Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 9, Problem 9.63P
Interpretation Introduction
(a)
Interpretation: The product formed when the given ether reacts with two equivalent of
Concept introduction: The ether reacts with a strong acid such as hydrogen bromide to cleave into an alcohol and
Alcohol formed in the reaction further reacts with a hydrogen bromide to from alky halide and water. The reaction between alcohol and hydrogen bromide is represented as,
Interpretation Introduction
(b)
Interpretation: The product formed when the given ether reacts with two equivalent of
Concept introduction: The ether reacts with a strong acid such as hydrogen bromide to cleave into an alcohol and alkyl halide. A general reaction between hydrogen bromide and ether is represented as,
Alcohol formed in the reaction further reacts with a hydrogen bromide to from alky halide and water. The reaction between alcohol and hydrogen bromide is represented as,
Interpretation Introduction
(c)
Interpretation: The product formed when the given ether reacts with two equivalent of
Concept introduction: The ether reacts with a strong acid such as hydrogen bromide to cleave into an alcohol and alkyl halide. A general reaction between hydrogen bromide and ether is represented as,
Alcohol formed in the reaction further reacts with a hydrogen bromide to from alky halide and water. The reaction between alcohol and hydrogen bromide is represented as,
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Draw the products formed when each compound is treated with HNO3 and H2SO4.
Which is propyl propanoate?
A. CH₂CH₂CH₂OOCCH₂CH;
B. CH₂CH₂CH₂COOCH₂CH₂
C. CH₂CH₂CH₂COCH₂CH₂
D. CHỊCH,CH,OCH,CHỊCH,
A
B
C
D
Draw the products formed when each alcohol is oxidized with K 2Cr 2O 7. In some cases, no reaction occurs.
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...
Knowledge Booster
Learn more about
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
- What products are formed when the following compounds react with ozone and then with dimethyl sulfide?arrow_forwardDraw the products formed when phenol(C6H5OH) is treated with each reagent. Give an explanation. d. (CH3CH2)2CHCOCl, AlCl3 j. product in (d), then NH2NH2, – OHarrow_forwardGive the IUPAC name for each compound. CH3 CH2CH3 Br a. PHCH(CH3)2 b. С. d.arrow_forward
- Draw the organic product(s) formed when CH3CH₂CH₂OH is treated with each reagent. a. H₂SO4 d. HBr g. TsCl, pyridine b. NaH h. [1] NaH; [2] CH₂CH₂Br e. SOCI₂, pyridine f. PBr3 c. HCI + ZnCl₂ Hint: NaH deprotonates the alcohol forming an alkoxidearrow_forwardDraw the products formed when p-methylaniline (p-CH3C6H4NH2) is treated with each reagent. a. HCl b. CH3COCl c. (CH3CO)2O d. excess CH3I e. (CH3)2C = O f. CH3COCl, AlCl3 g. CH3CO2H h. NaNO2, HCl i. Part (b), then CH3COCl, AlCl j. CH3CHO, NaBH3CNarrow_forwardDraw the products formed when phenol(C6H5OH) is treated with each reagent. Give an explanation. c. CH3CH2Cl, AlCl3 l. product in (c), then KMnO4arrow_forward
- Draw the product formed when pentanal (CH;CH,CH2CH;CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH,OH b. [1] LIAIH4; (2] H20 c. H2, Pd-C d. PCC e. NazCr,07, H2SO4, H2O f. Ag,0, NH,OH g. [1) CH,MgBr; (2] H2O h. [1] CęH,Li; [2] H20 i. [1] (CH3),CuLi; (2] H2O j. [1] HC=CNa; [2] H2O k. [1] CH;C=CLi; [2] H2O I. The product in (a), then TBDMS-CI, imidazolearrow_forwardWhich alcohols can be prepared as a single product by hydroboration– oxidation of an alkene? Which alcohols can be prepared as a single product by the acid-catalyzed addition of H2O to an alkene?arrow_forward4. What is the product of the following reaction? A. B. OH 1) CH3CH₂CH3MgBr 2) H₂O C. HO D.arrow_forward
- Which of the following are a. hemiacetals? b. acetals? c. hydrates?arrow_forwardClassify each alkyl halide as 1°, 2°, or 3°. CH3 c. CHg-C-CHCH3 ČH3 ČI CH;CH2CH,CH,CH2-Br b. d. a.arrow_forwardDraw the products (including stereoisomers) formed when benzaldehyde (C6H5CHO) is treated with each Wittig reagent.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning