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Periodic Table of the Elements

1 2

1

H
5 6 7 8

H
1.00794 9

He
4.002602 10

1.00794

3

4

Li
10.811 13 14 15 12.0107

Be Al
26.981538 28.0855 30.973761

B Si P

C

N

O
16 32.066

F
17

Ne
18.9984032 20.1797 18

6.941

9.012182

14.00674 15.9994

11

12

Na Mg Ti
50.9415 41 42 48 43 44 45 46 47 49 51.9961 54.938049 55.845 58.933200 58.6934 63.546 65.39 69.723 40 22

S
74.92160

Cl
35.4527

Ar
39.948

22.989770 24.3050

19

39.0983

K Nb
92.90638 73 74 183.84 192.217 109 110 (269) 111 (272) 106 107 108 75 78 195.078 80 200.59 112 (277) 186.207 76 190.23 102.90550 77 79 196.96655 95.94 (98) 106.42 107.8682 112.411 101.07

Ca V Mo Rh Ir Pt Au Hg Pd Ag W Os Mt
(266)

20 23

40.078

Sc Tc Re Hs
(265)

21

Cr Ru Cd In
114.818 81 204.3833

24

Mn

25

Fe

26

Co

27

Ni

28

Cu

29

Zn

30

Ga

31 32

44.955910

47.867

72.61

Ge
50

As Sn
118.710 82

33

34 78.96 51 52

Se Sb
121.760 83

Br
79.904 53

35

83.80

Kr
54

36

37

38

39

Rb
72

Sr Ta
180.9479 105

Y

Zr

Te
127.60 84

I Tl
207.2

Xe
126.90447 131.29 85 86

85.4678

87.62

88.90585

91.224

55

56

57

132.90545 137.327 104

Cs Db
(262) (263) (262)

Ba Sg Bh

138.9055

La

178.49

Hf

Pb
114 (289) (287)

208.98038

Bi

(209) 116 (289)

Po

(210)

At

Rn
(222) 118 (293)

87

88

89

(223)

Fr

Ra

(226)

Ac

(227)

Rf

(261)

58 140.116 140.90765 144.24 92 93 90 232.0381 231.03588 238.0289 91

59

60

61 (145)

62 150.36

63 151.964 94 95

64 157.25 96

65

66

67

68

69

70

71

Ce U Np
(237)

Pr

Nd

Pm Sm Eu
(244)

Gd
(243)

158.92534 97

Tb Pu Am Cm
(247)

162.50 98

Dy Bk
(247)

164.93032 167.26 99 (251) 100

Ho Cf

Er

168.93421 173.04 101 (252) 102

Tm Es Fm
(257)

Yb

174.967 103

Lu Md No
(258) (259)

Th

Pa

(262)

Lr

S.E. Van Bramer, 7/22/99 1995 IUPAC masses and Approved Names from http://www.chem.qmw.ac.uk/iupac/AtWt/ masses for 107-111 from C&EN, March 13, 1995, P 35 112 from http://www.gsi.de/z112e.html 114 from C&EN July 19, 1999 116 and 118 from http://www.lbl.gov/Science-Articles/Archive/elements-116-118.html

Name: CHEM 3053: Exam 2
NOTE: ! ! ! Bubble in Your Name (Last, space, First) Bubble in Your ID# Bubble in Special Code 100022

1. What is the parent chain for the following compound?

A) B) C) D) E)

ethane propane butane pentane hexane

F) G) H) I) J)

heptane octane nonane decane undecane

2. What is the IUPAC name for the following compound?

A) B) C) D) E)

2,5-diethylhexane 2-methyl-5-methylheptane 3-isopropyl-5-ethylheptane 2-ethyl-5-methylheptane 2-methyl-3,5-diethylheptane

F) G) H) I) J)

3,6-dimethyloctane 2,5-diethyl-3-methylheptane 3,5-diethyl-2-methylheptane 2,5-dimethylheptane 3-ethyl-5-isopropylheptane

3. What is the IUPAC name for the following compound?

A) B) C) D)

1,2-dimethylcyclohexane 2-ethyl-1-methylcyclohexane 2-ethyl-1-methylhexane 1-ethyl-6-methylcyclohexane

E) F) G) H)

1-ethyl-2-methylhexane cyclononane 1-ethyl-2-methylcyclohexane 1,2-cyclononane

4. Which of the following is an isopropyl group?

A

B

C

D

E

!.

