Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 9, Problem 9.33P
The cis and trans isomers of
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Chapter 9 Solutions
Organic Chemistry
Ch. 9 - Draw all constitutional isomers having molecular...Ch. 9 - Prob. 9.2PCh. 9 - Give the IUPAC name for each compound.Ch. 9 - Problem 9.3 Give the structure corresponding to...Ch. 9 - Prob. 9.5PCh. 9 - Name CH33COCH3, a gasoline additive commonly...Ch. 9 - Name each epoxide.
a. (two ways) b. c. (two...Ch. 9 - Problem 9.6 Rank the following compounds in order...Ch. 9 - Which mechanism is favored by the use of crown...Ch. 9 - Draw the organic product of each reaction.
Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Problem 9.13 Draw the structure of each...Ch. 9 - What other alkene is also formed along with Y in...Ch. 9 - Prob. 9.17PCh. 9 - Explain how the reaction of CH32CHCHCl CH3 with...Ch. 9 - Prob. 9.19PCh. 9 - Draw the products of each reaction, indicating the...Ch. 9 - Problem 9.19 What is the major product formed...Ch. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Problem 9.22 Draw the organic products formed in...Ch. 9 - Problem 9.23 Draw two steps to convert into each...Ch. 9 - Draw the products of each reaction, and indicate...Ch. 9 - Draw the products of each reaction, and include...Ch. 9 - Draw the products formed when (S)-butan-2-ol is...Ch. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Explain why the treatment of anisole with HBr...Ch. 9 - Prob. 9.32PCh. 9 - The cis and trans isomers of 2, 3-dimethyloxirane...Ch. 9 - Problem 9.36 Draw the product of each...Ch. 9 - 9.37 Name each compound depicted in the...Ch. 9 - Answer each question using the ball-and-stick...Ch. 9 - Prob. 9.37PCh. 9 - a. Draw the structure of 1, 2, and 3 alcohol with...Ch. 9 - Give IUPAC name for each alcohol. a....Ch. 9 - Name each ether and epoxide. a.b.c.d.Ch. 9 - Prob. 9.41PCh. 9 - Draw the eight constitutional isomers with...Ch. 9 - Rank each group of compounds in order of: a....Ch. 9 - Prob. 9.44PCh. 9 - 9.44 Why is the boiling point of higher than...Ch. 9 - Draw the organic products formed when CH3CH2CH2OH...Ch. 9 - Draw the organic products formed when 1-methyl...Ch. 9 - What alkenes are formed when each alcohol is...Ch. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - 9.48 Draw the products of each reaction and...Ch. 9 - Prob. 9.52PCh. 9 - 9.52 Draw a stepwise mechanism for the following...Ch. 9 - 9.53 Although alcohol V gives a single alkene W...Ch. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - Prob. 9.57PCh. 9 - When CH3CH2CH2CH2OH is treated with H2SO4 NaBr,...Ch. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.60PCh. 9 - Draw two different routes to each of the following...Ch. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.66PCh. 9 - Draw the products of each reaction. a.c. b.d.Ch. 9 - When each halohydrin is treated with, a product of...Ch. 9 - Prob. 9.69PCh. 9 - Devise a stepwise mechanism for the following...Ch. 9 - Draw the products of each reaction, and indicate...Ch. 9 - Prepare each compound from CH3CH2CH2CH2OH. More...Ch. 9 - Prepare each compound from cyclopentanol. More...Ch. 9 - 9.72 Identify the reagents (a–h) needed to carry...Ch. 9 - Prob. 9.75PCh. 9 - 9.74 Treatment of with affords compound A and ....Ch. 9 - Prob. 9.77PCh. 9 - Prob. 9.78PCh. 9 - 9.77 Draw a stepwise, detailed mechanism for the...Ch. 9 - Dehydration of 1, 2, 2-trimethylcyclohexanol with...Ch. 9 - Prob. 9.81PCh. 9 - 9.80 Draw a stepwise mechanism for the following...Ch. 9 -
9.81 Aziridines are heterocycles that contain an...
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- Two products are formed when methylenecyclohexane reacts with NBS? Show how each is formed. Disregard stereoisomers.arrow_forwardPropose a synthesis for the systemic agricultural fungicide tridemorph from dodecanoic acid (lauric acid), propene, and a one-carbon building block. How many stereoisomers are possible for tridemorph? CH3 →CH3(CH2)10COOH + CH3CH=CH, H3C (CH2) 12CH3 Tridemorph Dodecanoic acid Propene (Lauric acid)arrow_forwardDraw a structural formula for the major organic product of the following reaction: CH3 CH3 ● CH3 CH3 AAVIL + Br₂ Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. ● If enantiomers are formed, just draw one. CH₂Cl₂ Sn [F ? ChemDoodleⓇarrow_forward
- Cr(VI) compounds are common reagents for the oxidation of alcohols. Primary alcohols are oxidized to carboxylic acids and secondary alcohols are oxidized to ketones. The mechanism involves a reaction similar to the E2 elimination, whereby a C=O double bond is formed with a reduced Cr(IV) compound as the leaving group.Draw curved arrows to show the movement of electrons in this step of the mechanism.arrow_forwardDraw the product that could be formed when 1,3-butadiene reacts with methylpropionate. Ignore stereochemistry. OCH3 you Q CARDIANTANEarrow_forwardDraw a structural formula for the major organic product of the following reaction: CI- 유 CH2Cl2 CH=CHCOH + Cl2 ⚫ Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. • If enantiomers are formed, just draw one.arrow_forward
- Compound X, C8H17Cl, is a chiral product of the radical chlorination of 4-methylheptane.X reacts in SN2 fashion with NaI in acetone to form Z, C8H17I. When the reactant is the R-enantiomer of X, only the R-enantiomer of Z is formed.Draw a structural formula for X; do not show stereochemistry.arrow_forwardDraw a structural formula for the major product of the reaction shown.arrow_forwardCompound A Br₂, H₂O Compound B (C8H15BrO) + enantiomer CH₂O O Compound C + enantiomer Draw the structure of Compound B (watch out for stereochemistry), and mechanisms for its formation from Compound A, and its conversion to Compound C.arrow_forward
- Draw a structural formula for the major organic product of the following reaction: CH₂ CH=CHCOH Cl₂ CH₂Cl₂ • Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. If enantiomers are formed, just draw one.arrow_forwardAn unknown compound is treated with HBr in the dark. The product of this reaction is reacted with potassium t- butoxide. The product of reaction 2 is treated with HBr and peroxide. In reaction 4 the product of reaction 3 is treated with lithium acetylenide (C2H"). The product of reaction4 is reduced with hydrogen using platinum as a catalyst. This final product was determined to be n-pentylcyclopentane. What is the name of the original unknown compound? ABC T T T Arial 3 (12pt) Path: p Words:0arrow_forwardDraw a structural formula for the major organic product of the following reaction: CH3 -CH=CHCOH + Cl₂ www Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. . If enantiomers are formed, just draw one. Ⓒ CH₂Cl2 ChemDoodlearrow_forward
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