
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1.3, Problem 5P
- a. Find potassium (K) in the periodic table and predict how many valence electrons it has.
- b. What orbital does the unpaired electron occupy?
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10.
Stereochemistry. Assign R/S stereochemistry for the chiral center indicated on the
following compound. In order to recieve full credit, you MUST SHOW YOUR WORK!
H₂N
CI
OH
CI
カー
11. () Stereochemistry. Draw all possible stereoisomers of the following compound. Assign
R/S configurations for all stereoisomers and indicate the relationship between each as
enantiomer, diastereomer, or meso.
NH2
H
HNH,
-18
b)
8.
Indicate whether the following carbocation rearrangements are likely to occur
Please explain your rational using 10 words or less
not likely to occur
• The double bond is still in the
Same position
+
Likely
to oc
occur
WHY?
-3
H3C
Brave
Chair Conformers. Draw the chair conformer of the following substituted
cyclohexane. Peform a RING FLIP and indicate the most stable
conformation and briefly explain why using 20 words or less.
CI
2
-cobs ??
MUST INDICATE H -2
-2
Br
EQ
Cl
OR
AT
Br
H&
most stable
WHY?
- 4
CH
12
Conformational Analysis. Draw all 6 conformers (one above each letter) of the
compound below looking down the indicated bond. Write the letter of the
conformer with the HIGHEST and LOWEST in energies on the lines provided.
NOTE: Conformer A MUST be the specific conformer of the structure as drawn below
-4 NOT
HOH
OH
3
Conformer A:
Br
OH
A
Samo
Br H
04
Br
H
H3
CH₂
H
anti
stagere
Br CH
clipsed
H
Brott
H
IV
H
MISSING 2
-2
B
C
D
E
F
X
6
Conformer with HIGHEST ENERGY:
13. (1
structure
LOWEST ENERGY:
Nomenclature. a) Give the systematic (IUPAC) name structure. b) Draw the
corresponding to this name. HINT: Do not forget to indicate stereochemistry
when applicable.
a)
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2
"Br
{t༐B,gt)-bemn€-nehpརི་ཚ༐lnoa
Parent name (noname)
4 Bromo
Sub = 2-methylethyl-4 Bromo nonane
b) (3R,4S)-3-chloro-4-ethyl-2,7-dimethyloctane
# -2
-2
Chapter 1 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.2 - Prob. 2PCh. 1.2 - How many valence electrons do chlorine, bromine,...Ch. 1.2 - Look at the relative positions of each pair of...Ch. 1.3 - a. Find potassium (K) in the periodic table and...Ch. 1.3 - Which bond is more polar?Ch. 1.3 - Which of the following has a. the most polar bond?...Ch. 1.3 - Use the symbols + and to show the direction of...Ch. 1.3 - After examining the potential maps for LiH, HF,...Ch. 1.4 - An atom with a formal charge does not necessarily...
Ch. 1.4 - Prob. 12PCh. 1.4 - a. Draw two Lewis structures for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 16PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 18PCh. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.9 - Put a number in each of the blanks: a. ___ s...Ch. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 25PCh. 1.13 - a. Predict the relative lengths and strengths of...Ch. 1.13 - Prob. 28PCh. 1.14 - Which of the bonds in a carbonoxygen double bond...Ch. 1.14 - Caffeine is a natural insecticide, found in the...Ch. 1.14 - a. What is the hybridization of each of the carbon...Ch. 1.14 - Prob. 33PCh. 1.14 - Describe the orbitals used in bonding and the bond...Ch. 1.15 - Account for the difference in the shape and color...Ch. 1.15 - Which of the following molecules would you expect...Ch. 1 - Draw a Lewis structure for each of the following...Ch. 1 - Prob. 38PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Prob. 40PCh. 1 - Draw the condensed structure of a compound that...Ch. 1 - Prob. 42PCh. 1 - Prob. 43PCh. 1 - Draw a Lewis structure for each of the following...Ch. 1 - Prob. 45PCh. 1 - List the bonds in order from most polar to least...Ch. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Write the Kekul structure for each of the...Ch. 1 - Assign the missing formal charges.Ch. 1 - Predict the approximate bond angles for the...Ch. 1 - Prob. 51PCh. 1 - a. Which of the indicated bonds in each compound...Ch. 1 - In which orbitals are the lone pairs in nicotine?...Ch. 1 - Draw the missing lone-pair electrons and assign...Ch. 1 - Rank the following compounds from highest dipole...Ch. 1 - Prob. 56PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 58PCh. 1 - Sodium methoxide (CH3ONa) has both ionic and...Ch. 1 - a. Why is a H 8 H bond (0.74 ) shorter than a C 8...Ch. 1 - Which compound has a larger dipole moment, CHCl3...Ch. 1 - Which compound has a longer C 8 Cl bond?Ch. 1 - Prob. 63PCh. 1 - The following compound has two isomers. One isomer...
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