ORGANIC CHEMISTRY W/ALEKS
6th Edition
ISBN: 9781264905430
Author: SMITH
Publisher: MCG CUSTOM
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Question
Chapter 4, Problem 72P
Interpretation Introduction
Interpretation: The more reactive amide group in penicillin is to be identified.
Concept introduction: Penicillin is an antibiotic which is produced naturally by blue moulds and prepared synthetically. It is used to treat certain infections caused by bacteria.
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Additional problems in preparation to Midterm #1:
1.) How can the following compounds be prepared using Diels-Alder reaction:
CH3 O
CN
(a)
(b)
CN
CH3
2.) What is the missing reagent in the shown reaction?
H3C
+ ?
H3C
H3C
CN
H3C
''CN
(၁)
H
3.) Write the products 1,2-addition and 1,4-addition of DBr to 1,3-cyclohexadiene.
Remember, D is deuterium, a heavy isotope of hydrogen. It reacts exactly like hydrogen.
4.) In the shown reaction, which will be the kinetic product and which will be the
thermodynamic product?
H3C
CI
H3C
HCI
H3C
+
5.) Which of the following molecules is aromatic?
(a)
(b)
(c)
H
6.) Which of the following molecules is aromatic?
(a)
(b)
(c)
7.) Write the mechanism for the shown reaction.
+
Ха
AICI 3
CI
8.) Suggest reagents that would convert benzene into the shown compounds.
CI
NO2
-8-6-6-8-a
(a)
(b)
(c)
(d)
(e)
(a)
SO3H
Br
The number of 2sp^2 hybridized atoms in is: A. 8; B. 6; C.4; D.2; E.0;
Chapter 4 Solutions
ORGANIC CHEMISTRY W/ALEKS
Ch. 4.1 - Prob. 1PCh. 4.1 - Problem 4.2 Which of the following is not another...Ch. 4.1 - Problem 4.3 Draw the five constitutional isomers...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.2 - Draw the five constitutional isomers that have...Ch. 4.4 - Problem 4.7 Give the IUPAC name for each...Ch. 4.4 - Give the IUPAC name for each compound. a....Ch. 4.4 - Problem 4.9 Give the structure corresponding to...Ch. 4.4 - Prob. 10P
Ch. 4.5 - Give the IUPAC name for each compound.Ch. 4.5 - Give the structure corresponding to each IUPAC...Ch. 4.8 - Arrange the following compounds in order of...Ch. 4.9 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4.9 - Prob. 15PCh. 4.9 - Prob. 16PCh. 4.10 - Problem 4.17 a. Draw the three staggered and...Ch. 4.10 - Problem 4.18 Rank the following conformations in...Ch. 4.10 - Problem 4.19 Consider rotation around the...Ch. 4.10 - Calculate the destabilization present in each...Ch. 4.12 - Problem 4.21 Classify the ring carbons as up or...Ch. 4.12 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4.13 - Draw a second chair conformation for each...Ch. 4.13 - Problem 4.24 Draw both conformations for and...Ch. 4.13 - Problem 4.25 Draw the structure for each compound...Ch. 4.13 - Prob. 26PCh. 4.14 - Prob. 31PCh. 4.14 - Prob. 32PCh. 4.15 - Prob. 33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 42PCh. 4 - 4.46 Considering rotation around the bond...Ch. 4 - 4.50 Calculate the barrier to rotation for each...Ch. 4 - 4.51 The eclipsed conformation of is less...Ch. 4 - (a) Draw the anti and gauche conformations for...Ch. 4 - For each compound drawn below: a.Label each OH,Br...Ch. 4 - Draw the two possible chair conformations for...Ch. 4 - For each compound drawn below: a. Draw...Ch. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 66PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 74PCh. 4 - Prob. 75PCh. 4 - Consider the tricyclic structure B (a) Label each...Ch. 4 - Read Appendix B on naming branched alkyl...Ch. 4 - Read Appendix B on naming bicyclic compounds. Then...
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- Which of the following formulas correspond to at least one compound inwhich resonance is important?w. C2H5N x. C3H5Br; y. C3H4; z. C4H6.A. w, x, y; B. x, y, z; C. w, x, z; D. w, y, z; E. all of themarrow_forwardPredict the product(s) that are formed after each step for reactions 1-4. In each case, consider formation of any chiral center(s) and draw all expected stereoisomers. 1) OH 1) HBr (SN2) 2) NaOH, heat 3) BH3, THF 4) H2O2, NaOH 2) OH 1) SOCI 2, py 2) NaOEt 3) Br2, H₂O 3) OH 1) H2SO4 conc. 2) HBr, ROOR 3) KOtBu 4) OH 1) TsCl, py 2) NaOEt 3) 03 4) DMSarrow_forwardWhich of the following rings has the least strain in its most stableconformation?A. Cyclobutane; B. Cyclopentane; C. Cyclohexane; D. Cycloheptane;E. Cyclooctanearrow_forward
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