1 Which of the following statements about carbon are false? Carbon: a) compounds have covalent bonds b) compounds can have multiple bonds c) is tetravalent d) uses sp2 hybrids to form tetrahedral structures 2 The most important characteristic of carbon atoms for forming organic molecules is: a) ability to bond together form long chains b) ability to form multiple covalent bonds c) use of hybrid orbitals d) a and b 3 Which of the following statements about hybrid orbitals is true? a) double bonds are formed from sp3 hybrids b) a linear molecule requires sp2 hybrid orbitals c) the sp2 hybrid orbitals lie in a flat plane d) a triple bond consists of one pi bond and one sigma bond 4 What is the hybridization of the underlined carbon in (CH3)2CCHCOCH3? a) sp b) sp2 c) sp3 d) dsp3 5 What hybrid orbitals does carbon use in CO2 ? a) b) c) d) sp sp2 sp3 dsp3 6 Which of the following statements about properties of organic substances is not correct? a) most organic compounds are not soluble in water b) most organic compounds do not conduct electricity c) organic compounds have higher melting and boiling points than ionic compounds d) organic compounds have weak intermolecular forces 7 Another name for alkanes is a) alkenes b) alkynes c) saturated hydrocarbons d) unsaturated hydrocarbons 8 Compounds that have the same formula but different molecular structures are called: a) isoelectronic b) isomers c) isotones d) isotopes 9 Which of the following statements about isomers is false? a) all alkanes have branched chain isomers b) as the number of carbon atoms increase in a compound, so do the number of possible isomers c) isomers have different physical properties d) Isomers have the same formula but different molecular structures 10 a) b) c) d) How many isomers are there of C5H12? 3 4 5 6 11 Which condensed structure is not correct? a) CH3CH2CH3 CH3CH2CH2CH3 b) CH3 c) CH3CH2CH2CH3 CH3CHCH2CH3 d) 12 CH3 What is the CCO bond angle in acetic acid? O C OH H 3C a) b) c) d) 13 o 90 109.5o 120o 180o What is the H-C-C bond angle in acetic acid? O C H 3C a) b) c) d) 90o 109.5o 120o 180o OH 14 Which statement is false about nomenclature rules for naming alkanes? a) carbon atoms are numbered starting with the atom farthest from the branching point b) each branching group is assigned a number referring to its point of attachment to the parent chain c) the name of the alkane is written as a single word d) the parent name is taken from the longest continuous chain of carbon atoms 15 An alkyl group is the name of the part of an alkane group remaining after _______ is removed a) a C atom b) a CH3 group c) a CH2 atom d) an H atom 16 What is the IUPAC name for the following compound?: CH3 CH3CH2CHCCH2CH2CH3 a) b) c) d) tert-nonane 4,4-dimethylheptane 4,4-dimethyl-4-propylbutane 2,2-dipropylpropane CH3 17 What is the IUPAC name for the following compound: CH3 CH3 CH3CH2CHCCH2CH CH2CH3 a) b) c) d) 1,3-dimethyl-1-ethylhexane 4,6-dimethyl-6-ethylhexane 3,5-dimethyloctane sec-hexylbutane 18 b) c) d) Which of the following statements about cycloalkanes is true? the bonds in cyclopropane and cyclobutane are weaker than other cycloalkanes cycloalkanes are also called acyclic compounds cyclopropane had 109.5o bond angles most cycloalkanes are planar molecules a) b) c) d) Which name is not correct? 1,1-dimethylcyclobutane 1,2-dimethylcyclobutane 1,3-dimethylcyclohexane 1,4-dimethylcyclopentane a) b) c) d) Which compound is not an isomer of the other three? cyclohexane 1,2-dimethylcyclopropane 1,2-dimethylcyclopropane methylcyclopentane a) b) c) d) Alkanes will react photochemically with: acids bases halogens none of these a) 19 20 21 22 Combustion of hydrocarbons is a spontaneous process, however molecules such as methane can exist for a long period of time in the atmosphere. Which of the following is incorrect? a) the barrier is most likely due to the strong covalent bond in hydrocarbons b) the reaction is slow because combustion is an endothermic process c) the reaction with oxygen is spontaneous d) there is a considerable activation barrier to reaction 23 Which of the following compounds is not a possible product of the reaction of propane with chlorine gas? a) CH3CH ClCH3 b) CH3CH2ClCH3 c) CH2ClCH2CH2Cl d) CCl3CCl2CCl3 24 Identify the functional group O O CH3 CH3 a) b) c) d) 25 A carbonyl an amide a carboxylic acid an ester Identify the functional group C O C 26 a) b) c) d) an aldehyde a ketone an ester an ether