Which of the following compounds are constitutional isomers?

I A) B) C) D) E) I II III IV V

II

III F) G) H) I) J)

IV I and II II and IV III and V I, IV, and V II, III, and V

V

6. Which of the following is a Newman projection of a staggered conformer?

A) A B) B C) C

D) D E) A and D F) B and C

7. Which of the following is a Newman projection for the following compound as viewed down the indicated bond?

A) A B) B C) C

D) D E) A and D F) B and C

8. Which of the following cycloalkanes has the most angle strain?

A) A B) B C) C

D) D E) A and C F) B and D

9. Which of the following is the lowest energy conformer of the following compound?

A) A B) B C) C

D) D E) A and C F) B and D

10. Which of the following is the most stable conformer of trans-1,4-diethylcyclohexane?

A) A B) B C) C 11. Which is more stable?

D) D E) A or C F) B or D

A) A B) B

C) neither

12. Which is the most stable chair conformer of the following compound?

A) A B) B

C) C D) D

13. What is the relationship between the following two compounds?

A) Constitutional isomers B) Stereoisomers

C) Identical D) Not isomers, different compounds entirely.

14. Is the following alkene cis, trans, or neither?
F

A) cis B) trans 15. Assign the chiral center as R or S.

C) neither

A) R B) S 16. What is the IUPAC name for the following compound?
Br

A) B) C) D) E)

2-bromoisohexane 2-methyl-3-pentabromide (S)-2-bromo-4-methylpentane (R)-2-bromo-4-methylpentane (2S, 4R)-2-bromo-4-methylpentane

F) G) H) I) J)

(2S, 4S)-2-bromo-4-methylpentane (2R, 4R)-2-bromo-4-methylpentane (2R, 4S)-2-bromo-4-methylpentane 2-bromo-4-methylpentane 4-bromo-2-methylpentane

17. Which of the following is the correct structure for a compound with the IUPAC name (S)-2pentanol.

A) A B) B

C) C D) D

18. What is the %ee of a sample of carvone that exhibits a specific rotation of -20˚ (given that the specific rotation of R-carvone is -61˚)?

A) B) C) D)

25% 33% 50% 66%

E) F) G) H)

75% 90% 10% 0%

19. What is the specific rotation of a sample of Oklahomane that is an equal mixture of the R and S enantiomers (R-Oklahomane has a specific rotation of -52˚)?

A) B) C) D)

-52˚! -26˚ -17˚ 0˚!

E) F) G) H)

17˚ 26˚ 34˚ 52˚

20. Which of the following is the correct IUPAC name for the following structure?

A) B) C) D)

(S)-2-ethylhexane (S)-3-methylheptane (R)-2-ethylhexane (R)-3-methylheptane

E) F) G) H)

(S)-isooctane (R)-isooctane (S)-3-methylhexane (R)-3-methylhexane

21. What is the % of the S enantiomer in a sample of carvone that has a specific rotation of -30˚, given that the specific rotation of R-carvone is -61˚?

A) B) C) D)

0%! 10% 25.5% 49%

E) F) G) H)

51% 74.5% 90% 100%

22. What is the relationship of the following two structures?

A) Enantiomers B) Diastereomers

C) Constitutional Isomers D) Identical

23. Which of the following is a diastereomer of the following compound.

A) A B) B C) C

D) D E) A and D F) B and C

24. Which of the following is the correct Fischer projection of the following compound?

A) A B) B C) C

D) D E) A and B F) C and D

25. What is the relationship of the following two structures?

A) Enantiomers B) Diastereomers

C) Constitutional Isomers D) Identical

26. Which of the following is the IUPAC name for the following compound.
OH H3C H CH2CH3

A) (S)-2-pentanol B) (S)-2-butanol

C) (R)-2-pentanol D) (R)-2-butanol