?
- 14N.2.hl.TZ0.9c: (i) Determine the organic product formed when each of the compounds is heated under...
- 14N.2.hl.TZ0.9f: (i) Pentanoic acid reacts with ethanol. State the structural formula of the organic...
- 14N.1.sl.TZ0.28: Which equation represents a propagation step in the reaction of methane with bromine? A. ...
- 14N.2.sl.TZ0.4d: State a balanced equation for the complete combustion of D-fructose.
- 14N.2.sl.TZ0.7c: Determine the organic product formed when each of the compounds is heated under reflux with...
- 14N.3.sl.TZ0.26d: Propanone could also be formed from propene by reaction with steam over an acidic catalyst,...
- 13N.1.hl.TZ0.39: What is the organic product of the reaction between butan-1-ol and ethanoic acid on heating...
- 13N.2.hl.TZ0.8a: State the other substances required to convert 2-methylbut-2-ene to 2-methylbutan-2-ol.
- 13N.2.hl.TZ0.8b: Explain whether you would expect 2-methylbutan-2-ol to react with acidified potassium...
- 13N.1.sl.TZ0.27: What is the function of the ultraviolet light used in the reaction between ethane and...
- 13N.2.sl.TZ0.2c: Traces of butane, \({{\text{C}}_{\text{4}}}{{\text{H}}_{{\text{10}}}}\), are also found...
- 13N.1.sl.TZ0.29: Which organic product forms in the following...
- 13N.2.sl.TZ0.2a: Complete the overall equation for this reaction by stating the...
- 13N.2.sl.TZ0.2b: State the type of mechanism by which this reaction occurs.
- 13N.2.sl.TZ0.6b: State the other substances required to convert 2-methylbut-2-ene to 2-methylbutan-2-ol.
- 13N.2.sl.TZ0.6c: Explain whether you would expect 2-methylbutan-2-ol to react with acidified potassium...
- 13M.2.hl.TZ1.9a.ii: Describe a test to distinguish but-2-ene from butane, including what is observed in each case.
- 13M.2.hl.TZ1.9a.iii: 2-bromobutane can be produced from but-2-ene. State the equation of this reaction using...
- 13M.1.sl.TZ1.27: Which steps are involved in the free-radical mechanism of the bromination of ethane in the...
- 13M.1.sl.TZ1.28: Which substance can be polymerized to produce the polymer below? A. But-1-ene B. ...
- 13M.2.sl.TZ1.5c: Describe, using an equation, the oxidation by acidified potassium dichromate(VI) of the...
- 13M.2.sl.TZ1.8a.ii: Describe a test to distinguish ethene from ethane, including what is observed in each case.
- 13M.2.sl.TZ1.8a.iii: Bromoethane can be produced either from ethene or from ethane. State an equation for each...
- 13M.2.sl.TZ1.8b.i: State the equation for the reaction of...
- 13M.2.sl.TZ1.8c.v: Describe, using an equation, how...
- 13M.1.hl.TZ2.33: What are possible products of the incomplete combustion of propan-2-ol? A. carbon...
- 13M.2.hl.TZ2.8d.iii: State the structural formula of the organic products, Q, R, S and T, formed in the following...
- 13M.2.hl.TZ2.8d.v: State the structural formula of the organic product formed, U, when R is heated under reflux...
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- 13M.1.sl.TZ2.29: Which equation represents a propagation step in the mechanism for the reaction between...
- 13M.2.sl.TZ2.3a.ii: State the name of the compound formed that is responsible for this decreased pH value.
- 13M.2.sl.TZ2.6c.iv: Draw the structure of poly(chloroethene) showing two repeating units.
- 13M.2.sl.TZ2.7c.iii:
- 13M.2.sl.TZ2.7c.iv: Identify a suitable catalyst used in the reaction to form R.
- 13M.2.sl.TZ2.7c.v: P, CH3CH=CHCH3, reacts with HBr to form CH3CHBrCH2CH3. Suggest one suitable mechanism for the...
- 13M.2.sl.TZ2.7c.viii: P can undergo a polymerization reaction. Draw two repeating units of the resulting polymer.
