Date | May 2019 | Marks available | 1 | Reference code | 19M.1.hl.TZ1.36 |
Level | HL | Paper | 1 | Time zone | TZ1 |
Command term | Question number | 36 | Adapted from | N/A |
Question
Which statement is not correct regarding benzene?
A. It is planar.
B. The ring contains delocalized electrons.
C. It always reacts in the same way as alkenes.
D. The carbon–carbon bond has a bond order of 1.5.
Markscheme
C
Examiners report
73 % of candidates knew that benzene did not react the same way as alkenes.
Syllabus sections
-
22M.2.hl.TZ1.5d(iii):
Explain the mechanism of the reaction using curly arrows to represent the movement of electron pairs.
- 22M.2.hl.TZ1.6b(ii): Draw the structural formula of the carbocation intermediate produced when this electrophile...
- 17N.1.hl.TZ0.33: Propene reacts separately with H2O/H+ and H2/Ni to give products X and Z...
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17M.2.hl.TZ2.7d:
Below are two isomers, A and B, with the molecular formula C4H9Br.
Explain the mechanism of the nucleophilic substitution reaction with NaOH(aq) for the isomer that reacts almost exclusively by an SN2 mechanism using curly arrows to represent the movement of electron pairs.
- 22M.1.hl.TZ1.36: What is molecule Z that is formed in step 1 of this synthetic route?
- 22M.1.hl.TZ1.35: What are the type of reaction and role of the nitronium ion, NO2+, in the following...
- 18M.1.hl.TZ2.35: Which is the correct combination of substitution reaction mechanisms?
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18M.2.hl.TZ2.9b.i:
State the type of bond fission that takes place in a SN1 reaction.
-
18M.2.hl.TZ2.9b.ii:
State the type of solvent most suitable for the reaction.
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17N.2.hl.TZ0.8c:
State the reagents used in the nitration of benzene.
- 22M.1.hl.TZ2.37: What is the product of the reaction of propanal with lithium aluminium hydride, LiAlH4? A. ...
- 18M.1.hl.TZ1.37: Which reagents are needed to convert nitrobenzene to phenylamine in 2 steps?
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18M.2.hl.TZ1.7b:
Outline why the rate of reaction of the similar bromo-compounds is faster.
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16N.2.hl.TZ0.5d:
Construct the mechanism of the formation of 2-bromopropane from hydrogen bromide and propene using curly arrows to denote the movement of electrons.
- 18N.1.hl.TZ0.35: Which statement about the reaction of a hydroxide ion with the organic reagent is...
- 18N.1.hl.TZ0.36: What is the major product of the reaction of HBr with but-1-ene? A. 1-bromobutane B. ...
- 18N.2.hl.TZ0.9c: Explain the mechanism of the reaction between 1-bromopropane with aqueous sodium hydroxide...
- 18N.2.hl.TZ0.6e.i: State a suitable reagent for the reduction of butanoic acid.
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18N.2.hl.TZ0.6e.ii:
Deduce the product of the complete reduction reaction in (e)(i).
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19M.2.hl.TZ1.1c(i):
Write the equation for the production of the active nitrating agent from concentrated sulfuric and nitric acids.
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17M.1.hl.TZ2.37:
In which order should the reagents be used to convert benzene into phenylamine (aniline)?
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19M.2.hl.TZ1.2i:
State the reagent used to convert benzoic acid to phenylmethanol (benzyl alcohol), C6H5CH2OH.
-
19M.1.hl.TZ1.33:
Which is a major product of the electrophilic addition of hydrogen chloride to propene?
A. ClCH2CH=CH2
B. CH3CH(Cl)CH3
C. CH3CH2CH2Cl
D. CH3CH=CHCl
- 17N.1.hl.TZ0.35: What is the product of the reaction between pentan-2-one and sodium borohydride, NaBH4? A....
- 19M.1.hl.TZ1.35: Which solvent is aprotic? A. H2O B. C6H5CH3 C. CH3OH D. CH3NH2
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17M.2.hl.TZ2.7c.i:
State the reagents and the name of the mechanism for the nitration of benzene.
- 17M.1.hl.TZ1.36: What is the product of the reduction of 2-methylbutanal? A. 2-methylbutan-1-ol B. ...
- 16N.2.hl.TZ0.6c: Suggest why the rate of alkaline hydrolysis of an enantiomer of iodopropane is greater than...
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17N.2.hl.TZ0.8e:
Explain the mechanism of the reaction between 2-bromo-2-methylpropane, (CH3)3CBr, and aqueous sodium hydroxide, NaOH (aq), using curly arrows to represent the movement of electron pairs.
-
17M.2.hl.TZ1.7c:
State the reagents used to convert benzene to nitrobenzene and the formula of the electrophile formed.
- 17M.2.hl.TZ1.7d: Explain the mechanism for the nitration of benzene, using curly arrows to show the movement...
- 19N.2.hl.TZ0.3b(ii): Deduce the type of mechanism for the reaction of this isomer of C3H7Cl with aqueous sodium...
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19N.2.hl.TZ0.3b(iii):
Sketch the mechanism using curly arrows to represent the movement of electrons.
- 19N.2.hl.TZ0.3a(iii): Outline why it is the major product.
