Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 2.6, Problem 2.13P
Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
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3. Refer to the data below to answer the following questions:
Isoelectric point
Amino Acid
Arginine
10.76
Glutamic Acid
3.22
Tryptophan
5.89
A. Define isoelectric point.
B. The most basic amino acid is
C. The most acidic amino acid is
sidizo zo
3. A gas mixture contains 50 mol% H2 and 50 mol% He.
1.00-L samples of this gas mixture are mixed with
variable volumes of O2 (at 0 °C and 1 atm). A spark is
introduced to allow the mixture to undergo complete
combustion. The final volume is measured at 0 °C and 1
atm. Which graph best depicts the final volume as a
function of the volume of added O2?
(A)
2.00
1.75
Final Volume, L
1.50
1.25
1.00
0.75
0.50
0.25
0.00
0.00
0.25
0.50
2.00
(B)
1.75
1.50
Final Volume, L
1.25
1.00
0.75
0.50-
0.25
0.00
0.75
1.00
0.00
0.25
Volume O₂ added, L
2
0.50
0.75
1.00
Volume O₂ added, L
2
2.00
2.00
(C)
(D)
1.75
1.75
1.50
1.50
Final Volume, L
1.25
1.00
0.75
0.50
Final Volume, L
1.25
1.00
0.75
0.50
0.25
0.25
0.00
0.00
0.00
0.25
0.50
0.75
1.00
0.00
0.25
Volume O₂ added, L
0.50
0.75
1.00
Volume O₂ added, L
2
Leucine is an essential amino acid with the systematic name 2-amino-3-methylpentanoic acid. It has pai
2.36 and pKa2 = 9.60.
H2N-C(R)H-COOH and R is -CH2-CH(CH3)2
A. Draw the condensed structure for leucine, and label all chirality centers with an asterisk.
B. How many possible stereoisomers of leucine are there?
C. Draw a Fischer projection of L-leucine and label the chirality center(s) as R or S.
D. What is the p/ of leucine?
E. Draw the structure of the predominant form of leucine at 10.00.
F.
Draw the structure of the predominant form of leucine at pH = 1.50.
G. Leucine is described as an essential amino acid. What does this mean?
H. Show the alkyl halide you would use to prepare leucine by the amidomalonate method.
=
Chapter 2 Solutions
Organic Chemistry
Ch. 2.2 - Do the line-angle formulas in each pair represent...Ch. 2.2 - Draw line-angle formulas for the three...Ch. 2.3 - Write IUPAC names for these alkanes.Ch. 2.4 - Combine the proper prefix, infix, and suffix and...Ch. 2.4 - Write the molecular formula, IUPAC name, and...Ch. 2.4 - Write molecular formulas for each bicycloalkane,...Ch. 2.4 - Prob. 2.7PCh. 2.5 - For 1,2-dichloroethane: (a) Draw Newman...Ch. 2.5 - Following is a chair conformation of cyclohexane...Ch. 2.5 - Draw the alternative chair conformation for the...
Ch. 2.5 - Draw a chair conformation of...Ch. 2.6 - Which cycloalkanes show cis, trans isomerism? For...Ch. 2.6 - Following is a planar hexagon representation for...Ch. 2.6 - Here is one cis,trans isomer of...Ch. 2.6 - Prob. AQCh. 2.6 - Prob. BQCh. 2.6 - Prob. CQCh. 2.7 - Arrange the alkanes in each set in order of...Ch. 2 - Write a line-angle formula for each condensed...Ch. 2 - Write the molecular formula of each alkane.Ch. 2 - Using parentheses and subscripts, provide an even...Ch. 2 - Which statements are true about constitutional...Ch. 2 - Prob. 2.20PCh. 2 - Each member of the following set of compounds is...Ch. 2 - Each of the following compounds is an amine...Ch. 2 - Each of the following compounds is either an...Ch. 2 - Draw structural formulas and write IUPAC names for...Ch. 2 - Draw structural formulas for all of the following....Ch. 2 - Write IUPAC names for these alkanes and...Ch. 2 - Write structural formulas and line-angle formulas...Ch. 2 - Explain why each is an incorrect IUPAC name and...Ch. 2 - For each IUPAC name, draw the corresponding...Ch. 2 - Write the IUPAC name for each compound.Ch. 2 - Prob. 2.31PCh. 2 - Torsional strain resulting from eclipsed CH bonds...Ch. 2 - How many different staggered conformations are...Ch. 2 - Consider 1-bromopropane, CH3CH2CH2Br. (a) Draw a...Ch. 2 - Consider 1-bromo-2-methylpropane and draw the...Ch. 2 - trans-1,4-Di-tert-butylcyclohexane exists in a...Ch. 2 - From studies of the dipole moment of...Ch. 2 - Prob. 2.38PCh. 2 - Following are the alternative chair conformations...Ch. 2 - Prob. 2.40PCh. 2 - Prob. 2.41PCh. 2 - Draw line-angle formulas for the cis and trans...Ch. 2 - Name and draw structural formulas for all...Ch. 2 - Using a planar pentagon representation for the...Ch. 2 - Gibbs free energy differences between...Ch. 2 - Prob. 2.46PCh. 2 - Calculate the difference in Gibbs free energy in...Ch. 2 - Draw the alternative chair conformations for the...Ch. 2 - Use your answers from Problem 2.48 to complete the...Ch. 2 - There are four cis,trans isomers of...Ch. 2 - Draw alternative chair conformations for each...Ch. 2 - 1,2,3,4,5,6-Hexachlorocyclohexane shows cis,trans...Ch. 2 - Prob. 2.53PCh. 2 - What generalization can you make about the...Ch. 2 - What unbranched alkane has about the same boiling...Ch. 2 - Complete and balance the following combustion...Ch. 2 - Following are heats of combustion per mole for...Ch. 2 - Following are structural formulas and heats of...Ch. 2 - Without consulting tables, arrange these compounds...Ch. 2 - Which would you predict to have the larger (more...Ch. 2 - Following are structural formulas for 1,4-dioxane...Ch. 2 - Following is a planar hexagon representation of...Ch. 2 - On the left is a stereorepresentation of glucose...Ch. 2 - Prob. 2.64PCh. 2 - Prob. 2.65P
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