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Practice Exam 1 Solutions - Organic Chemistry I | CHEM 314, Exams of Organic Chemistry

Material Type: Exam; Professor: Pant; Class: Organic Chemistry II; Subject: Chemistry; University: George Mason University; Term: Summer 2010;

Typology: Exams

2012/2013

Uploaded on 05/06/2013

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Name: _________KEY_____________________ G Number: _____________________
CHEM 314-C02 Exam 1 Organic Chemistry II Summer 2010
Do not open the test booklet until told to do so.
7/14/2010
There are 25 questions on this test. Each question is worth 4 points
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Download Practice Exam 1 Solutions - Organic Chemistry I | CHEM 314 and more Exams Organic Chemistry in PDF only on Docsity!

Name: _________KEY_____________________ G Number: _____________________

CHEM 314-C02 Exam 1 Organic Chemistry II Summer 2010

Do not open the test booklet until told to do so.

There are 25 questions on this test. Each question is worth 4 points

Instruction: Choose the best possible answer

  1. Which of the following is the structure of 3-Bromo-4-nitroaniline is:

e) a) c)^ d)

NO (^2)

Br

OCH 3 NH 2

NO (^2)

Br

NH 2

Br

NO (^2)

NO (^2)

H 2 N

Br

b)

NO (^2)

H 2 N

Br

  1. Predict the product of the following reaction.

HCl (one eqvt) 80 o^ C

?

a) 1-chloropent-3-ene b) 1-chloropent-2-ene c) 4-chloropent-3-ene d) 3-chloropentene e) 4-chloropent-2-ene

  1. Which of the folowing compound is not aromatic.

N O^ NH a) b) c)^ d)^

e)

  1. Predict the product of the following reaction

CH 2 CH 3 CH 2 CH 2 Br^ CH^2 CH^3 CHBrCH 3 CH 2 CH 2 Br

Br

Br 2 / FeBr 3 Br

a) b)^ c) d) e)

CH 2 CH 3

Br

  1. Predict the product of the following transformation.

O Cl AlCl (^3)

COOH (^) O COOH (^) COOH

O

O

O OH

O

COOH

a) b)^ c) d)^ e)

  1. Which of the following is not true?

a. Aromatic compounds are cyclic, planar, and conjugated. b. Aromatic compounds react with electrophiles to give substitution products. c. Aromatic compounds have 4 n +2 π electrons. d. Aromatic compounds are always monocyclic. e. Aromatic compounds undergo electrophilic substitution reactions.

  1. Which of the following is the most unstable arenium ion?

CH 3 CH 3 CF^3 CF^3 CH 3

a) b) c)^ d)^ e)

  1. The major product of the following reaction is

C

O CH 2

C

O CH 2

C

O CH 2

C

O CH 2 C

O CH 2 Br

Br

Br

Br

Br 2 /FeBr 3

c)

d)

a)

b)

e)

C C H 2

O

Br

Br

?

  1. Which of the following reagents will not react with toluene under the specified conditions?

a) Cl 2 , FeCl 3 , heat b) H 2 , 25°C c) HNO 3 /H 2 SO 4 d) KMnO 4 /H 2 O, heat e) CH 3 COCl, AlCl (^3)

  1. Give the IUPAC name for the following structure.

a) Heptylbenzene b) 1-Methylhexylbenzene c) 2-Phenylheptane d) 2-Phenyl-2-methylhexane e) 6-Phenylheptane

  1. Which of the following is aromatic

a) b) c)^ d)^ e)

  1. Which of the following is in the decreasing order of reactivity to electrophilic substitution

a) Aniline > benzene > toluene > benzoic acid b) Toluene > aniline > benzene > benzoic acid c) Aniline > benzene > benzoic acid > toluene d) Aniline > toluene > benzene > benzoic acid e) Toluene > benzoic acid > benzene > aniline

  1. Predict the product of the following reaction sequence.

(CH 3 ) 2 CHCl / AlCl 3 Br 2 /AlBr (^3)

Br Br

Br Br

Br

a) b)^ c)^ d)^ e)

  1. Which of the following reactants does not react with the benzene

a) Br 2 /FeBr 3 b) CH 3 COCl / AlCl 3 c) C 6 H 5 Cl/AlCl (^3) d) (CH 3 ) 2 CHCl/ AlCl 3 d) C 6 H 5 CH 2 Cl/AlCl (^3)

  1. What would be the product of the following reaction sequence?

O OH

SOCl (^2) C 6 H 5 CH 3 / AlCl (^3)?

O O

O O

a) b)^ c)^ O d) e)

  1. What is the major product of the Friedel-Crafts alkylation of benzene with 1-pentene and AlCl 3?

a) butylbenzene b) 2-methyl-1-phenylbutane c) 2-phenylpentane d) tert- pentylbenzene e) none