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17M.2.hl.TZ1.6c.iii:
When the product X is reacted with NaOH in a hot alcoholic solution, C2H3Cl is formed. State the role of the reactant NaOH other than as a nucleophile.
-
17M.2.hl.TZ1.7e:
State the reagents used in the two-stage conversion of nitrobenzene to aniline.
-
19M.1.hl.TZ2.37:
Which class of compound is formed when a ketone is reduced?
A. primary alcohol
B. secondary alcohol
C. ether
D. carboxylic acid
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18M.2.hl.TZ2.9c:
Nitrobenzene, C6H5NO2, can be converted to phenylamine via a two-stage reaction.
In the first stage, nitrobenzene is reduced with tin in an acidic solution to form an intermediate ion and tin(II) ions. In the second stage, the intermediate ion is converted to phenylamine in the presence of hydroxide ions.
Formulate the equation for each stage of the reaction.
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18M.2.hl.TZ2.9b.iii:
Draw the structure of the intermediate formed stating its shape.
-
18M.2.hl.TZ1.7c.ii:
Suggest how this product could be synthesized in one step from butanoic acid.
-
20N.1.hl.TZ0.36:
What will be the major product in the reaction between but-1-ene and ?
A. 2-bromobut-1-ene
B. 1-bromobut-1-ene
C. 2-bromobutane
D. 1-bromobutane
-
19N.2.hl.TZ0.3a(iv):
Write an equation for the reaction of the major product with aqueous sodium hydroxide to produce a C3H8O compound, showing structural formulas.
- 21M.2.hl.TZ2.4f: Explain why the major organic product is 2-bromo-2-methylbutane and not 2-bromo-3-methylbutane.
-
19N.1.hl.TZ0.36:
In which compound is the halogen substituted the most rapidly by aqueous hydroxide ions?
A. (CH3)3CCl
B. (CH3)3CI
C. CH3CH2CH2CH2Cl
D. CH3CH2CH2CH2I
- 19N.1.hl.TZ0.37: Which can be reduced to an aldehyde? A. Butanone B. Butan-1-ol C. Butanoic acid D....
-
17N.2.hl.TZ0.8d:
State an equation for the formation of NO2+.
-
22M.2.hl.TZ1.6b(i):
Write an equation for the reaction between the acids to produce the electrophile, NO2+.
-
22M.2.hl.TZ2.8d(v):
Predict, giving a reason, the major product of reaction between but-1-ene and steam.
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19M.2.hl.TZ1.1c(ii):
Explain the mechanism for the nitration of benzene, using curly arrows to indicate the movement of electron pairs.
- 21M.1.hl.TZ1.36: What is the product of the reaction of benzene with a mixture of concentrated nitric and...
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21M.1.hl.TZ1.35:
Which is most likely to hydrolyse via a SN1 mechanism?
A. CH3CHBrCH2CH3
B. (CH3)2CHBr
C. (CH3)3CBr
D. CH3CH2CH2CH2Br
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19M.2.hl.TZ2.6c:
The benzene ring of phenylethene reacts with the nitronium ion, NO2+, and the C=C double bond reacts with hydrogen bromide, HBr.
Compare and contrast these two reactions in terms of their reaction mechanisms.
Similarity:
Difference:
- 21M.2.hl.TZ2.4e: Sketch the mechanism for the reaction of 2-methylbut-2-ene with hydrogen bromide using curly...
-
20N.1.hl.TZ0.35:
Which is the electrophile in the nitration of benzene?
A.
B.
C.
D.
-
18M.1.hl.TZ2.36:
Propene is reacted first with hydrogen chloride to produce X which is then reacted with aqueous sodium hydroxide to give Y. Finally, Y is reacted with excess acidified potassium dichromate solution.
What is the major product, Z?
A. CH3CH(OH)CH3
B. CH3COCH3
C. CH3CH2CHO
D. CH3(CH2)2COOH
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20N.2.hl.TZ0.1d(iii):
Explain the mechanism of the reaction between chloroethane and aqueous sodium hydroxide, , using curly arrows to represent the movement of electron pairs.
-
22M.2.hl.TZ2.8e(i):
Explain the mechanism of the reaction between 1-bromopropane, CH3CH2CH2Br, and aqueous sodium hydroxide, NaOH (aq), using curly arrows to represent the movement of electron pairs.
-
18M.2.hl.TZ1.7a:
Compare and contrast the mechanisms by which 1-chlorobutane, CH3CH2CH2CH2Cl, and 2-chloro-2-methylpropane, (CH3)3CCl, react with aqueous sodium hydroxide, giving two similarities and one difference.
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22M.2.hl.TZ1.5b(ii):
Explain why the reaction produces more (CH3)3COH than (CH3)2CHCH2OH.
- 21N.2.hl.TZ0.10e: Discuss the reason benzene is more reactive with an electrophile than a nucleophile.
- 21N.2.hl.TZ0.10b(iii): Explain the mechanism of the reaction between but-1-ene with hydrogen iodide, using curly...
- 21N.1.hl.TZ0.37: Which attacking species is matched with its mechanism of reaction?
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21N.1.hl.TZ0.36:
Which product is formed when CH3COCH2CH3 is reduced with sodium borohydride?
A. CH3CH2CH2CHOB. CH3CH2CH2CH2OH
C. CH3CH(OH)CH2CH3
D. CH3CH2CH2COOH