ORGANIC CHEM.(LL)W/STD GDE.+CONNECT PKG
5th Edition
ISBN: 9781260858129
Author: SMITH
Publisher: MCG
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Chapter 9, Problem 9.12P
Interpretation Introduction
Interpretation: The given alcohols are to be arranged in the increasing order of reactivity when dehydrated with
Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like
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Rank the alcohols in order of increasing reactivity when dehydrated with H2SO4.
Draw the products formed when each alcohol is dehydrated with H 2SO 4. Use the Zaitsev rule to predict the major product when a mixture forms.
Draw the products formed when each alcohol is oxidized with K 2Cr 2O 7. In some cases, no reaction occurs.
Chapter 9 Solutions
ORGANIC CHEM.(LL)W/STD GDE.+CONNECT PKG
Ch. 9 - Problem 9.1 Label each ether and alcohol in...Ch. 9 - Give the IUPAC name for each compound.Ch. 9 - Problem 9.3 Give the structure corresponding to...Ch. 9 - Name each of the following ethers.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 - Problem 9.8 Draw the organic product of each...Ch. 9 - Prob. 9.9PCh. 9 - Problem 9.10 Draw the products of each reaction.
...
Ch. 9 - Problem 9.11 Draw the products formed when each...Ch. 9 - Prob. 9.12PCh. 9 - Problem 9.13 Draw the structure of each...Ch. 9 - What other alkene is also formed along with Y in...Ch. 9 - Prob. 9.15PCh. 9 - Explain why two substitution products are formed...Ch. 9 - Draw the products of each reaction. a. b. c.Ch. 9 - Problem 9.18 Draw the products of each reaction,...Ch. 9 - Problem 9.19 What is the major product formed...Ch. 9 - Prob. 9.20PCh. 9 - Prob. 9.21PCh. 9 - Problem 9.22 Draw the organic products formed in...Ch. 9 - Problem 9.23 Draw two steps to convert into each...Ch. 9 - Prob. 9.24PCh. 9 - Problem 9.25 Draw the products of each reaction,...Ch. 9 - Draw the products formed when (S)-butan-2-ol is...Ch. 9 - Draw the product formed when (CH3)2CHOH is treated...Ch. 9 - What alkyl halides are formed when each ether is...Ch. 9 - Explain why the treatment of anisole with HBr...Ch. 9 - Name each thiol.
a. b.
Ch. 9 - Draw the product of each reaction. ac b.d.Ch. 9 - Give the IUPAC name for each sulfide.
a. b.
Ch. 9 - Draw the product of each reaction.
a. b.
Ch. 9 - Prob. 9.34PCh. 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. 9.39PCh. 9 - 9.40 Give IUPAC name for each...Ch. 9 - Prob. 9.41PCh. 9 - Prob. 9.42PCh. 9 - Prob. 9.43PCh. 9 - 9.44 Why is the boiling point of higher than...Ch. 9 - 9.45 Draw the organic product(s) formed when is...Ch. 9 - 9.46 What alkenes are formed when each alcohol is...Ch. 9 - Prob. 9.47PCh. 9 - 9.48 Draw the products of each reaction and...Ch. 9 - 9.49 Draw the product of the following reaction,...Ch. 9 - Prob. 9.50PCh. 9 - Prob. 9.51PCh. 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. 9.54PCh. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.58PCh. 9 - 9.59 Draw two different routes to each of the...Ch. 9 - Prob. 9.60PCh. 9 -
9.61 Draw the products formed when each ether is...Ch. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.64PCh. 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. 9.67PCh. 9 - Prob. 9.68PCh. 9 - Prob. 9.69PCh. 9 - Prob. 9.70PCh. 9 - Prepare each compound from cyclopentanol. More...Ch. 9 - 9.72 Identify the reagents (a–h) needed to carry...Ch. 9 - Prob. 9.73PCh. 9 - 9.74 Treatment of with affords compound A and ....Ch. 9 - Prob. 9.75PCh. 9 - Prob. 9.76PCh. 9 - 9.77 Draw a stepwise, detailed mechanism for the...Ch. 9 - 9.78 Dehydration of with affords
as a minor...Ch. 9 - Prob. 9.79PCh. 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 product formed when the alcohol cyclobutanol is dehydrated with H2SO4.arrow_forwardName the following ketones and aldehydes. When possible, give both a common name and an IUPAC name. CH3(CH2)5CHOarrow_forward1. O-hydroxybenzoic acid is a major product formed with phenol and which other reactant/s I-primary alcohol II-sodium hydroxide III-water IV-carbon dioxide A.I and III B. I and IV C. II and III D. II and IVarrow_forward
- Give the structure corresponding to each IUPAC name. 2,4 dimethyl- 2 hexanolarrow_forwardWhich of the following alcohols can be prepared from a Grignard reagent and ethylene oxide? A. only 1 B. only 1 and 2 C. only 1, 2 and 3 D. 1, 2, 3 and 4arrow_forwardWhich of the following forms a 1° alcohol when reacted with Grignard reagent? A. ketone B. carbon dioxide C. formaldehyde D. acyl halidearrow_forward
- What products are formed when each alcohol is oxidized with K2Cr2O7? a. CH3CH2CH2CH2CH2OHarrow_forwardIdentify the most important aldehyde and ketone from Section 14.4 on the basis of amount used, and list at least one characteristic for each that contributes to its usefulness.arrow_forwardArrange these compounds in order of increasing boiling point. (a) 1-butanol, butane, diethylether (b) hexane, 1-hexanol, dipropyletherarrow_forward
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