- 13M.2.sl.TZ2.7c.vi: State the structural formula of the organic product formed, S, when Q is heated under reflux...
- 12N.2.hl.TZ0.1f.iii: One important use of chlorine is in the synthesis of poly(chloroethene), PVC. Identify the...
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- 12N.2.sl.TZ0.6a.vii: Deduce the structural formula of the organic product formed when Z is oxidized by heating...
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- 12N.1.sl.TZ0.29: Some methane gas is burned in a limited supply of oxygen. Which products could form? I. ...
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- 10N.2.hl.TZ0.2c: Identify the structural formula of an isomer of but-2-ene which does not decolourize bromine...
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- 10N.2.hl.TZ0.5c: State the reagent and conditions needed for reaction 1.
- 10N.2.hl.TZ0.5d: Reaction 1 involves a free-radical mechanism. Describe the stepwise mechanism, by giving...
- 10N.1.sl.TZ0.28: Which monomer could be used to form a polymer with the following repeating unit? A. ...
- 10N.2.sl.TZ0.2b: Bromine water, Br2(aq), can be used to distinguish between the alkanes and the alkenes. (i)...
- 10N.2.sl.TZ0.2c: (i) Outline two reasons why the polymers of the alkenes are of economic importance. (ii)...
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- 10N.2.sl.TZ0.5d: Reaction 1 involves a free-radical mechanism. Describe the stepwise mechanism, by giving...
- 10N.2.sl.TZ0.5c: (i) State the reagent and conditions needed for reaction 1. (ii) State the...
- 09N.1.hl.TZ0.34: Which reaction occurs via a free-radical mechanism? A. ...
- 09N.1.hl.TZ0.38: What is the name of the ester formed when...
- 09N.1.sl.TZ0.28: Which substance is not produced during the combustion of alkanes? A. ...
- 09N.2.sl.TZ0.4b: Both \({{\text{C}}_{\text{5}}}{{\text{H}}_{{\text{12}}}}\) and...
- 09N.2.sl.TZ0.7a.i: State an equation for the reaction of...
- 09N.2.sl.TZ0.7b.ii: On reaction with acidified potassium dichromate(VII), two of the isomers are oxidised in two...
- 09N.2.sl.TZ0.7b.iii: A third isomer is oxidized in one step. Draw the structural formula of the organic product...
- 09N.2.sl.TZ0.7b.v: Identify the isomer which resists oxidation by acidified potassium dichromate(VI).
- 09N.2.sl.TZ0.7b.iv: State the colour change that takes place in these oxidation reactions.
- 10M.2.sl.TZ1.3a.ii: Draw a section of poly(chloroethene) containing six carbon atoms.
- 10M.2.sl.TZ1.3b.ii: State the reagents and conditions necessary to prepare ethanoic acid from ethanol in the...
- 10M.2.sl.TZ1.6c: (i) Below are four structural isomers of alcohols with molecular formula...
- 10M.3.sl.TZ1.G2b: (i) bromine. (ii) hydrogen bromide.
- 10M.3.sl.TZ1.G2a: Explain how a bromine molecule is able to act as an electrophile.
- 10M.1.sl.TZ2.28: What happens when a few drops of bromine water are added to excess hex-1-ene and the mixture...
- 10M.1.sl.TZ2.29: What is the product of the following...
- 10M.2.sl.TZ2.7a.i: The reaction of alkenes with bromine water provides a test for unsaturation in the...
- 10M.2.sl.TZ2.7c: (i) Deduce the structural formulas of the two alcohol isomers of molecular formula...
- 10M.3.sl.TZ2.G2: Hydrolysis of aliphatic and aromatic halides occurs under different conditions. State an...
- 09M.1.sl.TZ1.28: When bromine water is shaken with a liquid organic compound, it is rapidly decolourized. What...
- 09M.1.sl.TZ1.29: Which conditions are required to obtain a good yield of a carboxylic acid when ethanol is...
- 09M.2.sl.TZ1.7a.iii: When propan-1-ol is oxidized using a warm acidified solution of potassium dichromate(VI) two...
- 09M.3.sl.TZ1.D3b.i: Describe the colour change of potassium dichromate(VI) when it reacts with ethanol.
