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Chapter 24 24-2) What is the difference between aliphatic and aromatic hydrocarbons? Aliphatic hydrocarbons do not contain the benzene group, or benzene ring, whereas aromatic hydrocarbons contain one or more benzene rings. 24-3) What do ''saturated'' and ''unsaturated'' mean when applied to hydrocarbons? Give examples of saturated hydrocarbon and unsaturated hydrocarbon. Saturated hydrocarbons contain the maximum number of hydrogen atoms that can bond with number of carbon atoms present. Examples: CH3 CH3 CH2 CH2 CH2 CH3 CH3 , n-pentane CH CH2 CH2 CH3 2-methylpentane Unsaturated hydrocarbons are compounds with double or triple carbon-carbon bonds that enable them to add hydrogen atoms. Examples: CH3 CH2 CH2 CH CH2 , CH3 C 1-pentene C CH2 CH2 2-pentyne 24-7) What is Markonikov's rule? Markonikov's rule stats that in the addition of unsymmetrical polar reagents to alkenes, the positive portion of the reagent (usually hydrogen) adds to the carbon atom that already has the most hydrogen atoms. 24-14) Draw all possible isomers for the molecule C3H5Br? H CH3 H C C Br H Br , CH3 C C H H H CH2Br C C , H 1 H , H C H C H H C Br 24-26) Name the following compounds? CH3 (a) CH3 C2H5 CH3 CH3 CH CH2 CH2 CH3 (b) CH3 2-methylpentane CH CH CH CH3 2,3,4-trimethylhexane CH3 (c) CH3 CH2 CH CH2 CH3 CH2 (d) CH2 CH2 CH3 CH CH CH CH2 3-methyl-1,4-pentadiene 3-ethylhexane (e) CH3 C C CH2 CH2 (f) CH3 2-pentyne CH2 CH CH CH2 3-phenyl-1-pentene 24-28) Write the structural formulas for the following compounds: (a) trans-2-pentene H3C H C H C H 4-ethyl- trans-2-heptene CH3 H (d) H C CH2CH3 C CH2CH3 H (c) (b) 2-ethyl-1-butene C CH2CH3 3-phenyl-butyne H C C C CHCH2CH2CH3 CH2CH3 2 CH CH3 24-32) Name the following Compounds: NO2 Cl (a) (b) CH2CH3 Cl NO2 CH3 1,3-dichloro-4-methylbenzene 2-ethyl-1,4-dinitrobenzene CH3 CH3 (c) H3C CH3 1,2,4,5-tetramethylbenzene 24-36) Classify each of the following molecules as alcohol, aldehyde, ketone, carboxylic acid, amine or other. (a) CH3 (b) CH3 O CH3 (Ether) CH2 CH2 (Amine) NH2 O (c) CH3 CH2 (d) CH3 C C CH2 H (Aldehyde) CH3 (Ketone) O O (e) H C OH (f) CH3 CH2CH2 (Carboxylic Acid) OH (Alcohol) NH2 O (g) CH2 C C OH (Amino Acid) H 3 24-42) Identify the functional groups in each of the following molecules: (a) CH3CH2COCH2CH2CH3 (Ketone) (b) CH3COOC2H5 (Ester) (c) CH3CH2OCH2CH2CH2CH3 (Ether) 24-50) How many carbon-carbon sigma bonds are present in each of the following molecules? Compound Structure (a) 2-butyne CH3 C C Number of sigma () bonds 3 CH3 (b) anthracene 16 (c) 2,3-dimethylpentane CH3 6 CH3 CH CH CH2 CH3 CH3 24-58) Write the structural formula of an aldehyde that is a structural isomer of acetone? Propanaldehyde CH3CH2CHO is the structural isomer of acetone CH3COCH3. 24-60) Name the classes to which the following compounds belong: (d) C4H9OH (Alcohol) (e) CH3OC2H5 (Ether) (f) C2H5CHO (Aldehyde) (g) C6H5COOH (Carboxylic acid) (h) CH3NH2 (Amine) 4