EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
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Textbook Question
Chapter 18.5, Problem 9P
What advantage does the enzyme gain by forming an imine?
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Q6: Using acetic acid as the acid, write the balanced chemical equation for the protonation of
the two bases shown (on the -NH2). Include curved arrows to show the mechanism.
O₂N-
O₂N.
-NH2
-NH2
a) Which of the two Bronsted bases above is the stronger base? Why?
b) Identify the conjugate acids and conjugate bases for the reactants.
c) Identify the Lewis acids and bases in the reactions.
Q5: For the two reactions below:
a) Use curved electron-pushing arrows to show the mechanism for the reaction in the
forward direction. Redraw the compounds to explicitly illustrate all bonds that are broken
and all bonds that are formed.
b) Label Bronsted acids and bases in the left side of the reactions.
c) For reaction A, which anionic species is the weakest base? Which neutral compound is
the stronger acid? Is the forward or reverse reaction favored?
d) Label Lewis acids and bases, nucleophiles and electrophiles in the left side of the
reactions.
A.
용
CH3OH
я хон
CH3O
OH
B. HBr
CH3ONa
NaBr
CH3OH
potential energy
Br
b) Translate the Newman projection below to its wedge-and-dash drawing.
F
H.
OH
CH3
CI
c) Isopentane (2-methylbutane) is a compound containing a branched carbon chain. Draw
a Newman projection of six conformations about the C2-C3 bond of isopentane. On the
curve of potential energy versus angle of internal rotation for isopentane, label each
energy maximum and minimum with one of the conformations.
0°
。
F
A
B
D
C
angle of internal rotation
E
F
360° (=0°)
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Chapter 18 Solutions
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
Ch. 18.1 - Prob. 1PCh. 18.2 - If H218O were used to hydrolyze lysozyme, which...Ch. 18.3 - Which of the following amino acid side chains can...Ch. 18.3 - Arginine and lysine side chains fit into trypsins...Ch. 18.4 - Which of the following amino acid side chains can...Ch. 18.4 - Prob. 6PCh. 18.5 - Prob. 7PCh. 18.5 - Draw the mechanism for the hydroxide-ion-catalyzed...Ch. 18.5 - What advantage does the enzyme gain by forming an...Ch. 18.7 - Prob. 10P
Ch. 18.7 - Prob. 11PCh. 18.8 - How many conjugated double bonds are there in a....Ch. 18.8 - Instead of adding to the 4a-position and...Ch. 18.8 - In succinate dehydrogenase, FAD is covalently...Ch. 18.8 - Prob. 15PCh. 18.9 - Acetolactate synthase is another TPP-requiring...Ch. 18.9 - Acetolactate synthase can also transfer the acyl...Ch. 18.9 - Prob. 18PCh. 18.9 - Prob. 19PCh. 18.10 - Prob. 21PCh. 18.11 - Prob. 23PCh. 18.11 - Which compound is more easily decarboxylated?Ch. 18.11 - Explain why the ability of PLP to catalyze an...Ch. 18.11 - Explain why the ability of PLP to catalyze an...Ch. 18.12 - What groups are interchanged in the following...Ch. 18.13 - Why is the coenzyme called tetrahydrofolate?Ch. 18.13 - What amino acid is formed by the following...Ch. 18.13 - How do the structures of tetrahydrofolate and...Ch. 18.13 - What is the source of the methyl group in...Ch. 18 - Prob. 32PCh. 18 - Prob. 33PCh. 18 - From what vitamins are the following coenzymes...Ch. 18 - Prob. 35PCh. 18 - For each of the following reaction, name both the...Ch. 18 - Explain why serine proteases do not catalyze...Ch. 18 - Prob. 38PCh. 18 - For each of the following enzyme catalyzed...Ch. 18 - Trisephosphate isomerase (TIM) catalyzes the...Ch. 18 - Prob. 41PCh. 18 - What acyl groups have we seen transferred by...Ch. 18 - When UMP is dissolved in T2O, exchange of T for H...Ch. 18 - Prob. 44PCh. 18 - When transaminated, the three branched-chain amino...Ch. 18 - Aldolase shows no activity if it is incubated with...
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- Q7: Identify the functional groups in these molecules a) CH 3 b) Aspirin: HO 'N' Capsaicin HO O CH3 CH 3arrow_forwardQ2: Name the following alkanesarrow_forward1. Complete the following table in your laboratory notebook. Substance Formula Methanol CH3OH Ethanol C2H5OH 1-Propanol C3H7OH 1-Butanol C4H9OH Pentane C5H12 Hexane C6H14 Water H₂O Acetone C3H60 Structural Formula Molecular Weight (g/mol) Hydrogen Bond (Yes or No)arrow_forward
- Q1: Compare the relative acidity in each pair of compounds. Briefly explain. (a) CH3OH vs NH 3 (b) HF vs CH3COOH (c) NH3 vs CH4 (d) HCI vs HI (e) CH3COOH vs CH3SH (f) H₂C=CH2 vs CH3 CH3 (g) compare the acidity of the two bolded hydrogens O. H N- (h) compare the acidity of the two bolded hydrogens, draw resonance structures to explain H H Harrow_forwardQ3: Rank the following molecules in order of decreasing boiling point: (a) 3-methylheptane; (b) octane; (c) 2,4-dimethylhexane; (d) 2,2,4-trimethylpentane.arrow_forwardQ5: Conformations of Alkanes a) Draw a Newman Projection of the compound below about the C2-C3 bond. H3C Cli... H IIIH Br CH3arrow_forward
- The ability of atoms to associate with each other depends ona) the electronic structure and its spatial orientation.b) the electron affinity.c) The other two answers are correct.arrow_forwardWhat is the final volume after you reach the final temperature? I put 1.73 but the answer is wrong not sure why The initial volume of gas is 1.60 LL , the initial temperature of the gas is 23.0 °C°C , and the system is in equilibrium with an external pressure of 1.2 bar (given by the sum of a 1 bar atmospheric pressure and a 0.2 bar pressure due to a brick that rests on top of the piston). Then, as you did in Exercise 1, you heat the gas slowly until the temperature reaches 48.2 °Carrow_forwardQ4: Identify the type of Carbon ( methyl, primary, secondary, etc. ) indicated by this arrow.arrow_forward
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