DP IB Chemistry: HL

Topic Questions

IBChemistry: HLDPTopic Questions20. Organic Chemistry (HL only)20.1 Types of Organic Reactions

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First teaching 2014

Last exams 2024

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20.1 Types of Organic Reactions

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11 mark

Which factors affect the rate of nucleophilic substitution in halogenoalkanes?

  1. The nature of the attacking nucleophile
  2. The structure of the halogenoalkane
  3. The identity of the halogen

  •  I and II only

  •  I and III only

  • II and III only

  • I, II and III

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21 mark

Which halogenoalkane reacts fastest with sodium hydroxide?

  • 1-iodobutane

  • 1-chlorobutane

  • 1-bromobutane

  • 1-fluorobutane

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31 mark

Which reagents are needed to convert nitrobenzene to phenylamine in 2 steps?

  Step 1 Step 2
A. tin and concentrated hydrochloric acid sodium hydroxide
B. tin and sodium hydroxide concentrated hydrochloric acid
C. concentrated hydrochloric acid tin and sodium hydroxide
D. sodium hydroxide tin and concentrated hydrochloric acid

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41 mark

What is the product of the reaction between propanone and sodium borohydride, NaBH4?

  • propan-1-ol

  • propan-2-ol

  • propanoic acid

  • pentanal

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51 mark

Which of the following is true about the structure of benzene?

  1. Benzene has a delocalised structure of π bonds around its ring
  2. Each carbon to carbon bond has a bond order of 1.5
  3. Benzene is susceptible to attack by nucleophiles

  • I and II only

  • I and III only

  • II and III only

  • I, II and III

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1
Sme Calculator1 mark

Which molecule can react with both sodium borohydride, NaBH4, and warm acidified potassium dichromate(VI)?

  • CH3CHOHCH3

  • CH3C(CH3)2CHO

  • (CH3)3COH

  • CH3C(CH3)2CH2OH

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2
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But-1-ene 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.

CH subscript 2 CHCH subscript 2 CH subscript 3 rightwards arrow with HCl on top straight X rightwards arrow with NaOH left parenthesis aq right parenthesis on top straight Y rightwards arrow with straight H to the power of plus divided by Cr subscript 2 straight O subscript 7 to the power of 2 minus end exponent left parenthesis aq right parenthesis on top straight Z

What is the major product, Z? 

  • CH3(CH2)2CH2OH

  • CH3COCH2CH3

  • CHOCH2CH2CH3

  • CH3(CH2)3COOH

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3
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Which halogenoalkane will react fastest with a 0.1 mol dm-3 solution of aqueous sodium hydroxide?

  • 2-bromo-2-methylpropane

  • 2-iodo-2-methylpropane

  • 1-bromobutane

  • 1-iodobutane

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4
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Which statement is correct about the major reaction between 1-bromobutane, CH3CH2CH2CH2Br, and dilute sodium hydroxide solution, NaOH (aq)?

  • The rate equation is second order.

  • The hydroxide ion acts as a Brønsted–Lowry acid.

  • The reaction has two distinct steps.

  • Water is a product.

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5
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Which of the following would not be a product of the reaction of pent-1-ene with HCl?

  • CH2ClCHClCH2CH2CH3

  • CHClCH2CH2CH2CH3

  • CH3CH2CHClCH2CH3

  • CH3(CH2)2CHClCH3

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11 mark

Which compound will react most readily by an SN2 mechanism?

  • (CH3)3CBr

  • CH3CH2CH2CH2Cl

  • CH3CH2CH2CH2Br

  • (CH3)3CCl

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21 mark

An alkene, X, undergoes electrophilic addition with hydrogen bromide to form a halogenoalkane, Y, as the minor product. 

The halogenoalkane, Y , can react with sodium hydroxide in aqueous conditions to form butan-1-ol. 

What is the correct identity of the alkene, X? 

  • 2-methylpropene

  • But-1-ene

  • But-2-ene 

  • Pent-1-ene

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31 mark

Benzene can undergo nitration to form nitrobenzene. Which of the following statements is not correct?

  • Concentrated nitric acid acts as a base 

  • A nitronium ion acts as an electrophile 

  • HSO4- is produced in the formation of the electrophile 

  • Aluminum chloride is required as a catalyst for the reaction 

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41 mark

What is formed when butanone is heated under reflux with a solution of NaBH4?

  • CH3CH2CHCH2

  • CH3CH2CH2CH2OH

  • CH3CHOHCH2CH3

  • CH3CH2CH2CHO

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51 mark

Which solvent is aprotic?

  • H2O

  • C6H5CH3

  • CH3OH

  • CH3NH2

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