Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 9, Problem 9.61P
Draw two different routes to each of the following ethers using a
preferred route (if there is one).
a. 
b. 
c.
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Also give General formula of the acetal hemiacetal and ether
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Synthesize each compound from cyclohexanol, ethanol, and any other needed reagents.
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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Convert benzene into each compound. You may also use any inorganic reagents and organic alcohols having four or fewer carbons. One step of the synthesis must use a Grignard reagent.arrow_forwardDraw out each compound to clearly show what groups are bonded to the carbonyl carbon. Label each compound as a ketone or aldehyde. a. CH 3CH 2CHO b. CH 3CH 2COCH 3 c. (CH 3) 3CCOCH 3 d. (CH 3CH 2) 2CHCHOarrow_forwardDraw all possible constitutional isomers formed by dehydrohalogenation of each alkyl halide. Br CH3 c. CH,CH,CHCHCH3 a. CH3CH,CH,CH2CH¿CH,Br b. d. CIarrow_forward
- Synthesize each compound from cyclohexanol using any other organic or inorganic compounds. CH,OH a. g. (Each cyclohexane ring must come from cyclohexanol.) COOH b. d. h. сно CHs (Each cyclohexane ring must come from cyclohexanol.)arrow_forwardINSTRUCTION: Give the IUPAC name for each ketone. A. B. C. D. E. CH₂CH₂CCHCH₂CH₂CH₂ SCHICHS CH₂ CH3 (CH₂)2CCCH₂CH₂CH₂CH3 CH₂ INSTRUCTION: DRAW the structure corresponding to each name. A. butyl ethyl ketone B. 2-methyl-3-pentanone C. p-ethylacetophenone D. 2-propylcyclobutanone E. 2-cyclohexenonearrow_forwardGive the IUPAC name for each aldehyde. CHO CHO a. (CHa),CC(CH3),CH,CHO b. С. С- CIarrow_forward
- 5. What reagents are needed to convert toluene (C,H,CH,) to each compound? a. C.H.COOH b. C.H₂CH₂Br c. p-bromotoluene d. o-nitrotoluene e. p-ethyltoluene f.arrow_forwardDevise a synthesis of each compound using CH3CH₂CH=CH₂ as the starting material. You may use any other organic compounds or inorganic reagents. a. b. d. e. Br Br Br OH OH (+ enantiomer)arrow_forwardGive the IUPAC name for each compound. CH3 CH2CH3 Br a. PHCH(CH3)2 b. С. d.arrow_forward
- What alkenes are formed when each alcohol is dehydrated with TsOH? Label the major product when a mixture results.arrow_forwardDevise a synthesis of each compound from benzene. You may use alcohols with one or two carbons and any inorganic reagents. a. qe Br H Br b. C. N OHarrow_forwardGive the IUPAC name for each compound.arrow_forward
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