Quiz: Organic Molecules Name:_______________________ Use the following information to answer the next question. Carbon-Containing Compounds 1 CCl4(l) 5 CO(g) 2 Fe3C(s) 6 C3H8(g) 3 C2H2(g) 7 NaCN(s) 4 C2H5OH(l) 8 MgCO3(s) Numerical Response #1 The compounds numbered above that can be classified as organic are _____, _____, _____, and _____. 1. Which of the following is the correct name for the compound shown below? a. 6-ethyl-2-methylhept-3-yne b. 2-ethyl-6-methylhept-4-yne c. 3,7-dimethyloct-5-yne d. 2,6-dimethyloct-3-yne 2. What is the IUPAC name for the molecule shown below? a. 2-ethyl-3-methylpent-1-ene b. 3-methyl-2-ethylpent-1-ene c. 3-methyl-4-methylhexane d. 3,4-dimethyhex-2-ene Numerical Response #2 The number of carbon, hydrogen, and oxygen atoms, respectively, in propanoic acid are ____, ____, and ____. 3. Which of the following compounds is a carboxylic acid? a. CH3CH2COOCH3 b. CH3CH2COOH c. CH3CH2OCH3 d. CH3CH2OH Use the following information to answer the next question. Numerical Response #3 Match each of the structural diagrams above with its classification below. Aromatic ______ Carboxylic acid ______ Unsaturated and aliphatic ______ Halogenated hydrocarbon ______ Use the following information to answer the next three questions. 4. Which structures represent esters? a. 1 and 9 b. 2 and 7 c. 3 and 5 d. 4 and 8 5. Which structure represents the molecule 2,2,4-trimethylhexane? a. 1 b. 3 c. 5 d. 9 Numerical Response #4 When comparing molecules 1, 4, 5, and 6, the order of these molecules when arranged in order from highest to lowest boiling point would be ____, ____, ____, and_____. 6. Which of the following molecules represents 1,3-dimethylbenzene? 7. What is the correct name of the molecule shown below? a. 2-methylcyclohexene b. 3-methylhexene c. 1-methylcyclohex-2-ene d. 3-methylcyclohexene Use the following information to answer the next two questions. Numerical Response #5 For the molecule shown below, the empirical molecular formula may be written in the form CabHcd, where a, b, c, and d are numbers from 0 to 9. The correct values for a, b, c, and d for this molecule are ____, ____, ____, ____. Fill in Blank #1 The name of this molecule is ____________________________________________ Use the following information to answer the next five questions. Below are line structural formulas for molecules that represent nine different classes of organic compounds. Numerical Response #6 The aromatic compound is molecule number _____, the alkyne is molecule number _____, the carboxylic acid is molecule number _____, and the ester is molecule number _____. Fill in Blank #2 The correct name for compound 5 is ___________________________________________. Fill in Blank #3 The correct name for compound 6 is ___________________________________________. Numerical Response #7 The two molecules most likely to be soluble in water are ____ and ____. Numerical Response #8 List the number(s) of all the molecules that are unsaturated. Use the following information to answer the next question. The empirical formulas for four members of a homologous alkane series are indicated below. 1 C4H10 2 C6H14 3 C5H12 4 C7H16 Numerical Response #9 When those members are arranged from higher boiling points to lower boiling points, the correct order will be ____, ____, ____, ____. Use the following information to answer the next question. Two properties that cycolpentanol and pentanoic acid have in common are that they have the same number of ___i___ and that they are both ___ii___. 8. The statement above is completed by the information in row Row i ii a. oxygen atoms aliphatic b. oxygen atoms aromatic c. carbon atoms in their parent chain aliphatic d. carbon atoms in their parent chain aromatic Use the following information to answer the next question. Because of popular media, fingerprinting conjures up images of a crime scene investigator dusting for prints using a fine metal powder. More recently, however, fluorogenic reagents such as dansyl chloride have been used to detect fingerprints because they react with amino acids in sweat to form fluorescent ridge patterns. The structure of dansyl chloride is given below. 9. Which of the following statements could correctly be made about dansyl chloride? a. It is an alcohol. b. It is an alkene. c. It is an aromatic. d. It is an acid. Use the following information to answer the next two questions. 1 2 3 Compound Cyclobutane Propan-1-ol Heptan-1-ol Numerical Response #10 Rank the above compounds from highest boiling point to lowest boiling point. _______ _______ highest _______ lowest Numerical Response #11 Rank the above compounds from most soluble in water to least soluble in water. _______ highest _______ _______ lowest Use the following information to answer the next question. A student drew the structural diagram shown below. 10. The IUPAC name for the structural diagram the student drew is 1-__i__-2-__ii__. The statement above is completed by the information in row Row i ii a. methyl ethylbutane b. methyl ethylcyclobutane c. ethyl methylbutane d. ethyl methylcyclobutane Use the following information to answer the next question. Organic Compounds 1 2-methylcyclobut-1-ene 4 5-methylhept-3-yne 2 1,2-dibromohexane 5 cycloheptane 3 2,2-dimethylpentane 6 pentan-1-ol Numerical Response #12 The organic compound numbered above that is an alkene is _____ (record in first column) is an alcohol is _____ (record in second column) contains a triple bond is _____ (record in third column) is cyclic and saturated _____ (record in fourth column) Use the following information to answer the next question. Certain esters are responsible for the odour associated with fruits. Below are the line structural formulas for the esters that smell like apple, pear, and grape. Numerical Response #13 Associate the line structural formulas with the appropriate ester name. ethyl pentanoate _____ (record in first column) ethyl nonanoate _____ (record in second column) propyl ethanoate _____ (record in third column) 11. Which of the following is an isomer of CH3CH2OH? a. CH3CH2CH3 b. CH3OCH3 c. CH3COOH d. CH3COCH3 12. The process in which large organic compounds are broken down into smaller molecules is called a. cracking b. reforming c. solvent extraction d. fractional distillation 13. The process of converting aliphatic molecules into aromatic molecules can best be described as a. cracking b. reforming c. solvent extraction d. fractional distillation 14. Draw the condensed structural diagrams for the following organic molecules. a. 4-ethylhex-2-yne c. 1-butyl-2,4-diethylbenzene b. cycloheptene 15. Draw the line structural diagram for the following organic molecules. a. 4,4-diethyl-2-phenyloctane b. 2-methylhexan-3,4-diol c. butyl 3,3-dimethylbutanoate 16. Provide the names for the two isomers shown below. Compare two physical properties that could be used to distinguish between the two isomers. 17. a. Draw and name a six-carbon organic compound. b. Identify if the compound you drew is saturated or unsaturated. c. Draw and name a structural isomer of the compound that you drew above. Answer Sheet Multiple Choice 5. 6. 7. 8. 9. 10. 11. 12. 13. Numerical Response Fill in Blank 1. 2. 1.__________________________________ 2.__________________________________ 3.__________________________________ 3. 4.