Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 9.2, Problem 13P
Which substitution reaction lakes place more rapidly?
- a. CH3CH2Br + H2O or CH3CH2Br + HO–
- b. CH3CH2Cl + l– or CH3CH2Br + l–
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
How many moles of Bra are required to completely halogenate the alkene?A. One moleB. Two molesC. Three molesD. Four moles What is the expected arrangement of the bromine atoms relative to each other amongthe carbon involved in pi bonding?A. anti-conformationB. syn-conformationC. trans-configurationD. cis-configuration What happens to bromine when it is adjacent to an alkene during a chemical reaction?A. Bromine becomes stable. (? kasi before brown siya/acidic tas naging colorless? Jk ewan)B. Bromine becomes polarized.C. Bromine becomes hybridized.D. Bromine becomes acidic. The relative arrangement of bromine atoms in the product is primarily due to:A. ElectronegativityB. RepulsionC. Hydrogen bondingD. Atomic weightWhat is your observation after the reaction?A. A yellow flame is produced.B. Bromine water decolorizes.C. The alkene becomes denser.D. A brown precipitate forms.
Complete the following reactions?
1). NaBH¾/ethanol
ii). H3O*
H.
i). LIAIH,/ether
ii). H3O*
Consider 3-methylpent-2-ene, if it undergoes hydroboration, which of the following final product is formed?
a. 3-methylpent-2-en-2-ol
b. 3-methylpentan-3-ol
c. 3-methylpentan-2-ol
d. 2-methylpentan-3-ol
Chapter 9 Solutions
Organic Chemistry
Ch. 9.1 - Prob. 3PCh. 9.1 - Does increasing the energy barrier for an SN2...Ch. 9.1 - Rank the following alkyl bromides from most...Ch. 9.2 - Prob. 8PCh. 9.2 - Prob. 9PCh. 9.2 - Prob. 10PCh. 9.2 - Prob. 11PCh. 9.2 - Which substitution reaction lakes place more...Ch. 9.2 - Prob. 14PCh. 9.2 - Prob. 16P
Ch. 9.3 - Prob. 17PCh. 9.4 - Prob. 18PCh. 9.5 - Prob. 19PCh. 9.5 - Prob. 20PCh. 9.5 - Prob. 21PCh. 9.5 - Prob. 22PCh. 9.6 - Prob. 23PCh. 9.6 - Prob. 24PCh. 9.6 - Which of the following reactions take place more...Ch. 9.7 - Prob. 26PCh. 9.7 - Prob. 27PCh. 9.7 - Prob. 28PCh. 9.7 - Prob. 30PCh. 9.7 - Under which of the following reaction conditions...Ch. 9.8 - After a proton is removed from the OH group, which...Ch. 9.8 - Prob. 33PCh. 9.9 - Prob. 34PCh. 9 - Prob. 1PCh. 9 - Methoxychlor is an insecticide that was intended...Ch. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Prob. 38PCh. 9 - Prob. 39PCh. 9 - Prob. 40PCh. 9 - Starting with cyclohexene, how can the following...Ch. 9 - Prob. 42PCh. 9 - The pKa of acetic acid in water is 4.76. What...Ch. 9 - Prob. 44PCh. 9 - Prob. 45PCh. 9 - Prob. 46PCh. 9 - Prob. 47PCh. 9 - Prob. 48PCh. 9 - Prob. 49PCh. 9 - Prob. 50PCh. 9 - Prob. 51PCh. 9 - tert-Butyl chloride undergoes solvolysis in both...Ch. 9 - Prob. 53PCh. 9 - Prob. 54PCh. 9 - In which solventethanol or diethyl etherwould the...Ch. 9 - Prob. 56PCh. 9 - Two bromoethers are obtained from the reaction of...Ch. 9 - Prob. 58PCh. 9 - Prob. 59PCh. 9 - Prob. 60PCh. 9 - Propose a mechanism for the following reaction:Ch. 9 - Prob. 62PCh. 9 - Prob. 63PCh. 9 - Prob. 64PCh. 9 - Prob. 65PCh. 9 - When equivalent amounts of methyl bromide nod...Ch. 9 - Prob. 67PCh. 9 - The reaction of chloromethane with hydroxide ion...
