review 1&2 Modified True/False Indicate whether the sentence or statement is true or false. If false, change the identified word or phrase to make the sentence or statement true. ____ 1. The reaction of an ester with a strong acid is known as saponification. _________________________ ____ 2. Butenoic acid contains a carbon-carbon double bond and a carboxyl group. _________________________ ____ 3. Formic acid is the common name of ethanoic acid. _________________________ ____ 4. Carbon-carbon double and triple bonds are more reactive than carbon-carbon single bonds. _________________________ ____ 5. A polar molecule has low Van der Waal forces and a low boiling point. _________________________ ____ 6. CH4 has a higher melting point than CH3OH. _________________________ ____ 7. The only way to distinguish aromatic and aliphatic hydrocarbons is by their scent. _________________________ ____ 8. The correct IUPAC name for the structure below is 2,5,6-trimethyldecane. _________________________ ____ 9. The following structure can be named 2-phenylpropane or isopropylbenzyne. _________________________ ____ 10. Alkanes are highly reactive and combustive. _________________________ ____ 11. When alkanes react with halogens in a substitution reaction, they require heat or ultraviolet light. _________________________ ____ 12. Alkanes react with halogens in an addition reaction at room temperature. _________________________ ____ 13. When benzene reacts with bromine gas, the bromine atom replaces one of the hydrogens on the benzene. _________________________ ____ 14. The correct IUPAC name for the structure below is 2,4-dichlorobutane. _________________________ ____ 15. Pentane has a higher boiling point than 2-chloropentane. _________________________ ____ 16. Cholesterol, retinol and ethanol are alcohols produced by living organisms that can be toxic at high levels. _________________________ ____ 17. Cholesterol has an hydroxyl group and is soluble in water. _________________________ ____ 18. Glycerol is found in many moisturizers because it forms hydrogen bonds with water. _________________________ ____ 19. will have a higher boiling point than . _________________________ ____ 20. When an aldehyde reacts with hydrogen gas at high pressure and temperature with a catalyst, a secondary alcohol is always formed. _________________________ ____ 21. When alcohols are oxidized, carbon dioxide, aldehydes, ketones and water may be produced. _________________________ ____ 22. Carboxylic acids are strong acids found in many sour and tangy foods. _________________________ ____ 23. Ethanoic acid is soluble in water, but hexanoic acid is not. _________________________ ____ 24. In the hydrolysis reaction, the ester reacts with an acid or base and forms a carboxylic acid and alcohol. _________________________ ____ 25. C2H5NH2 has a higher boiling point than C2H5OH. _________________________ ____ 26. Ethanamide has higher melting point than N,N-diethylbutanamide. _________________________ ____ 27. Naturally produced compounds such as coffee can be produced synthetically by the addition or removal of functional groups from similar molecules. _________________________ ____ 28. Urea is synthesized in large quantities for use as a plant fertilizer and animal feed additive. _________________________ ____ 29. Butenoic acid and ethanol can be used to produce ethylbutanoate. _________________________ ____ 30. Plastics are chemically unreactive because of the strong Van der Waal forces. This makes them ideal for containers for chemicals. ________________________________________ ____ 31. Teflon does not allow food to stick to pans because of strong intramolecular carbon-hydrogen bonds. ______________________________ ____ 32. Polyester is a very durable fabric because of the polar carbonyl group which occurs at regular intervals. _________________________ ____ 33. The diaper industries' solution of producing disposable diapers from cellulose and synthetic polymers will eliminate all the