HL Topics 10 and 20 : 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

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

3. Which three compounds form part of a homologous series? A. B. C. D. C2H2, C2H4, C2H6 CH3OH, C2H5OH, C3H7OH CH3CH2CH2CH2OH, CH3CH2CH(OH)CH3, CH3CH(CH3)CH2OH 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

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

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. What process occurs when ethanol is made industrially from ethene? A. Hydrogenation B. Hydration C. Substitution D. Polymerisation

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.

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

9. Which of the following will undergo reaction with sodium hydroxide solution via an S N2 mechanism? I. CH3CH2CH2CH2Br

II. CH3CH(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

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

12. Which functional groups are present in a molecule of theobromine?

I.

amine

II. amide III. alkene 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

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

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 propanenitrile, CH3CH2CN, into propanamine, CH3CH2CH2NH2? A. hydrogen with a nickel catalyst B. ammonia C. dilute nitric acid D. ethylamine

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 ethanoic acid

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

17. What type of reaction occurs when a dicarboxylic acid reacts with a diamine? A. Addition B. Substitution C. Oxidation D. Condensation

18. What is the organic product of the reaction between ethylamine and propanoic acid? A. CH3CH2NHCOCH2CH2CH3 B. CH3CH2NHCOCH2CH3 C. CH3CH2COCH2CH2NH2 D. CH3CH2COOCH2CH3

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk

19. Which compounds can exist as enantiomers?

I.

amphetamine

II. paracetamol

III. ibuprofen

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 enatiomers 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

Dr. Geoffrey Neuss, InThinking www.chemistry-inthinking.co.uk