EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Question
Chapter 4, Problem 4.23P
Interpretation Introduction
Interpretation:
Among the given carbocations, the one which are likely to rearrange is to be predicted.
Concept introduction:
Carbocations are the reaction intermediates and they contain the electron deficient positively charged carbon atom. The electron deficient carbon is
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Students have asked these similar questions
11:43
Q1.
(a)
(c)
(d)
(b) Two stereoisomers of but-2-ene are formed when 2-bromobutane reacts with
ethanolic potassium hydroxide.
(i) Explain what is meant by the term stereoisomers.
Library
Name and outline a mechanism for the reaction of 2-bromo-2-methylpropane with
ethanolic potassium hydroxide to form the alkene 2-methylpropene, (CH3)2C=CH₂
Name of mechanism
Mechanism
(ii)
Draw the structures and give the names of the two stereoisomers of
but-2-ene.
Stereoisomer 1
Name
(iii) Name this type of stereoisomerism.
Select
Name
Stereoisomer 2
When 2-bromo-2-methylpropane reacts with aqueous potassium hydroxide,
2-methylpropan-2-ol is formed as shown by the following equation.
CH3
H₂C-C-CH3 + KOH
Br
Page 2 of 14
CH3
H3C-C-CH3 + KBr
ОН
State the role of the hydroxide ions in this reaction.
Write an equation for the reaction that occurs when CH3CH₂CH₂CH₂Br reacts with
an excess of ammonia. Name the organic product of this reaction.
Equation
Name of product
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(a) One test for the presence of an alkene is to add a smallamount of bromine, which is a red-brown liquid, and lookfor the disappearance of the red-brown color. This test doesnot work for detecting the presence of an aromatic hydrocarbon.Explain. (b) Write a series of reactions leading topara-bromoethylbenzene, beginning with benzene andusing other reagents as needed. What isomeric side productsmight also be formed?
Which of the following is true for the reactions of alkyl halides?
(a) The characteristic reactions of alkyl halides are oxidation and reduction.(b) The characteristic reactions of alkyl halides are elimination and substitutionc. The characteristic reactions of alkyl halides are addition and substitutiond. Characteristic reactions of alkyl halides are addition and elimination.
Chapter 4 Solutions
EBK ORGANIC CHEMISTRY
Ch. 4 - Prob. 4.1PCh. 4 - Prob. 4.2PCh. 4 - Prob. 4.3PCh. 4 - Prob. 4.4PCh. 4 - Prob. 4.5PCh. 4 - Prob. 4.6PCh. 4 - Prob. 4.7PCh. 4 - Prob. 4.8PCh. 4 - Prob. 4.9PCh. 4 - Prob. 4.10P
Ch. 4 - Prob. 4.11PCh. 4 - Prob. 4.12PCh. 4 - Prob. 4.13PCh. 4 - Prob. 4.14PCh. 4 - Prob. 4.15PCh. 4 - Prob. 4.16PCh. 4 - Prob. 4.17PCh. 4 - Prob. 4.18PCh. 4 - Prob. 4.19PCh. 4 - Prob. 4.20PCh. 4 - Prob. 4.21PCh. 4 - Prob. 4.22PCh. 4 - Prob. 4.23PCh. 4 - Prob. 4.24PCh. 4 - Prob. 4.25PCh. 4 - Prob. 4.26PCh. 4 - Prob. 4.27PCh. 4 - Prob. 4.28PCh. 4 - Prob. 4.29PCh. 4 - Prob. 4.30PCh. 4 - Prob. 4.31PCh. 4 - Prob. 4.32PCh. 4 - Prob. 4.33PCh. 4 - Prob. 4.34PCh. 4 - Prob. 4.35PCh. 4 - Prob. 4.36PCh. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Prob. 4.39PCh. 4 - Prob. 4.40APCh. 4 - Prob. 4.41APCh. 4 - Prob. 4.42APCh. 4 - Prob. 4.43APCh. 4 - Prob. 4.44APCh. 4 - Prob. 4.45APCh. 4 - Prob. 4.46APCh. 4 - Prob. 4.47APCh. 4 - Prob. 4.48APCh. 4 - Prob. 4.49APCh. 4 - Prob. 4.50APCh. 4 - Prob. 4.51APCh. 4 - Prob. 4.52APCh. 4 - Prob. 4.53APCh. 4 - Prob. 4.54APCh. 4 - Prob. 4.55APCh. 4 - Prob. 4.56APCh. 4 - Prob. 4.57APCh. 4 - Prob. 4.58APCh. 4 - Prob. 4.59APCh. 4 - Prob. 4.60APCh. 4 - Prob. 4.61APCh. 4 - Prob. 4.62APCh. 4 - Prob. 4.63APCh. 4 - Prob. 4.64APCh. 4 - Prob. 4.65APCh. 4 - Prob. 4.66APCh. 4 - Prob. 4.67APCh. 4 - Prob. 4.68APCh. 4 - Prob. 4.69APCh. 4 - Prob. 4.70AP