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
- 1. Which among these can make a molecule nucleophilic? a.double bondsb.positive chargec. incomplete octet 2. Which among these can make a molecule electrophilic? a.Triple bondsb.positive chargec. radicalsarrow_forwardHow would melting point determination help us narrow down the identity of a product or products of an organic chemistry reaction? a. The higher the melting point, the more of the desired product has formed. b. The lower the melting point, the more of the desired product has formed. c. A narrow melting point range would suggest that only one product has formed, a wide melting point range would suggest a mixture of products. d. A wide melting point range would suggest that only one product has formed, a narrow melting point range would suggest a mixture of products.arrow_forward2-Methyl-2-butene reacts with HBr in the presence of peroxide to give a. a secondary alkyl bromide. b. a primary alkyl bromide. c. a tertiary alkyl bromide. d. a vicinal dibromide.arrow_forward
- 7. Enols react as a. Electrophiles.....alkenes b. Electrophiles....alkanes c. Nucleophiles...alkenes d. Nucleophiles...alkanes in the same way that 8. Acylation of enolate ions proceeds by a a. E1 b. E2 C. SN1 d. SN2 c. Anhydride d. Beta-ketoacid | 9. The following molecule would be classified as a a. Alpha-ketoamide b. Beta-aldobase do. mechanism. HOarrow_forwardWhich is least reactive in electrophilic substitution? O a. O b. O c. O d. O= CCH3 OCH3 CH₂CH3 CIarrow_forwardA -if the indicated property/behavior in item I is greater than in item II B-if the indicated property/behavior in item I is less than in item II. C- if the indicated property/behavior is equal in item I and item II. D- if the indicated data is insufficient to make a comparison.arrow_forward
- As we will learn in Section 15.12, many antioxidants-compounds that prevent unwanted radical oxidation reactions from occurring-are phenols, compounds that contain an OH group bonded directly to a benzene ring. a. Explain why homolysis of the O-H bond in phenol requires considerably less energy than homolysis of the O-H bond in ethanol (362 kJ/mol vs. 438 kJ/mol). b. Why is the C-O bond in phenol shorter than the C-O bond in ethanol? -O-H CH,CH2-0-H phenol ethanolarrow_forwardDraw the structure corresponding to each name.a. 5-methylheptanoyl chlorideb. isopropyl propanoatec. acetic formic anhydrided. N-isobutyl-N-methylbutanamidee. 3-methylpentanenitrilef. o-cyanobenzoic acidg. sec-butyl 2-methylhexanoateh. N-ethylhexanamidearrow_forward1. Which carbonyl group of the given compound is most reactive for nucleophilic addition reaction? a. All have equal reactivity b. Carbonyl Group 1 c. Carbonyl Group 2 d. Carbonyl Group 2. An aldehyde commonly exhibits a nucleophilic addition type of reaction. When a nucleophile attacks a carbonyl carbon, what happens to the oxygen atom in the structure? Refer to the structure below. ~ a. Oxygen atom becomes more electronegative. b. Oxygen atom obtains a net negative charge. c. Oxygen atom transforms to an alkoxide group. d. Oxygen atom acts as the new electrophile. 3. Assign the trivial name of the structure below. a. Diphenylketone b. Benzyl phenylketone c. Diphenyl aldehyde d. Benzyl phenyl aldehydearrow_forward
- Reagents a. C6H5CHO b. NaOH, ethanol h. BrCH2CH=CH2 i. Na* OEt, ethanol j. Br2, H* k. K* t-BuO c. Pyrrolidine, cat. H* d. H2C=CHCN e. H3O* f. I. CH2(CO2ET)2 -CH2CH2CN LDA m. heat g. ELOC(=0)CO2ET Select reagents from the table to synthesize this compound from cyclopentanone. Enter the letters of the chosen reagents, in the order that you wish to use them, without spaces or punctuation (i.e. geda).arrow_forwardGl A. intermediate. alkyl halide is most likely to undergo the reaction mechanism which forms a carbocationarrow_forwardWhich compound is a likely product from addition of Cl2 to 1-butene? a. ClCH2CH2CH2CH2Cl b. CH3CH2CHClCH2Cl c. CH3CH2CH2CHCl2 d. CH3CH2CCl2CH3arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License