environmental problems. _________________________ ____ 34. Cross-linking between polymer strands gives soft contact lenses flexibility making them more comfortable for the wearer. _________________________ ____ 35. A protein is a polymer that is made of many amino acids linked together and can perform various functions in a living organism. _________________________ ____ 36. Starch and glycogen are broken down by the same enzyme in the digestive tract. _________________________ ____ 37. Cellulose is soluble in water because of the hydroxyl groups. _________________________ ____ 38. DNA is a polymer of nucleotides which stores information regarding the structure of proteins. _________________________ ____ 39. DNA structure can be disrupted by preservatives, UV radiation, and X-rays, leading to the possible formation of an incorrect protein or no protein at all. _________________________ ____ 40. Fatty acids release an amount of energy in the cell equivalent to that provided by an equal mass of carbohydrates. _________________________ ____ 41. Soaps are good cleaning agents because of their polar and non-polar ends. The polar ends dissolve in water and fat/oil. ______________________________ Completion Complete each sentence or statement. 42. The correct IUPAC name for the structure: is ______________________________. 43. The correct IUPAC name for the compound: is ______________________________. 44. The structure of the compound produced by this reaction: is ____________________. 45. The primary reaction product of the reaction given below is ____________________. 46. The functional group that is found in highly reactive compounds, such as PCBs, DDT and CFCs, are _________________________. 47. When exposed to light and Cl2(g), cyclopentane will react to form _________________________. 48. When a straight chain alcohol is reacted with , , and The structure of the original alcohol was _________________________. are both formed. 49. When (CH3)3COH is reacted with an oxidizing agent, the major compound found in the reaction vessel afterward is ____________________. 50. The correct IUPAC name for the structure given below is ______________________________. 51. The process of converting cyclohexanol to cyclohexanone is called ____________________. 52. The reverse process of esterification is called ____________________. 53. The correct IUPAC name for the compound formed by the reaction below is _________________________. 54. The correct IUPAC name for the structure given below is _____________________________________________. 55. The functional group formed by amino acids in protein is ____________________. 56. The first organic compound from a living creature synthesized in a lab was ____________________. 57. Acetylsalicylic acid is synthesized in large quantities in North America. Consumers' name for this compound is ____________________. 58. The intermolecular forces between molecules of n-hexane are called ______________________________. 59. The double bond between carbon and oxygen found in several functional groups is often called _________________________. 60. The number of moles of H2 needed to completely saturate 1 mole of vitamin A is ____________________. 61. The _________________________ determine whether organic compounds are soluble in polar or non-polar solvents, whether they have high or low melting and boiling points, or whether they react with other molecules. 62. The melting and boiling points of organic compounds are dependent on the ______________________________ between the molecules. 63. The presence of OH and NH groups in an organic compound leads to _________________________ between molecules. 64. Kevlar, a strong polymer used in bullet proof vests, is made by the following condensation of monomers: and The structure of the polymer Kevlar is ___________________________________. 65. The monomer that must be used to produce the polymer given below is ____________________. 66. The polymer with the structure given below is classified as a(n) ____________________ polymer. 67. The vast majority of plastic products are polymers of substituted ____________________ monomers. 68. Elasticity in polyHEMA, a polymer used in soft contact lenses results from _________________________ between polymer strands. 69. Protein molecules are composed of amino acids held together by ____________________ functional group. 70. The antifreeze protein found in species of fish in cold waters is able to disrupt ice crystals due to its ____________________ structure. 71. The ring structure of glucose molecules is not planar, but exists as a(n) ____________________ formation. 72. A sugar molecule with a ketone functional group at carbon-2 is classified as a(n) ____________________. 73. Nitrites, found in many meats as preservatives, help damage DNA by accelerating the loss of amino groups from nitrogen groups of the ____________________. 74. When soap molecules surround an oil droplet, the resulting particle is called a(n) ____________________. 75. The polar part of the soap molecule which is soluble in water is referred to as ____________________. Essay 76. Large factories with immense storage tanks, noxious fumes, and pipes draining dangerous fluids into clean streams is the perception many people in the general public have when asked about the chemical industry. They frequently associate these factories with the pollution and hazards surrounding modern chemical usage. In the past two decades, tough legislation has made many chemical factories much safer. In fact, 'household chemical uses' poses a greater potential for personal risk and environmental pollution in many cases. The average consumer handles a plethora of organic chemicals. Describe some of the organic chemicals commonly used around a household, general precautions that should be observed by citizens to reduce their risks, and alternative methods to reduce their overall consumption. 77. Designing a new pharmaceutical drug to treat an illness or chronic condition is an enormous challenge. Describe some of the problems encountered in the manufacture and utilization of a new medicine. 78. Walking through the supermarket, you see an aisle where all the products are organic and/or natural. Discuss the validity of this advertising technique. 79. Millions of tons of organic compounds are finding their way into the water systems of the world each year, from oil spills and pollution. Describe the growing environmental problems created by this negligence and discuss possible solutions. 80. The pulp and paper industry is a major employer in many small towns in Northern Ontario and other provinces. Some of the by products of the pulp process include short chain carboxylic acids such as propanoic and butanoic acid. These are produced in quantities large enough that the strong odour produced by these acids in local streams from waste water causes concern among town residents. As an organic chemist, devise some strategies to deal with this problem. 81. Our modern Western society relies heavily on organic compounds. Many improvements have been made in these products to assist in solving new health, environmental and safety concerns. Describe several of these innovations. 82. Since their introduction, plastics have revolutionized modern manufacturing. With modifications in their chemical structure, they can be utilized in thousands of products. Discuss the variety of plastic usages in our society and the complications associated with their eventual disposal. 83. Polymers are often thought to be manufactured in immense chemical plants. Although many are, there is a large group of polymers which are natural. Describe several natural polymers and how they are utilized in our society. 84. As a research chemist in a clothing company, you are asked to find a substitute for wool due to an epidemic of hoof and mouth disease, similar to the one that struck Europe in 2001. What type of information would you require and how would you begin to investigate this new product? 