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Similar questions
- Disiamylborane adds only once to alkynes by virtue of its two bulky secondary isoamylgroups. Disiamylborane is prepared by the reaction of BH3 # THF with an alkene.(a) Draw the structural formulas of the reagents and the products in the preparation ofdisiamylborane.(b) Explain why the reaction in part (a) goes only as far as the dialkylborane. Why isSia3B not formed?arrow_forwardWrite the structure of the major organic product formed in the reaction of 1-pentene with each of the following: (a) Hydrogen chloride (b) Dilute sulfuric acid (c) Diborane in diglyme, followed by basic hydrogen peroxide (d) Bromine in carbon tetrachloride (e) Bromine in water (f) Peroxyacetic acid (g) Ozone (h) Product of part (g) treated with zinc and water (i) Product of part (g) treated with dimethyl sulfide (CH3)2Sarrow_forward3. (a) Draw the structure of 1-ethylcyclohexene (B). (b) Draw the structures of the two possible products that can result from treating B with hydrogen bromide and very briefly explain which one will be favoured). (c) Draw the curly arrow mechanism for the formation of the favoured productarrow_forward
- Synthesize from benzene. (Hint: All of these require diazonium ions.)(a) 3-ethylbenzoic acidarrow_forwardWrite the structure of the major organic product formed in the reaction of each of the following with hydrogen bromide in the absence of peroxides and in their presence. (a) 1-Pentene (b) 2-Methyl-2-butene (c) 1-Methylcyclohexenearrow_forwardUsing cyclohexane as your starting material, show how you would synthesize each of the following compounds. (Onceyou have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) bromocyclohexane (b) cyclohexenearrow_forward
- 2. (a) Reaction of an alkene with ozone followed by an oxidative workup gives the product shown. What is the structure of alkene A? A (b) Compounds B and C both have the formula C10H16. Hydrogenation of either compound over Pt gives the same product, cis-1-isopropyl-4-methylcyclohexane. Ozonolysis with reductive workup fragments the two compounds differently, as shown below. What are the structures of C B and C? (CHCl3, chloroform, is the solvent.) B 1) 03, CHCI 3 2) (CH3)2S 1) 03, CHC13 2) (CH3)2S H O 1) 03 2) H₂O2, H₂O H3C- H O CH3 3. (a) Draw the structures of all enols that would spontaneously form this ketone, including stereoisomers. + + I HO₂C H + La CH3CH₂-C-CH(CH3)2 O= (b) Would alkyne hydration be a good preparative method for this compound? If so, give the reaction. If not, explain why.arrow_forwardExplain why :(a) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.(b) Alkyl halides, though polar, are immiscible with water.arrow_forwardProvide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)arrow_forward
- (a) Which is more reactive towards Electrophilic aromatic substitution (EAS)? (b) Which of the following is a a meta-substituted compound? (c) Which is the least reactive towards Electrophilic aromatic substitution (EAS)? (d) Which is an ortho-substituted compound?arrow_forwardFor each of the following, write the major product(s) and then draw out each step in the mechanism using curved arrows. Show ALL lone pair electrons and formal charges. Redraw ALL molecules as to show explicitly ALL bonds being broken or formed. Identify the molecular orbital (HOMO) of the nucleophile and the molecular orbital (LUMO) of electrophile involved in the nucleophilic attack. MO diagrams are not necessary. (a). (b). -CHO 2. H₂O 1. LiAlH4 2. H₂O MgBr , etherarrow_forwardGive IUPAC names for the following structures. (If appropriate, specify relative stereochemistry.) (a) (b) S Sarrow_forward
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