Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 9, Problem 9.77P
Interpretation Introduction
Interpretation: A stepwise mechanism for the conversion of
Concept introduction: A nonnucleophilic bulky base always gives elimination product and best for the isomerization of terminal
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4. What are the products obtained from the following elimination reaction? Indicate the major
product.
CH;CH2CCH3
H2O
CI
5. a) Determine the major product that is formed when the alkyl halide reacts with a hydroxide ion in
an elimination reaction.
CH;CH,CH,CH,CCH3
Br
b) For the major elimination product obtained in 5a), which stereoisomer (cis or trans) is obtained in
greater yield? Draw the two isomers and provide the names of the compounds.
Dehydration of 1,2,2-trimethylcyclohexanol with H2SO4 affords 1-tert-butylcyclopentene as a minor product. (a) Draw a stepwise mechanism that shows how this alkene is formed. (b) Draw other alkenes formed in this dehydration. At least one must contain a five-membered ring.
please help
Draw the product (s) formed when cyclohexene is treated with this reagent
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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- Draw the organic products formed when cyclopentene is treated withfollowing reagent. [1] CH3CO3H; [2] H2O, HO−arrow_forwardDraw the product formed when pentanal (CH3CH2CH2CH2CHO) is treatedwith following reagent. With some reagents, no reaction occurs. [1] CH3C≡CLi; [2] H2Oarrow_forwardua U LIIUUSE une correct name tor each structure shown. [ Select) H. CH3 [ Select ] a- OH O CH) HO-E-E- -CH,-CH, CH, [ Select ) V [ Select ] CH-CH,-CH2-C-o-CH, methyl butanoate methyl carboxybutane butyl methanoate CH,-CH-NH-CH, CH, methyl butyl ester H3CN-CH3 'N' [ Select ) [ Select ) H. CH3 -OH [ Select ] CI O CH, HO-C -CH,-CH, [ Select ) ČH, ( Select ) CH,-CH, -CH2-č-o-CH, CH,-CH-NH-CH, V[ Select ] CH, 1,1-dimethylbenzne dimethyl-nitro-benzene H3C CH3 N. 1,1 dimethylcyclohexane N-methyl-2-propanamine [ Sel [ Select ] CH3-CH2-CH2-c-o-CH, CH3-CH-NH-CH; ( Select ] ČH3 H3C., -CH V [ Select ] dimethyl-nitro-benzene 1,1 dimethylcyclohexane N,N - dimethylaniline 1,1-dimethylbenzne NH, [ Select) H,C. NH, [ Select ] CH3-CH2-C-NH - CH,arrow_forward
- Draw the structure of the products formed in the following reactions. a) CN H,0, H* CH3 он b) H3C- -CI + CH3 c) CH3 KMNO4, A, H,O" CH3 d) Br Mg, éther CO, H*arrow_forwardComplete the following reaction and write down stepwise reaction mechanism.arrow_forwardWhich alcohol will form the most stable carbocation? CH3 a) CH;CHCH,OH CH3 b) CH—сон CH3 c) - OH d) CH;OH O a O b O d Organic compounds that contain terminal carbonyl group. ketone aldehyde ether alcoholarrow_forward
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