Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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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
Draw the structure corresponding to each name.a. 3,3-dimethylpentanoic acidb. 4-chloro-3-phenylheptanoic acidc. (R)-2-chloropropanoic acidd. m-hydroxybenzoic acide. potassium acetatef. sodium a-bromobutyrateg. 2, 2-dichloropentanedioic acidh. 4-isopropyl-2-methyloctanedioic acid
Draw the structure corresponding to each name.a. 3,3-dimethylpentanoic acidb. 4-chloro-3-phenylheptanoic acidc. (R)-2-chloropropanoic acidd. m-hydroxybenzoic acide. potassium acetatef. sodium α-bromobutyrateg. 2,2-dichloropentanedioic acidh. 4-isopropyl-2-methyloctanedioic acidi. 3,3-dimethylpentanenitrile j. 4,5-diethyl-2-isopropylnonanenitrile
Chapter 15 Solutions
Organic Chemistry (6th Edition)
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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- Which is the major organic product of this reaction? A. B. 4 ОА O OB O C COD AICI3 benzene C. D.arrow_forwardDraw the organic product(s) formed when CH3CH2CH2OH is treated with each reagent. a.H2SO4 b.NaH c.HCl + ZnCl2 d.HBr e.SOCl2, pyridine f.PBr3 g.TsCl, pyridine h. [1] NaH; [2] CH3CH2Br [1] i.TsCl, pyridine; [2] NaSH j.POCl3, pyridinearrow_forwardGive the structure corresponding to each name. a. 5,6-dimethylhept-2-yne b. 5-tert-butyl-6,6-dimethylnon-3-yne c. (S)-4-chloropent-2-yne d. cis-1-ethynyl-2-methylcyclopentane e. 3,4-dimethylocta-1,5-diyne f. (Z)-6-methyloct-6-en-1-ynearrow_forward
- Nitration of chlorobenzene gives A. o - chloronitrobenzene B. p - chloronitrobenzene C. m – chloronitrobenzene D. A and B BO DO CO A Oarrow_forwardDraw the products formed when p-methylaniline (p-CH3C6H4NH2) is treated with each reagent. a. HCl b. CH3COCl c. (CH3CO)2O d. excess CH3I e. (CH3)2C = O f. CH3COCl, AlCl3 g. CH3CO2H h. NaNO2, HCl i. Part (b), then CH3COCl, AlCl j. CH3CHO, NaBH3CNarrow_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_forwardcis-Cyclohexane-1,2-diol can be synthesized from cyclohexene by using which reagent? a.O3 b.OsO4 c.H2SO4 d.mCPBAarrow_forwardDraw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs. a.H2 + Pd-C b.H2 + Lindlar catalyst c.Na, NH3 d.CH3CO3H e.[1] CH3CO3H; [2] H2O, HO− f.[1]OsO4 + NMO; [2] NaHSO3, H2O g.KMnO4, H2O, HO− h.[1] LiAlH4; [2] H2O i. [1] O3; [2] CH3SCH3 j.(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET k.mCPBA l.Product in (k); then [1] LiAlH4; [2] H2Oarrow_forward
- 64. 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_forwardDraw the organic product(s) formed when CH3CH₂CH₂OH is treated with each reagent. a. H₂SO4 d. HBr g. TsCl, pyridine b. NaH h. [1] NaH; [2] CH₂CH₂Br e. SOCI₂, pyridine f. PBr3 c. HCI + ZnCl₂ Hint: NaH deprotonates the alcohol forming an alkoxidearrow_forwardSynthesize each compound from cyclohexanol using any other organic or inorganic compounds. a. ہیں۔ بھی مله C. OH d.arrow_forward
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