- 09M.1.hl.TZ2.33: What structural feature must a molecule have in order to undergo addition...
- 09M.1.sl.TZ2.29: Which equations represent the incomplete combustion of methane? I. ...
- 09M.2.sl.TZ2.6a.vi: Ethene can be converted into ethanol by direct hydration in the presence of a catalyst...
- 09M.2.sl.TZ2.6a.iv: Ethanol can be oxidized using acidified potassium dichromate,...
- 11M.1.hl.TZ1.36: What is the correct order of reaction types in the following sequence?
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- 11M.1.sl.TZ1.26: Which of the following statements about alkenes is not correct? A. They have reactive...
- 11M.2.sl.TZ1.6c: Below is a schematic diagram representing some reactions of ethene. The letters A–D represent...
- 11M.2.sl.TZ1.6f: Explain, using equations, the following steps in the free-radical mechanism of the reaction...
- 11M.2.sl.TZ1.6d: Describe a chemical test that could be used to distinguish between pent-1-ene and pentane.
- 11M.1.hl.TZ2.38: Which reactants could be used to form the compound below? A. Butanoic acid and...
- 11M.2.hl.TZ2.7d.v: Explain why it is necessary to carry out the reaction under acidic conditions.
- 11M.2.hl.TZ2.7d.i: Describe the colour change that will be observed in the reaction.
- 11M.2.hl.TZ2.7d.iv: Deduce the half-equation for the oxidation of ethanol to ethanal and hence the overall redox...
- 11M.2.hl.TZ2.7d.vi: Identify the organic product formed if excess potassium dichromate is used and the reaction...
- 11M.2.hl.TZ2.8b.v: The product \({{\text{C}}_{\text{5}}}{{\text{H}}_{{\text{11}}}}{\text{OH}}\) formed from the...
- 11M.1.sl.TZ2.28: What product is formed when...
- 11M.2.sl.TZ2.7b.ii: Both propan-1-ol and propan-2-ol can be oxidized in aqueous solution by potassium...
- 11M.2.sl.TZ2.7b.i: State the equation for the complete combustion of...
- 11M.2.sl.TZ2.7b.iii: State the name(s) and structure(s) of the organic product(s) that can be formed when each of...
- 11M.2.sl.TZ2.6b.i: State the conditions necessary for the hydrogenation reaction to occur.
- 11M.2.sl.TZ2.6c.i: Describe a chemical test that could be used to distinguish between propane and propene. In...
- 11M.2.sl.TZ2.6c.ii: Under certain conditions propene can polymerize to form poly(propene). State the type of...
- 11M.2.sl.TZ2.6c.iii: Other than polymerization, state one reaction of alkenes which is of economic importance.
- 12M.2.hl.TZ2.10a.i: State the names of two organic compounds required to produce ethyl methanoate and state...
- 12M.2.hl.TZ2.10b.iii: State and explain how the rate of step II would differ if 2-chlorobutane was used instead of...
- 12M.2.sl.TZ2.5a: (i) Distinguish between the terms empirical formula and molecular formula. Empirical...
- 12M.2.sl.TZ2.7b: (i) Explain why alkanes have low reactivity. (ii) Outline the meaning of the term...
- 12M.2.sl.TZ2.7c: (i) Identify a suitable catalyst for this reaction. (ii) But-2-ene can be converted...
- 12M.3.sl.TZ2.F2b: Describe how an oil can be converted into a fat.
- 11N.1.hl.TZ0.34: Which compound is produced in the reaction between but-2-ene and steam? A. ...
- 11N.1.hl.TZ0.36: Which compound is the major product of the reaction when 1-bromobutane is heated with...
- 11N.1.sl.TZ0.28: From which monomer is this polymer made?
- 11N.1.sl.TZ0.25: Which equation represents the initiation reaction when methane reacts with chlorine in the...
- 11N.1.sl.TZ0.29: What is the organic product of the reaction between 2-chlorobutane and sodium hydroxide...
- 11N.2.sl.TZ0.4b: Deduce the balanced chemical equation for the complete combustion of butan-1-ol.
