Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 9, Problem 9.42P
Draw the eight constitutional isomers with molecular formula C5H12O that contain an OH group. Give the IUPAC name for each compound. Classify each alcohols as 1°, 2°, or 3°.
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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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- Give the common name for NN OH T CH3-CH₂-C-N-CH₂-CH3 Spell out the common name of the compound. Give the IUPAC name for 0 CH₂ || CH₂-C-N-CH₂-CH₂-CH₂, Spell out the IUPAC name of the compound. diethylamine Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the canvas and connecting them with bonds. Add charges where needed. HE CONT HOarrow_forwardGive the IUPAC name of this structure. Br COOH NO₂arrow_forwardOrganic Reaction Write an equation for the oxidation of each alcohol. Use [O] above the arrow to indicate an oxidizing agent. If no reaction occurs, write "no reaction" after the arrow. 1. CH3CH2CH2CH2CH2OH CH₂ CH₂CCH₂CH₂ ОН CH CHCH CH CH CH, ОНarrow_forward
- Which of the following alcohols is the MOST soluble in water? O 2-methyl-2-pentanol O 4-methyl-2-pentanol O 3-methyl-1-butanol O 2-methyl cyclohexanolarrow_forwardProvide the IUPAC name for the structure shown below. (Note: rather than trying to enter greek letters required in the name you can use a to represent a and b to represent B in your answer). CH2OH CH2OH OH ОН ОН OH ОН OHarrow_forwardName the following alcohol. O2-Bromo-4-ethylcyclopentanol 4-Ethyl-2-bromocyclopentanol O1-Ethyl-3-bromo-4-cyclopentanol O1-Bromo-4-ethyl-2-cyclopentanolarrow_forward
- For each of the following, draw a structural formula that meets the stated requirements, then name each structureyour drew (unless otherwise indicated) according to either IUPAC or common nomenclature.arrow_forwardGive the IUPAC name for each structure. Part 1 of 3 CH3(CH2)2CO₂ (CH2)CH3 Part 2 of 3 Part 3 of 3 -CO,—CH,—CH,arrow_forward1: Give at least five (5) uses of Alcohol and Phenol Name Functional Group R-OH Alcohols LOH Phenols Based on the illustration above. What is the difference between alcohol and phenol? Can Phenol react with alcohol?arrow_forward
- Draw four constitutional isomers having molecular formula C 6H 12 that contain a four-membered ring. Give the IUPAC name for each isomer.arrow_forward8. The following compounds are named incorrectly according to IUPAC rules. Draw out the condensed structural formula for each compound and name it correctly. a) 2-propyl-3-butanol b) 2,5-diethyl-1-pentanone c) 3,3-dimethyl-1-propanal d) 1-ethyl-3-cyclohexanolarrow_forwardH-C-OH Spell out the full IUPAC name followed by a common name for the compound separated by a comma. Spell out Greek letters using alpha or beta as required for the common name. If no common name exists, enter only the IUPAC name. O:arrow_forward
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