EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 9780100659469
Author: Bruice
Publisher: YUZU
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Textbook Question
Chapter 3, Problem 47P
Which has
- a. the higher boiling point: 1-bromopentane or 1-bromohexane?
- b. the higher boiling point: pentyl chloride or isopentyl chloride?
- c. the greater solubility in water: 1-butanol or 1-pentanol?
- d. the higher boiling point: hexyl alcohol or methyl pentyl ether?
- e. the higher melting point: hexane or isohexane?
- f. the higher boiling point: pentyl chloride or pentyl alcohol?
- g. the higher boiling point: 1-bromopentane or 1-chloropentane?
- h. the higher boiling point: diethyl ether or butyl alcohol?
- i. the greater density: heptane or octane?
- j. the higher boiling point: isopentyl alcohol or isopentylamine?
- k. the higher boiling point: hexylamine or dipropylamine?
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d) Determine the formal charge on the nitrogen atom in each of the structures.
NH3
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N
C
бобкат
: N
N
H
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A
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D
E
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G
Lewis Structure, Hybridization & Molecular Geometry
a) Draw the Lewis Structure of the molecules; Label the hybridization of each carbon atom;
Predict the approximate molecular geometry around each carbon atom.
CH3CHO
CH3CN
b) Draw the Lewis Structure of Nitromethane; Predict the approximate molecular geometry
around the nitrogen atom.
CH3NO2
c) Draw the Lewis Structure; Label the hybridization of the boron atom; Predict the
approximate molecular geometry.
BF3
BF4
a. The structure of the bicarbonate (hydrogen carbonate) ion, HCO3-, HCO3 " is
best described as a hybrid of several contributing resonance forms, two of which
are shown here.
HO
:0:
HO
+
:Ö:
Bicarbonate is crucial for the control of body pH (for example, blood pH
7.4). A more self-indulgent use is in baking soda, where it serves as a
source of CO2 CO2 gas, which gives bread and pastry their fluffy
constituency.
(i) Draw at least one additional resonance form.
=
(ii) Using curved "electron-pushing" arrows, show how these Lewis structures may
be interconverted by movement of electron pairs. (iii) Determine which form or
forms will be the major contributor(s) to the real structure of bicarbonate,
explaining your answer on the basis of the criteria in Section 1-5.
Chapter 3 Solutions
EBK ESSENTIAL ORGANIC CHEMISTRY
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Draw the structure for each of the following...Ch. 3.1 - Name the following compounds:Ch. 3.1 - Prob. 7PCh. 3.2 - What is each compounds systematic name?Ch. 3.2 - Prob. 11PCh. 3.3 - Prob. 12PCh. 3.3 - Convert the following condensed structures into...Ch. 3.3 - The molecular formula for ethyl alcohol (CH3CH2OH)...
Ch. 3.3 - Draw a condensed and a skeletal structure for the...Ch. 3.3 - What is each compounds systematic name?Ch. 3.4 - Prob. 17PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.5 - Are the following compounds primary, secondary, or...Ch. 3.5 - Name the following amines and tell whether they...Ch. 3.5 - Draw the structures and provide systematic names...Ch. 3.6 - Predict the approximate size of the following bond...Ch. 3.7 - What is the smallest straight-chain alkane that is...Ch. 3.7 - Prob. 24PCh. 3.7 - Prob. 25PCh. 3.7 - Prob. 26PCh. 3.7 - List the compounds in each set from highest...Ch. 3.8 - Rank the following compounds in each set from most...Ch. 3.8 - In which solvent would cyclohexane have the lowest...Ch. 3.8 - Prob. 30PCh. 3.9 - Prob. 31PCh. 3.9 - a. Draw the three staggered conformations and the...Ch. 3.9 - a. Draw the most stable conformation of pentane...Ch. 3.11 - Draw 1,2,3,4,5,6-hexachlorocyclohexane with a. all...Ch. 3.12 - At any one time, would you expect there to be more...Ch. 3.13 - Prob. 36PCh. 3 - a. How many hydrogens does an alkane with 17...Ch. 3 - Prob. 2PCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 39PCh. 3 - Prob. 40PCh. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Name the following amines and tell whether they...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - What is each compounds name? a. CH3CH2CH2OCH2CH3Ch. 3 - Draw the structural formula for an alkane that has...Ch. 3 - Which has a. the higher boiling point:...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 51PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - Prob. 53PCh. 3 - For rotation about the C-3 8 C-4 bond of...Ch. 3 - Prob. 55PCh. 3 - What is each compounds systematic name?Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Draw the nine constitutional isomers with...Ch. 3 - Prob. 59PCh. 3 - Prob. 60PCh. 3 - Prob. 61PCh. 3 - Using Newman projections, draw the most stable...Ch. 3 - For each of the following disubstituted...Ch. 3 - Prob. 64PCh. 3 - Prob. 65PCh. 3 - What is each compounds systematic name?Ch. 3 - Prob. 67PCh. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Prob. 69PCh. 3 - Prob. 70PCh. 3 - a. Draw a potential energy diagram for rotation...
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