ACSBR 20F Alcohols Acids (Extensions) - Assignment

Anglo-Chinese School (Barker Road) A Methodist Institution Founded in 1886 CHEMISTRY DEPARTMENT OF SCIENCE Name: ( ) Class: SEC 4 OC: ALCOHOLS & CARBOXYLIC ACIDS (EXTENSIONS) – ASSIGNMENT ALEX LEE/2010 PAGE 1 OF 8 PURE Multiple-Choice Questions [20 Marks] TOTAL SCORE / 30 Write in your selected answer for the multiple-choice questions in the boxes provided. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 1. Three chemical reactions are shown below: Reaction I: C3H8O + C3H6O2 ⎯→ C6H12O2 + H2O Reaction II: C6H12 + HCl ⎯→ C6H13Cl Reaction III: C6H6 + Br2 ⎯→ C6H5Br + HBr Which of the following best describes the three reactions? Reaction I Reaction II Reaction III A condensation addition substitution B condensation substitution elimination C photosynthesis addition substitution D photosynthesis substitution elimination 2. When organic compounds undergo a condensation reaction, A a single product is formed. B two organic molecules combine to for a larger molecule. C water is added to the structure of an organic molecule. D water vapour turns into liquid water. 3. What is the name of the molecule below? A ethyl ethanoate C propyl ethanoate B ethyl propanoate D propyl propanoate C C OH H C C C H H O H H H H H H H

ALEX LEE/2010 PAGE 2 OF 8 4. A sample of butanol was heated under reflux with methanoic acid, using concentrated sulfuric acid as a catalyst. A sweet-smelling product was obtained. What is the name and chemical formula of this product? name chemical formula A butyl methanoate CH3COOC3H7 B butyl methanoate HCOOC4H9 C methyl butanoate CH3COOC3H7 D methyl butanoate HCOOC4H9 5. Two aqueous samples of ethanoic acid and carbonic acid have been mixed up. Which of the following tests will enable us to identify the two solutions? A adding a few drops of phenolphthalein B adding a strip of zinc metal C heating under reflux with acidified potassium dichromate(VI) D warming with ethanol and concentrated sulfuric acid 6. What do propanol, propanoic acid and propyl propanoate have in common? A they have the same combustion products B they have the same melting and boiling points C they have the same number of carbon atoms D they have the same solubility in water 7. Which of the following most accurately describes the variation across esters? A The larger the molecular size, the lower the melting point. B The larger the molecular size, the higher the percentage mass of oxygen. C The larger the molecular size, the lesser the number of isomers. D The larger the molecular size, the lower the solubility in water. 8. An isomer of ethyl methanoate is able to decolourise both aqueous bromine and acidified potassium permanganate. Which compound could this be? A C B D 9. All of the following molecules are isomers except A butanoic acid B butyl butanoate C ethyl ethanoate D methyl propanoate C C C H H O O H H H H H C C C H H O H H H O O C C H O H H H C O C C H O H H H H H

ALEX LEE/2010 PAGE 3 OF 8 10. Which of the following molecules contain the highest mass of carbon per mole? A ethanoic acid B ethanol C ethene D ethyl ethanoate 11. Which of the following substances have a fruity smell? A C B D 12. Which of the following is not a common use for esters? A It is used as a fuel. B It is used as a solvent. C It is used in flavourings. D It is used to manufacture fragrances. 13. In the laboratory preparation of propyl butanoate, A acidified potassium dichromate(VI) is added to the reactants. B propanoic acid is used as a starting reagent. C the organic product is obtained by using a separating funnel. D the reactants are heated in an open beaker. 14. An ester linkage can be separated by boiling the compound with dilute hydrochloric acid, in a process known as hydrolysis. The reverse process of condensation, each ester linkage is split into a carboxylic acid and an alcohol. Molecule X below is hydrolysed by boiling with dilute hydrochloric acid. How many molecules of organic products are produced for every molecule of X? A three B four C five D six O C C O H H O H C O C C C O H H H O O H C O H C H H C C H C H H H O H H O C O C C H H O H H H H C H C O H H O H C H H C C OH H C H H H O H H

ALEX LEE/2010 PAGE 4 OF 8 15. Which of the following molecules is not able to undergo condensation polymerisation? A C B D 16. The structure methyl methacrylate is shown below. What form of polymerization is methyl methacrylate able to undergo, if any? A addition polymerisation only B condensation polymerisation only C both addition and condensation polymerisation D neither addition nor condensation polymerisation 17. A segment of a polyamide is shown below. Assuming that all amide linkages in this polymer were formed as a result of condensation polymerisation, state the number of repeating units represented in the above diagram, and the number of monomers needed to form the above segment of the polymer chain. number of repeating units number of monomers A 1 1 B 1 3 C 3 1 D 3 3 H C C C O C H O C H H H H H H N C C H H H N H H H H H H H C O C H O O H H C C C H H H H H O H O H N C C O H H O H H H C N C H H H O C H H O C N C H H O C C N C H H O C H H H H H S H  

ALEX LEE/2010 PAGE 5 OF 8 18. An organic molecule Y i s f o u n d t o b e a b l e t o u n d e r g o b o t h a d d i t i o n a n d c o n d e n s a t i o n polymerization. Which of the following best describe the mass of polymer formed when 100 g of monomers were separately allowed to undergo addition and condensation polymerization? addition polymer condensation polymer A 100 g 100 g B 100 g less than 100 g C more than 100 g 100 g D more than 100 g less than 100 g 19. Consider the following monomer: What is the mass of polymer formed from 100 g of the above monomer? A 70 g B 80 g C 90 g D 100 g 20. Four segments of a polymer chain are represented below: Diagram I Diagram II Diagram III Diagram IV Which of the above diagrams most accurately represents Terylene and nylon respectively? Terylene nylon A I III B I IV C II III D II IV C C C O H H O O H H H H O C O C O O   C N O H N H C O   O C O C O O   C N O H N H C O  

ALEX LEE/2010 PAGE 6 OF 8 Structured Questions [10 Marks] 21. Anthranlic acid is an example of an amino acid, sometimes referred to as Vitamin L. The structure of anthranlic acid is shown below. anthranlic acid (a) (i) Define ‘condensation polymerisation’. [1] (ii) Is anthranlic acid able to undergo condensation polymerisation? Why or why not? [1] (b) Draw the structure of the compound formed when anthranlic acid reacts with (i) propanol, [1] (ii) ethanoic acid. [1] C O H N O H H

ALEX LEE/2010 PAGE 7 OF 8 22. Hippuric acid is an organic compound which was first isolated from stallions’ urine. It reacts with glycine, an amino acid, to form hippurylglycolic acid. H i p p u r l g l y c o l i c acid reacts with another compound, 2-hydroxyethanoic acid, to form substance X below. substance X (a) Substance X i s a b l e t o u n d e r g o h y d r o l y s i s ( t h e r e v e r s e p r o c e s s o f c o n d e n s a t i o n ) . I n t h e space below, draw all three products of the complete hydrolysis of substance X. [3] (b) Glycine, the nitrogen-containing product o f the above hydrolysis, is able to u n d e r g o condensation polymerisation. Draw the structure of polyglycine. [1] C N C C O CH O H H H O H H O H C O

ALEX LEE/2010 PAGE 8 OF 8 23. The structure of 3-hydroxybut-2-enoic acid is shown below. 3-hydroxybut-2-enoic acid (a) Draw the product of condensation polymerisation of the above m