Organic chemistry (First test)

For each question choose the answer you consider to be the best.

1. What is the IUPAC name of the following hydrocarbon?

A. hexane

B. 2-methylpentane

C. 2,2-dimethylbutane

D. ethylbutane

2. What is the IUPAC name for CH₃CH₂CH₂CH₂CHO ?

A. pentan-1-ol

B. pentanone

C. pentanoic acid

D. pentanal

3. Which three compounds form part of a homologous series?

A. C₂H₂, C₂H₄, C₂H₆

B. CH₃OH, C₂H₅OH, C₃H₇OH

C. CH₃CH₂CH₂CH₂OH, CH₃CH₂CH(OH)CH₃, CH₃CH(CH₃)CH₂OH

D. CH₃CH₂CHO, CH₃COCH₃, CH₃CH₂CH₂OH

4. Which of the following contribute to the low reactivity of alkanes?

I. The relatively strong C-H bond

II. The very low polarity of the C-H and C-C bonds

III. The tetrahedral shape of the molecules

A. I and II only

B. I and III only

C. II and III only

D. I, II and III

5. Which reaction could be a termination step in the reaction of ethane and chlorine in the presence of ultraviolet light?

A. CH₃CH₂⁺ + Cl^- → CH₃CH₂Cl

B. CH₃CH₂^. + Cl₂ → CH₃CH₂Cl + Cl^.

C. CH₃CH₂^. + CH₃CH₂^. → CH₃CH₂CH₂CH₃

D. CH₃CH₃ + Cl^. → CH₃CH₂^. + HCl

6. Which of the following reactions can alkenes undergo?

I. Nucleophilic substitution

II. Combustion

III. Hydrogenation

A. I and II only

B. I and III only

C. II and III only

D. I, II and III

7. Which compound will be the major organic product when hydrogen bromide is added to but-1-ene?

A. 1-bromobutane

B. 2-bromobutane

C. 1,2-dibromobutane

D. 1,1-dibromobutane

8. Which is a correct statement about alcohols?

A. Secondary alcohols are formed by the oxidation of ketones.

B. Tertiary alcohols can be readily oxidised to carboxylic acids.

C. Primary alcohols can be formed by the reduction of carboxylic acids.

D. Secondary alcohols can be oxidised to form aldehydes.

9. Which of the following will undergo reaction with sodium hydroxide solution via an S_N2 mechanism?

I. CH₃CH₂CH₂CH₂Br

II. CH_3­CH(CH₃)CH₂Br

III. C(CH₃)₃Br

A. I and II only

B. I and III only

C. II and III only

D. I, II and III

10. Which two step synthesis could be used to convert ethane into ethanol?

A. Addition of hydrogen followed by reaction with water.

B. Substitution with water and removal of hydrogen.

C. Substitution with chlorine followed by substitution with sodium hydroxide.

D. Addition of chlorine followed by hydration with water.

11. What is the IUPAC name for the compound HCOOCH₂CH₂CH₃?

A. propyl ethanoate

B. ethyl ethanoate

C. methyl propanoate

D. propyl methanoate

12. Which functional groups are present in a molecule of the anti-oxidant shown below?

I. phenyl

II. ether

III. hydroxyl

A. I and II only

B. I and III only

C. II and III only

D. I, II and III

13. Halogenoalkanes react with dilute sodium hydroxide to form alcohols. Which of the four isomers of bromobutane will react the fastest under the same conditions?

A. CH₃CH₂CH₂CH₂Br

B. C(CH₃)₃Br

C. CH₃CHBrCH₂CH₃

D. CH₃CH(CH₃)CH₂Br

14. Which species cannot act as a nucleophile?

A. H₂O

B. CN^–

C. NH₃

D. BF₃

15. Which reagent(s) can be used to convert propanone, CH₃COCH₃, into propan-2-ol, CH₃CH(OH)CH₃?

A. sodium borohydride

B. acidified potassium dichromate solution

C. sulfuric acid

D. sodium hydroxide solution

16. Which pair of compounds can be used to prepare C₂H₅COOCH₃?

A. methanol and propanoic acid

B. ethanol and ethanoic acid

C. propan-1-ol and methanoic acid

D. methanol and ethanoci acid

17. What do ‘curly arrows’ show when used to illustrate a nucleophilic substitution reaction mechanism?

A. The movement of an electron.

B. The heterolytic fission of a bond

C. The homolytic fission of a bond

D. The movement of a pair of electrons

18. Which is the correct description for the configurational isomer shown below?

19. Which compounds can exist as enantiomers?

A. I and II only

B. I and III only

C. II and III only

D. I, II and III

20. Which are correct statements about the enantiomers of chiral compounds?

I. A racemic mixture will rotate the plane of plane-polarized light

II. They are mirror images of each other

III. Their chemical behaviour with non chiral compounds is identical

A. I and II only

B. I and III only

C. II and III only

D. I, II and III

Answers

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