CHEMISTRY 104 Practice Problems 1 Chs 8 9 11 Chem 103 Ch 24 organic proteins fats carbohydrates Ch 12 polymers Prepared by Dr Tony Jacob http www chem wisc edu areas clc Resource page Suggestions on preparing for a chemistry exam 1 Organize your materials quizzes notes etc 2 Find out exactly what material chapters are and are not on the exam 3 Usually a good method to prepare for a chem exam is by doing lots of problems Re reading sections of a chapter is fine but re reading entire chapters takes up large amounts of time that generally is better spent doing problems 4 Old exams and quizzes posted by your instructor should be completely worked though Below are additional practice problems You might want to do the questions in a different order than written Good Luck 5 Lecture sections in Chem 104 can cover different material especially in the organic biochem section Do only problems that involve the topics covered in your lecture section CHAPTERS 8 9 and 11 REVIEW 1 a What s the hybridization of the N atom marked A b What s the angle formed by the N C C atoms marked B c What s the bond order for the bond labeled C d What s the electron domain geometry around the C atom labeled F D e What orbitals overlap to generate the bonds labeled E f What s the electron domain geometry around the C atom labeled F O C A O D O N E B H 2 Given the following molecule answer the questions a What is the molecular geometry around the C atom labeled A b What is the hybridization of the C atom labeled B D c How many bonds are in this molecule d What is the hybridization of the O atom labeled C e What is the angle centered around the C labeled D F OH f What is the molecular geometry around the O atom labeled C g What is the hybridization of the N atom h What is the electron domain geometry around the N atom i What orbitals overlap to form the bond labeled E between the C and C atoms j What orbitals overlap to form the bond labeled F between the O and C atoms A O O H N B E C O 3 Draw the resonance structure for this molecule O 4 Which molecule has the shortest C O bond length O O a OH b c O d O e All C O bonds are the same length CHAPTER 24 ORGANIC Functional groups and naming mainly 5 Circle all functional groups and where appropriate label functional groups cis trans or 1 2 or 3 O H N OH O O OH take a nap 6 Which functional group is nonpolar a alcohol b alkene c carboxylic acid d amine e all are polar 7 Draw the following molecules in a 1 bond line structure 2 showing all bonds atoms and lone pairs of electrons and 3 as a dash wedge structure showing all bonds and all atoms a acetone b toluene 8 Which molecule could contain a triple bond a C2H6 b C6H6 c C4H8 d C3H8 e None of these 9 Which of the following statements is false a Methanol will have a higher boiling point than methane b Dimethylamine CH3 2NH will react with hydrochloric acid c Butanoic acid will have a higher melting point than diethylether CH3CH2 O CH2CH3 d Propanol is insoluble in water e An enantiomer pair of isomers will have the same melting points 10 Which molecule would be expected to be most soluble in water OH a b OH c HO OH d O e 11 The next question is on gasoline if not covered skip I Which compounds are found in gasoline a b c II Which octane rating has the highest percentage of heptane a 25 b 55 c 83 d d 88 e e 92 III Which statement about gasoline is incorrect If all are correct select answer e a The distillation process separates the crude oil into fractions based on boiling points b Catalytic cracking breaks long carbon chain molecules into smaller ones c Reforming changes straight chain molecules into branched molecules d Oxygenated gasoline is gasoline that contains added oxygenated chemicals so the gasoline burns more completely and reduces emissions e All of the above are correct 12 Given the chemical formula C4H8O draw a molecule that contains the functional groups listed below a A molecule that contains a cyclic ether b A molecule that contains a cyclic alcohol c A molecule that contains both an alcohol and alkene d A molecule that contains both an ether and an alkene Note There are many different possible answers to each of the above questions watch some TV 13 Give the systematic name for each molecule do not use common names Skip molecules with functional groups not covered in your lecture Cl a b d e c 14 Which functional group does not exhibit H bonding a 1 alcohol b 2 amine c carboxylic acid d ether e all exhibit H bonding 15 Which functional group does not contain a carbonyl a aldehyde b ether c ketone d carboxylic acid e all contain a carbonyl CHAPTER 24 ORGANIC Isomers mainly 16 Which pair of molecules is correctly assigned to the isomer name CH3 C a Enantiomer pair Cl CH3 H OH C H OH Cl b Structural isomers c Geometric isomers d Structural isomers 17 cis 2 butene and trans 2 butene exist as different isomers because it is not possible to rotate through the double bond Why is it so difficult to rotate through the double bond 18 a Draw all four structural and geometric isomers of C3H5Cl Do not include cyclic compounds b Draw all seven structural and geometric isomers of C3H4Cl2 Do not include cyclic compounds c Using C6H12 draw all eight 5 carbon chain structural and geometric isomers Do not include cyclic compounds or molecules with a carbon chain length other than 5 carbons long d Draw all four ester isomers of C4H8O2 e Draw all seven alkyne isomers of C6H10 eat a Snickers bar 19 Which molecule is chiral Select answer e if none are chiral H N H a H O C C OH b H O Cl c O d Br e none are chiral 20 How many chiral carbons does the molecule below have H O C H C H HO C H HO C H H C OH H C H C O H 21 Match the information below with a chemical listed below If no molecule matches write none a ester b has geometric isomers c optically active d has C C bond order of 1 5 e is a secondary alcohol f will react with acetic acid to form an amide g creates a solution in water with pH 7 h has sp hybridized carbon atoms OH OH OH Cl I OH II OH VI VII III VIII NH2 O Br XI XII O IX O XIII V IV O O X OH O XIV 22 …