Organic Chemistry -Study Guide / Solution Manual (Custom)
4th Edition
ISBN: 9781259141072
Author: 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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Give the structure corresponding to each IUPAC name:
a) 3-methyl-3-pentanol
b) 4-methyl -2-pentanol
c) 2,4 dimethyl -2-hexanol
d) 1,3-propanediol
e) 3,5-dimethylcyclohexanol
f) 6,6-diethyl-4-nonanol
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.
Give the structure corresponding to each IUPAC name.
2,4 dimethyl- 2 hexanol
Chapter 9 Solutions
Organic Chemistry -Study Guide / Solution Manual (Custom)
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 a systematic (IUPAC) name for each diol.(a) CH3CH(OH)(CH2)4CH(OH)C(CH3)3 (b) HO¬(CH2)8¬OHarrow_forwardGive the IUPAC name of the alcohol that fits each of the following descriptions. a. Moistening agent in many cosmetics b. Major ingredient in environmentally friendly antifreeze formulations c. Industrially produced from CO and H2 d. Often produced via a fermentation processarrow_forwardDraw the structure of the six constitutional isomers of molecular formula C 5H 12O that contain an ether as functional group.arrow_forward
- Identify each compound as an ether, hemiacetal, or acetal.arrow_forwardWhat alcohol is formed when each compound is treated with NaBH4 in CH3OH?arrow_forwardDraw the structure of a molecule that fi ts each description: a. a 2 ° alcohol of molecular formula C 6H 12O b. a cyclic ether with molecular formula C 5H 10O c. a 1 ° alkyl halide with molecular formula C 5H 11Clarrow_forward
- Identify the IUPAC name of the given structure. A. 2 - methylhexan-5-one B. 5 - methylhexan-2-one C. 2 - heptanone D. 5 - heptanone Identify the IUPAC name of the given structure. A. 4 - bromopentan-3-one B. 1 - bromobutan-2-one C. 2 - bromobutan-one D. None of the abovearrow_forwardName the following ketones and aldehydes. When possible, give both a common name and an IUPAC name. ) Ph¬CH“CH¬CHOarrow_forwardWhat is the name of the alcohol below? A) 3-ethyl-2-methyl-4-heptanol B) 4-ethyl-6-methyl-5-heptanol C) 4-ethyl-2-methyl-3-octanol D) 4-ethyl-2-methyl-3-heptanolarrow_forward
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