EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
6th Edition
ISBN: 9781319385415
Author: PARISE
Publisher: VST
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 10, Problem 10.61AP
Interpretation Introduction
(a)
Interpretation:
The number of electrons involved in the given oxidation reaction is to be stated.
Concept introduction:
The oxidation reaction of primary and secondary alcohol to
Interpretation Introduction
(b)
Interpretation:
The oxidizing agent used in this reaction is to be stated.
Concept introduction:
The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.
Interpretation Introduction
(c)
Interpretation:
The curved arrow mechanism that accounts for isotopic substitution in the products from the reaction of intermediate A and triethylamine is to be stated.
Concept introduction:
The oxidation reaction of primary and secondary alcohol to aldehyde and ketones in the presence of oxalyl chloride, DMSO and organic base triethylamine. The reaction is known by Swern Oxidation. It also gives carbon monoxide, carbon dioxide, and methyl sulfide as side products.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
1. Refer to the compounds below to answer the following questions:
CO₂Et
0
C.
H
O
O₂N-CH2-C-CH3
0
OEt
||
111
A. Indicate all the acidic hydrogens in Compounds I through IV.
IV
B. Indicate which hydrogens in Compound II are the most acidic. Explain your answer
C. Choose the most acidic compound from Compounds I - IV. Explain your choice.
Show how you would accomplish the following transformations. More than one step may be required.
ow all reagents and all intermediate structures [one ONLY]
A.
H Br
H CH3
NHz
CH3
CH3
B.
CH3CH2C-Br
CH3CH2C-CN
CH3
CH3.
Show how you would accomplish the following transformations. More than one step may be required.
now all reagents and all intermediate structures [one ONLY]
A.
H Br
H CH3
NHz
CH3
CH3
B.
CH3CH2C-Br
CH3
CH3CH2C-CN
CH3
Chapter 10 Solutions
EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
Ch. 10 - Prob. 10.1PCh. 10 - Prob. 10.2PCh. 10 - Prob. 10.3PCh. 10 - Prob. 10.4PCh. 10 - Prob. 10.5PCh. 10 - Prob. 10.6PCh. 10 - Prob. 10.7PCh. 10 - Prob. 10.8PCh. 10 - Prob. 10.9PCh. 10 - Prob. 10.10P
Ch. 10 - Prob. 10.11PCh. 10 - Prob. 10.12PCh. 10 - Prob. 10.13PCh. 10 - Prob. 10.14PCh. 10 - Prob. 10.15PCh. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Prob. 10.18PCh. 10 - Prob. 10.19PCh. 10 - Prob. 10.20PCh. 10 - Prob. 10.21PCh. 10 - Prob. 10.22PCh. 10 - Prob. 10.23PCh. 10 - Prob. 10.24PCh. 10 - Prob. 10.25PCh. 10 - Prob. 10.26PCh. 10 - Prob. 10.27PCh. 10 - Prob. 10.28PCh. 10 - Prob. 10.29PCh. 10 - Prob. 10.30PCh. 10 - Prob. 10.31PCh. 10 - Prob. 10.32PCh. 10 - Prob. 10.33PCh. 10 - Prob. 10.34PCh. 10 - Prob. 10.35PCh. 10 - Prob. 10.36PCh. 10 - Prob. 10.37PCh. 10 - Prob. 10.38PCh. 10 - Prob. 10.39APCh. 10 - Prob. 10.40APCh. 10 - Prob. 10.41APCh. 10 - Prob. 10.42APCh. 10 - Prob. 10.43APCh. 10 - Prob. 10.44APCh. 10 - Prob. 10.45APCh. 10 - Prob. 10.46APCh. 10 - Prob. 10.47APCh. 10 - Prob. 10.48APCh. 10 - Prob. 10.49APCh. 10 - Prob. 10.50APCh. 10 - Prob. 10.51APCh. 10 - Prob. 10.52APCh. 10 - Prob. 10.53APCh. 10 - Prob. 10.54APCh. 10 - Prob. 10.55APCh. 10 - Prob. 10.56APCh. 10 - Prob. 10.57APCh. 10 - Prob. 10.58APCh. 10 - Prob. 10.59APCh. 10 - Prob. 10.60APCh. 10 - Prob. 10.61APCh. 10 - Prob. 10.62APCh. 10 - Prob. 10.63APCh. 10 - Prob. 10.64APCh. 10 - Prob. 10.65APCh. 10 - Prob. 10.66APCh. 10 - Prob. 10.67APCh. 10 - Prob. 10.68APCh. 10 - Prob. 10.69APCh. 10 - Prob. 10.70AP
