ORGANIC CHEMISTRY-STUDY GDE./SOL.MAN.
6th Edition
ISBN: 9780072397475
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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Synthesize each compound from toluene and any other organic or inorganic reagents.
a. C6HSCH2BR
b. C6HSCH2OC(CH3)3
-CHO
с.
O,N
НООС
-NO2
d.
H,N.
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
Which is the major organic product of this reaction?
A.
B.
4
ОА
O
OB
O C
COD
AICI3
benzene
C.
D.
Chapter 15 Solutions
ORGANIC CHEMISTRY-STUDY GDE./SOL.MAN.
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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- Draw 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_forwardGive the structure corresponding to each name. a. 3-chloro-2-methylhexane b. 4-ethyl-5-iodo-2,2-dimethyloctane c. cis-1,3-dichlorocyclopentane d. 1,1,3-tribromocyclohexane e. propyl chloride f. sec-butyl bromidearrow_forward
- 1. 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_forwardNonearrow_forwardDraw the products formed when each compound is treated with HNO3 and H2SO4.State whether the reaction occurs faster or slower than a similar reaction with benzene.arrow_forward
- Draw the structure corresponding to each name. a. 3,3-dimethylpentanoic acid b. 4-chloro-3-phenylheptanoic acid c. (2R)-2-chloropropanoic acid d. B,B-dichloropropionic acid e. m-hydroxybenzoic acid f. o-chlorobenzoic acid i. 2,2-dichloropentanedioic acid j. 4-isopropyl-2-methyloctanedioic acid g. potassium acetate h. sodium a-bromobutyratearrow_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_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
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