ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 15, Problem 24P
Draw a structure corresponding to each name.
a.
b.
c.
d.
e.
f.
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Give the structure corresponding to each name.
a. 7,7-dimethyloctan-4-ol
b. 5-methyl-4-propylheptan-3-ol
c. 2-tert-butyl-3-methylcyclohexanol
d. trans-cyclohexane-1,2-diol
Synthesize each compound from benzene, organic halides with < 5 C's, and any other organic or inorganic reagents.
Nitration of chlorobenzene gives
A. o - chloronitrobenzene
B. p - chloronitrobenzene
C. m – chloronitrobenzene
D. A and B
BO
DO
CO
A O
Chapter 15 Solutions
ORGANIC CHEMISTRY
Ch. 15.2 - Prob. 1PCh. 15.2 - Problem 17.2 What orbitals are used to form the...Ch. 15.3 - Prob. 4PCh. 15.3 - Problem-17.5 What is the structure of propofol,...Ch. 15.6 - Prob. 7PCh. 15.8 - Prob. 8PCh. 15.8 - Prob. 11PCh. 15.8 - Prob. 12PCh. 15.8 - Problem 17.16 Rank the following compounds in...Ch. 15.8 - Problem 17.17 Draw the seven resonance structures...
Ch. 15 - 17.23 Name each compound and state how many lines...Ch. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - 17.27 Give the IUPAC name for each compounds.
a....Ch. 15 - 17.28 Draw a structure corresponding to each...Ch. 15 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - 17.38
How many electrons does C contain?
How...Ch. 15 - Prob. 36PCh. 15 - 17.40 Explain the observed rate of reactivity of...Ch. 15 - 17.41 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 39PCh. 15 - 17.43 Draw additional resonance structures for...Ch. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - 17.46 Which compound in each pair is the stronger...Ch. 15 - 17.47 Treatment of indene with forms its...Ch. 15 - Prob. 45PCh. 15 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 15 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - 17.53 How many signals does each compound...Ch. 15 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 15 - 17.55 Propose a structure consistent with each...Ch. 15 - 17.56 Propose a structure consistent with each...Ch. 15 - 17.57 Thymol (molecular formula ) is the major...Ch. 15 - 17.58 You have a sample of a compound of molecular...Ch. 15 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 15 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 15 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 15 - 17.62 Answer the following questions about...Ch. 15 - 17.63 Stanozolol is an anabolic steroid that...Ch. 15 - Prob. 61P
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- structure onlyarrow_forward1. Give the IUPAC name for the following structures. 6-methylhept-4-en-2-one hig a. C. 5-isopropyl-2-heptanone HO pentan-2-yl-5-bromoheptanoate m la Ďarrow_forwardWhat is the major organic product obtained from the following reaction? A. CI B. H 1. (CH3CH₂)2CuLi 2. H3O+ C. D. •ay.a OHarrow_forward
- Br KOH / DMSO 6. b. 2-methyl-1-propanol d. 1,2- a. 2-methylpropene propanediene c. no reaction e. something else! 7. cyclopentanol + NaH + DMSO+ bromopropane à(major product) a. cyclopentene reaction b. propene c. propyl cyclopentyl ether d. no e. something else!! 8. 2-bromo-3-methylbutane + KOH / DMSO à(major product) a. 2-methyl-1-butene d. no reaction b. 2-methyl-2-butene c. 3-methyl-2-butanol e. something else!! 9. 2-chloro-3-methylbutane + KI / DMSO à(major product) a. 2-methyl-1-butene b. 2-methyl-2-butene c. 3-methyl-2-iodobutane d. no rxn e. something else!! 10. (S)-2-iodobutane + NaN; / DMF à (major product) N3 c. f. something else!! а. b. с. d. е. no rxn 11. cyclohexene + NBS/ CCl, / light followed by K* t-butoxide / t-butanol with heating à a. cyclohexene b. 1,3-cyclohexadiene cyclohexane e. something else! c. 1,2-cyclohexadiene d.arrow_forwardNonearrow_forward64arrow_forward
- cis-Cyclohexane-1,2-diol can be synthesized from cyclohexene by using which reagent? a.O3 b.OsO4 c.H2SO4 d.mCPBAarrow_forward7. Identify compounds B-G according to the following synthetic scheme. A CH₂Br Mg ether B D D₂O 1. acetone 2. H₂0 C conc. H₂SO4 heat E ex H₂ Pt 2 eq. Br2₂ G Farrow_forward64. Which of the following reactant-product relationship is correct? A. 2-methylbutan-2-ol 2-methylbutanoic acid KMnO4 B. 2-methylbutan-2-ol 2-methylbut-3-ene H2504 C. 4-tert-butylcyclohexanol 4- tertbutylcyclohexanone Na2Cr207 D. 4- tertbutylcyclohexanol 4- tertbutylcyclohexanone 7 H2504 65. Choose the correct steps in the dehydration of secondary alcohol; then, arrange in chronological order. 1- Formation of Alkene Il-Formation of Aldehyde III- Formation of Protonated alcohol IV-Undergoes E2 mechanism V-Undergoes E1 mechanism A. V-III-I B. IV-III-II C. III-V-I D. III-IV-II 66. ALL of the following Ether can be prepared by Williamson's method, EXCEPT: A. Ditert-butyl ether B. Ethyl-tert-butyl ether C. anisole D. Both A & B 67. Ethanol is heated with an acidified potassium manganate (VII) solution. What would be the product of this reaction? A. Ethanal B. Ethene C. Ethanoic acid D. Ethanearrow_forward
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