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
- Can I please get help with this?arrow_forwardC. I, II, III Consider the reaction sequence below to answer the following questions: 0 0 1. NaOEt, EtOH ΕΙΟ OEt 2 Compound X CO₂Et NaOEt, EtOH CO₂Et Br Compound Y A Compound Z A. Compound X, diethyl propanedioate, is more commonly known as a. ethyl acetoacetate acetoacetic ester b. C. oxalic ester d. malonic ester B. Write the complete stepwise mechanism for the conversion of Compound X into Compound Y. Show all electron flow with arrows and draw all intermediate structures.arrow_forwardDiethyl malonate can be prepared by the following reaction sequence. Draw the structures of each of the missing intermediates in the boxes provided EtO 0 H3C 11 C 1. Br₂ PBr OH 2 H₂O 010 0 CH3CH₂OH C CH2 OEt Ha CH3CH2OH на NaCN H₂SO4 NC H₂O, heat CH2 OCH2CH3arrow_forward
- Show how you would accomplish each of the following transformations. More than one step may be quired. Show all reagents and all intermediate structures. [three only] A. 0 CH3 B. C. D. H 0 0 OCH 3 CH₂CO₂CH2CH3 H3C ➤ HN C NO₂ Clarrow_forwardChoose the BEST reagent for carrying out each of the following conversions. A. CO₂CH3 CO₂CH3 0 CO₂H a. LiAlH4, ether C. CrO3, pyridine B. 0 H a. C. NaBH4, ethanol NaOH, H2O CO₂H OH HD b. NaBH4, ethanol d. H₂/Pd CH₂OH b. CH₂PPh3 d. All of the abovearrow_forwardWrite the complete stepwise mechanism for the acid-catalyzed hydrolysis of the following amide to yield mandelic acid. Show all electron flow with arrows and draw the structures of all intermediate species. OH H-OH₂ CnH2 :0: OH C OH + NH4 10: The purpose of the acid catalyst in the hydrolysis of an amide is: to enhance the electrophilicity of the amide carbonyl carbon a. to enhance the nucleophilicity of the water molecule b. C. to enhance the electrophilicity of the water molecule d. to shift the equilibrium of the reactionarrow_forward
- 1.arrow_forwardCan I please get help with this?arrow_forward. Provide IUPAC names for each of the following structures OR draw structures corresponding to each of the following names: [Three only]kk a. H₂N- 0 COCH2CH3 benzocaine b. What is the correct structure for phenylbenzoate? C a. 0 C-O O b. H3C-C-O 0 0 C-O-CH3 d. CH₂O C-CHZ c. Acetyl chloride d. 3,4,5-trimethoxybenzoyl chloridearrow_forward
- . Draw structures corresponding to each of the following names or Provide IUPAC names for each of the ollowing structures [for 4 ONLY]. A. 2-propylpentanoic acid. B. m-chlorobenzoic acid. C. 0 0 HOC(CH2) COH glutaricadd D. E. F. 0 OH HO OH HO INCO salicylicadd H3C CH3 C=C tgicadd H COOH CH₂C=N 4arrow_forwardThe reaction of a carboxylic acid with an alcohol in the presence of acid is termed Fischer esterification. 0 0 C .C. OH + CH3OH OCH3 + H₂O HCI A B C A. The nucleophile in this reaction is B. Compound C functions as a. a base scavenger b. a solvent C. a catalyst in this reaction. d. a neutralizer C. Fischer esterification is an example of: ........ a. nucleophilic acyl addition b. nucleophilic acyl substitution c. nucleophilic acyl elimination d. nucleophilic acyl rearrangementarrow_forwardThe Handbook of Chemistry and Physics gives solubilities of the following compounds in grams per 100 mL of water. Because these compounds are only slightly soluble, assume that the volume does not change on dissolution and calculate the solubility product for each. (a) BaSeO4, 0.0118 g/100 mLarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning