Class Problems Chapter 03 CHM 235 PDF

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Name __________________________________________________Date____________ CHM 235, Organic Chemistry I Spring 2021 Instructor: Jose Israel Armendariz, PhD Practice problems – Chapter 3

1) A bicyclic alkane contains 12 carbon atoms. How many hydrogen atoms does it contain? A) 20 B) 22 C) 24 D) 26 E) 28

2) Name the haloalkane shown.

3) Draw an acceptable structure for 6-ethyl-2,6,7-trimethyl-5-propylnonane.

4) Identify the correct IUPAC name for each compound shown below.

A) 2-bromo-3-sec-butyl-4-ethylhexane B) 2-bromo-4-ethyl-3-sec-butylhexane C) 3-(1-bromoethyl)-2,4-diethylhexane D) 4-(1-bromoethyl)-3-ethyl-5-methylheptane E) 4-(1-bromoethyl)-5-ethyl-3-methylheptane

5) A branched alkane has ________ boiling point relative to the isomeric linear alkane. There are ________ London force interactions in the branched alkane. A) a higher; stronger B) a higher; weaker C) a lower, stronger D) a lower; weaker E) the same; similar

6) Place the following alkanes in order of increasing boiling point: CH3(CH2)6CH3, CH3(CH2)5CH3, (CH3)3CCH2CH2CH3

7) The structures below are ________.

A) not isomers B) conformational isomers C) cis-trans isomers D) structural isomers E) both B and D

8) Draw the Newman projection of the highest energy conformation that results from rotation about the C2-C3 bond of 2,2-dimethylbutane.

9) Which line angle drawing best represents the Newman Projection shown below?

A)

B)

C)

D)

10) Give the IUPAC name for the cycloalkane shown below.

11) Consider the equilibrium shown below. When one looks at the equilibrium where X = CH3 and the one where X = CH(CH3)2, how do the values of the equilibrium constants (Ks) compare?

A) The Ks are equal. B) The K where X = CH3 is greater. C) The K where X = CH(CH3)2 is greater. D) The Ks differ only slightly and are both less than 1.

12) In the lowest energy conformation of the compound below, how many alkyl substituents are equatorial?

A) 0 B) 1 C) 2 D) 3 E) 6

Answers 1) B 2) 3,4-dibromoheptane 3)

4) D 5) D

6) (CH3)3CCH2CH2CH3 < CH3(CH2)5CH3 < CH3(CH2)6CH3 7) D 8)

9) C

10) cis-1-isopropyl-3-methylcycloheptane

11) C

12) C...