a) b) c) d) Which of the following compounds is an amide? CH3OCH2NH2 CH3CONH2 CH3OCH2ONH2 CH3CH2NH2 27 a) b) c) d) 28 What class of hydrocarbons has the general formula CnH2n? cycloalkanes aromatics alkanes alkynes d) Which of the following statements about cis-trans isomers is not correct? conversion between cis- and trans- isomers occurs by rotation around the double bond in the cis- isomer, the groups of interest are on opposite sides across the double bond in the cis- isomer, the groups of interest are on the same side of the double bond there are no cis-trans isomers in alkynes a) b) c) d) Which one of the following molecules can rotate freely around its carbon-carbon bond? acetylene cyclopropane ethane ethylene a) b) c) d) How many geometrical and structural isomers are there of butane? 3 4 5 6 a) b) c) 29 30 31 What is the name of the following structure? H CH2CH3 a) b) c) d) Cl cis-1-ethyl-2-chloroethene trans-1-chloro-1-butene trans-1-chloro-1-butene trans-1-chloro-2-ethylethane H 32 a) b) c) d) Which compound will exhibit cis-trans isomerism? 1,2-dichloromethane 1,2-dichloroethene dichloroethyne ethylene a) b) c) d) Hydrogenation of vegetable oils turns them in to what type of molecule? esters ethers polymers saturated fats a) b) c) d) Name the product obtained from the addition of bromine to 3-methyl1-butene 1,1-dibromobutrane 1,2-dibromo-3-methylbutane 1,2-dibromopentane trans-1,2-dibromobutene a) b) c) d) What is the product when pure water and ethene are mixed? an alcohol a carboxylic acid an ether no reaction occurs a) b) c) d) In the addition reaction of water and propene in an acidic solution, the product is: an alcohol a carboxylic acid an ether a ketone a) b) c) d) Which compound is a saturated hydrocarbon? benzene cyclohexane 2-methylpentane propylene 33 34 35 36 37 38 a) b) c) d) Which of the following statements about benzene is true? Benzene contains 3 long bonds and 3 short bonds is a puckeres, six-membered ring is unusually stable because of delocalised π-electrons readily undergoes addition reactions a) b) c) d) What type of hybridization does a carbon atom have in a sixmembered aromatic ring? sp sp2 sp3 sp3d 39 40 Which of the following statements about amines is not correct? Amines are a) bases (proton acceptors) b) converted to ammonium salts by reaction with HCl c) organic derivatives of ammonia d) very water soluble 41 The boiling point of 1-propanol should be ______ than the boiling point of methyl ethyl ether a) higher than b) lower than c) about the same as d) cannot be determined 42 a) b) c) d) What is the IUPAC name for (CH3)2CHCH(OH)CH3 ? isopropanol isopentanol 2-methylpentanol 3-methyl-2-butanol 43 44 a) b) c) d) “Wood alcohol” is the common name for methanol ethanol 2-propanol 1,2-ethanediol a) b) c) d) “Rubbing alcohol” is the common name for methanol ethanol 2-propanol 1,2-ethanediol a) b) c) d) What type of compound contains the –NH2 functional group? alcohol amine carboxylic acid ether a) b) c) d) Which of the following compounds is the most highly oxidised> acetaldehyde acetic acid ethanol 1,2-ethanediol a) b) c) d) Which of the following does not contain a carbonyl group? an alcohol an aldehyde an amide an ester a) b) c) d) Which one of the following does not contain a polar carbonyl group? an amine a carboxylic acid an ester a ketone 45 46 47 48 49 a) b) c) d) Which of the following pairs have the most similar chemical properties? alkanes and carboxylic acids alkenes and aromatics amines and esters ketones and aldehydes a) b) c) d) Which one of the following behaves like an acid? CH3COCH3 (CH3)2NH C2H5OH C2H5COOH 50 51 What type of compound is formed when a carboxylic acid reacts with an alcohol? a) an aldehyde b) an amide c) an aromatic d) an ester 52 What is the name of the product formed by the reaction of propanoic acid with ethanol? a) ethyl propanoate b) pentanone c) pentyl ester d) ethylpropylketone 53 a) b) c) d) What are the products of a hydrolysis reaction of an ester? an alcohol and an alkane a carboxylic acid and an alcohol an ether and an alkene a ketone and an aldehyde 54 The reaction of an amine and a carboxylic acid produces what kind of compound? a) alcohol b) amide c) ester d) ketone 55 a) b) c) d) 56 In general, which group of molecules is the least chemically reactive? alcohols alkanes alkenes carboxylic acids Draw the following as condensed structures: H2N(CH2)4NH2 H2N(CH2)5NH2 CH3CCl2CH2CHCH2 CH2CHCOON(CH2CH3)2