85. The evolution of life on other planets similar to that found on Earth would be very difficult. Describe the various factors which would hinder its development. Your answer should consider the chemicals which are the building blocks of life on Earth. review 1&2 Answer Section MODIFIED TRUE/FALSE 1. ANS: LOC: 2. ANS: LOC: 3. ANS: LOC: 4. ANS: LOC: 5. ANS: LOC: 6. ANS: LOC: 7. ANS: LOC: 8. ANS: LOC: 9. ANS: LOC: 10. ANS: LOC: 11. ANS: LOC: 12. ANS: LOC: 13. ANS: LOC: 14. ANS: LOC: 15. ANS: LOC: 16. ANS: LOC: 17. ANS: LOC: 18. ANS: LOC: 19. ANS: LOC: 20. ANS: LOC: 21. ANS: LOC: 22. ANS: LOC: 23. ANS: F, use a strong base OC1.03 T OC1.01 F, methanoic acid OC2.04 T OC2.01 F, non-polar OC1.02 F, lower OC1.02 F, one way OC1.01 T OC2.02 T OC2.02 F, relatively unreactive OC1.03 T OC1.03 F, Alkenes OC1.03 T OC1.03 F, 1,3 dichlorobutane OC2.02 F, lower boiling point OC1.02 T OC1.05 F, not soluble in water OC1.02 T OC3.02 F, lower OC1.02 F, primary alcohol OC1.03 T OC1.03 F, weak acids OC1.02 T REF: K/U OBJ: 1.7 REF: K/U OBJ: 1.7 REF: C OBJ: 1.7 REF: K/U OBJ: 1.1 REF: K/U OBJ: 1.1 REF: K/U OBJ: 1.1 REF: K/U OBJ: 1.2 REF: C OBJ: 1.2 REF: C OBJ: 1.2 REF: K/U OBJ: 1.3 REF: K/U OBJ: 1.3 REF: K/U OBJ: 1.3 REF: K/U OBJ: 1.4 REF: C OBJ: 1.4 REF: K/U OBJ: 1.4 REF: K/U OBJ: 1.5 REF: K/U OBJ: 1.5 REF: MC OBJ: 1.5 REF: K/U OBJ: REF: K/U OBJ: 1.6 REF: K/U OBJ: 1.6 REF: K/U OBJ: 1.7 REF: K/U OBJ: 1.7 1.6 24. 25. 26. 27. 28. 29. 30. LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: REF: 31. ANS: LOC: 32. ANS: LOC: 33. ANS: LOC: 34. ANS: LOC: 35. ANS: LOC: 36. ANS: LOC: 37. ANS: LOC: 38. ANS: LOC: 39. ANS: LOC: 40. ANS: LOC: 41. ANS: LOC: OC1.02 T REF: K/U OC1.03 F, lower REF: K/U OC1.02 T REF: K/U OC1.02 T REF: K/U OC1.03 T REF: K/U OC3.02 T REF: C OC1.03 F, of the single bonds between the carbon atoms OBJ: 1.7 OBJ: 1.8 OBJ: 1.8 OBJ: 1.9 OBJ: 1.9 OBJ: 1.9 MC OBJ: 2.1 F, strong carbon-fluorine bonds OC3.02 T OC3.02 F, will not eliminate OC3.04 T OC3.04 T OC1.05 F, two different enzymes OC1.05 F, is not soluble in water OC1.05 T OC1.05 T OC1.05 F, greater than OC1.05 F, dissolve in water only OC1.02 LOC: OC3.02 REF: MC OBJ: 2.1 REF: MC OBJ: 2.2 REF: MC OBJ: 2.2 REF: MC OBJ: 2.3 REF: K/U OBJ: 2.4 REF: K/U OBJ: 2.5 REF: K/U OBJ: 2.5 REF: K/U OBJ: 2.6 REF: K/U OBJ: 2.6 REF: K/U OBJ: 2.7 REF: K/U OBJ: 2.7 3,3,6-trimethylnonane OC2.02 1,2,5-triphenylbenzene OC2.02 REF: C OBJ: 1.2 REF: C OBJ: 1.2 REF: C OBJ: 1.3 COMPLETION 42. ANS: LOC: 43. ANS: LOC: 44. ANS: LOC: OC2.05 45. ANS: REF: C OBJ: 1.3 46. ANS: organic halides REF: LOC: OC2.04 47. ANS: chlorocyclopentane REF: C OBJ: 1.4 LOC: OC2.05 C OBJ: 1.4 LOC: OC2.05 48. ANS: 49. 50. 51. 52. 53. 54. 55. 56. 57. 58. 59. 60. 61. 62. REF: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: C OBJ: 1.5 LOC: OC2.05 (CH3)3COH REF: C OC2.05 dicyclopropylmethanone REF: C OC2.02 oxidation REF: K/U OC1.03 hydrolysis REF: K/U OC1.03 cyclobutylmethanoate REF: C OC2.05 N-cyclopentyl-N-methyl-1-aminocyclohexane REF: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: LOC: ANS: C OBJ: 1.8 amide OC1.01 urea OC1.05 aspirin OC2.04 Van der Waals forces OC1.02 the carbonyl group OC1.01 5.0 moles OC2.06 functional groups OC1.01 intermolecular forces OBJ: 1.5 OBJ: 1.6 OBJ: 1.6 OBJ: 1.7 OBJ: 1.7 LOC: OC2.02 REF: K/U OBJ: 1.8 REF: K/U OBJ: 1.9 REF: C OBJ: 1.9 REF: K/U OBJ: 1.1 REF: K/U OBJ: 1.1 REF: C OBJ: 1.3 REF: K/U OBJ: 1.1 REF: K/U OBJ: 1.1 LOC: OC1.02 63. ANS: hydrogen bonding LOC: OC1.02 REF: K/U OBJ: 1.1 64. ANS: REF: C OBJ: 2.2 LOC: OC2.05 65. ANS: LOC: OC2.05 66. ANS: addition LOC: OC1.04 67. ANS: ethene vinyl REF: C OBJ: 2.1 REF: K/U OBJ: 2.2 REF: 68. ANS: LOC: 69. ANS: LOC: 70. ANS: LOC: 71. ANS: LOC: 72. ANS: LOC: 73. ANS: LOC: 74. ANS: LOC: 75. ANS: LOC: LOC: OC1.04 REF: C OBJ: 2.3 REF: K/U OBJ: 2.4 REF: C OBJ: 2.4 REF: C OBJ: 2.5 REF: K/U OBJ: 2.5 REF: K/U OBJ: 2.6 REF: C OBJ: 2.7 REF: C OBJ: 2.7 K/U OBJ: 2.1 cross linking OC2.01 amide OC1.01 tertiary OC2.01 chair OC2.01 Ketose OC1.05 nucleotides OC1.05 micelle OC2.01 hydrophilic OC2.01