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81) What is the main product of the following reaction? A) 1-bromopropane B) 2-bromopropane C) propyl alcohol D) 2-bromopropene E) 1-bromo-2-methylethane 82) Suggest reagents for the synthesis of meta-chloronitrobenzene from nitrobenzene. A) Cl2 and AlCl3 B) HCl and AlCl3 C) Cl2 and H2SO4 D) HCl and HNO3 E) Cl2 and FeBr3 83) Which of the following groups would be ortho, para directors in electrophilic aromatic substitution? I) -CN II) -SO3H III) -NH2 IV) -OH V) -Br A) III), IV), and V) B) II), III),and V) C) I), III), and IV) D) I), II) and IV) E) II), IV) and V) 84) Identify substituents that are meta directors in electrophilic aromatic substitution. I) -OR II) -NO2 III) -OCOCH3 IV) -CHO V) -COOH A) I), II) and V) B) II), IV), and V) C) I), IV), and V) D) II), IV), and V) E) I), III), and V) 85) Which of the four positions 1-4 marked on the structure of aromatic compound shown below would be preferentially substituted in an electrophilic aromatic substitution reaction? A) 4 only B) 2 and 4 C) 2 only D) 1 and 3 E) 3 only 86) What is(are) the main product(s) of the following chlorination reaction? A) 3-chloro-5-cyanobenzaldehyde B) 2, 6-dichloro-3-cyanobenzaldehyde C) 2-chloro-3-cyanobenzaldehyde D) 2-chloro-3-cyanobenzaldehyde and 2-chloro-5-cyanobenzaldehyde E) B and D 87) Predict major products for chlorination of the following three aromatic compounds: A) B) C) D) E) 88) Predict major products for the following three reactions: I) nitration of bromobenzene II) bromination of nitrobenzene III) bromination of aniline (aminobenzene) A) Reaction I) gives ortho-bromonitrobenzene Reaction II) gives meta-bromonitrobenzene Reaction III) gives para-bromoaniline (para-aminobromobenzene) B) Reaction I) gives ortho-bromonitrobenzene and para-bromonitrobenzene Reaction II) gives meta-bromonitrobenzene Reaction III) gives ortho-bromoaniline (para-aminobromobenzene) and para-bromoaniline (para-aminobromobenzene) C) Reaction I) gives meta-bromonitrobenzene Reaction II) gives ortho-bromonitrobenzene and para-bromonitrobenzene Reaction III) gives ortho-bromoaniline (ortho-aminobromobenzene) and para-bromoaniline (para-aminobromobenzene) D) Reaction I) gives meta-bromonitrobenzene Reaction II) gives ortho-bromonitrobenzene and para-bromonitrobenzene Reaction III) gives meta-bromoaniline (meta-aminobromobenzene) E) Reaction I) gives 1,3-bromonitrobenzene Reaction II) gives 1,2-bromonitrobenzene and 1,4-bromonitrobenzene Reaction III) gives 1,2-aminobromobenzene and 1,4-aminobromobenzene 89) Classify the following reaction steps as initiation, propagation or termination. A: Br-Br → 2Br? B: H3CH2C? + Br? → CH3CH2Br C: 2H3CH2C? → CH3CH2CH2CH3 A) Step A is initiation and steps B and C are propagation B) Steps A and B are initiation and step C is termination C) Step A is initiation, step B is termination and step C is propagation D) Step A is initiation, step B is propagation and step C is termination E) Step A is initiation and steps B and C are termination 90) How many monobromo derivatives can be obtained from A) CH3CH3 and B) (CH3)3CH? A) Alkane A) gives one and alkane B) gives two. B) Alkane A) gives two and alkane B) gives two. C) Alkane A) gives one and alkane B) gives three. D) Alkane A) gives two and alkane B) gives three. E) Both alkane A) and B) give one.

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