The table shows three sets of reagents and reaction conditions. Which sets of reagents and conditions can be used to produce 2-chloro-2-methylpropane as one of the organic products?

A.
1, 2 and 3
B.
1 and 2 only
C.
1 and 3 only
D.
2 and 3 only
Chemistry
IGCSE&ALevel
CAIE
Exam No:9701_w24_qp_12 Year:2024 Question No:31

Answer:

A

Knowledge points:

13.2.1.1 homologous series
13.2.1.2 saturated and unsaturated
13.2.1.3 homolytic and heterolytic fission
13.2.1.4 free radical, initiation, propagation, termination (the use of arrows to show movement of single electrons is not required)
13.2.1.5 nucleophile, electrophile, nucleophilic, electrophilic
13.2.1.6 addition, substitution, elimination, hydrolysis, condensation
13.2.1.7 oxidation and reduction (in equations for organic redox reactions, the symbol [O] can be used to represent one atom of oxygen from an oxidising agent and the symbol [H] one atom of hydrogen from a reducing agent)
13.2.2.1 free-radical substitution
13.2.2.2 electrophilic addition
13.2.2.3 nucleophilic substitution
13.2.2.4 nucleophilic addition (in organic reaction mechanisms, the use of curly arrows to represent movement of electron pairs is expected; the arrow should begin at a bond or a lone pair of electrons)
16.1.1.1 electrophilic addition of steam to an alkene, catalyst
16.1.1.2 reaction of alkenes with cold dilute acidified potassium manganate(VII) to form a diol
16.1.1.3 substitution of a halogenoalkane using NaOH(aq) and heat
16.1.1.4 reduction of an aldehyde or ketone using
16.1.1.5 reduction of a carboxylic acid using
16.1.1.6 hydrolysis of an ester using dilute acid or dilute alkali and heat
16.1.2.1 the reaction with oxygen (combustion)
16.1.2.2 substitution to halogenoalkanes
16.1.2.3 the reaction with Na(s)
16.1.2.4 oxidation with acidified or acidified to:
16.1.2.5 carbonyl compounds by distillation
16.1.2.6 carboxylic acids by refluxing (primary alcohols give aldehydes which can be further oxidised to carboxylic acids, secondary alcohols give ketones, tertiary alcohols cannot be oxidised)
16.1.2.7 dehydration to an alkene, by using a heated catalyst, e.g. or a concentrated acid
16.1.2.8 formation of esters by reaction with carboxylic acids and concentrated or as catalyst as exemplified by ethanol
16.1.3.1 classify alcohols as primary, secondary and tertiary alcohols, to include examples with more than one alcohol group
16.1.3.2 state characteristic distinguishing reactions, e.g. mild oxidation with acidified K2Cr2O7, colour change from orange to green
16.1.4 deduce the presence of a group in an alcohol, , from its reaction with alkaline (aq) to form a yellow precipitate of tri-iodomethane and an ion,
16.1.5 explain the acidity of alcohols compared with water

Solution:

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