Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Question
Chapter 15, Problem 71P
Interpretation Introduction
Interpretation:
The reaction mechanism for the formation of an anhydride from the reaction of butanedioic acid and thionyl chloride has to be proposed.
Concept introduction:
Dicarboxylic acid reacts with thionyl chloride and undergoes nucleophilic substitiution reaction at one carboxylic group to form acyl chloride.
Acyl chloride is the most reactive carboxylic derivative
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
can someone give a description of this NMR including whether its a triplt singlet doublet where the peak is around at ppm and what functional group it represents
1. Determine the relationship between the following molecules as identical, diastereomers, or enantiomers (6
points, 2 points each).
OH
OH
OH
A-A
OH
HOT
HO-
ACHN
and
HO-
ACHN
OH
HO
HO
°
OH
and
OH
OH
SH
and
...SH
20,0
Complete the electron pushing mechanism to
y drawing the necomery unicaciones and carved on for
Step 1: Add curved arms for the tint step, traiment with NalilĻ. The Nation
458
Step 2: Added for the second step, inalment with), how the "counterion
bar
Step 3: Daw the products of the last simplom organic and one incoganic spacient, including all nonbonding
Chapter 15 Solutions
Organic Chemistry (8th Edition)
Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3PCh. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6PCh. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...
Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
Knowledge Booster
Similar questions
- please provide the structure for this problem, thank you!arrow_forwardDraw the Fischer projection from the skeletal structure shown below. HO OH OH OH OH H Q Drawing Atoms, Bonds and Rings Charges I ☐ T HO H H OH HO I CH2OH H OH Drag H OH -CH2OH CHO -COOH Undo Reset Remove Donearrow_forwardplease provide the structure for this problem, thank youarrow_forward
- presented by Morallen Lig Intermine the hand product for the given mution by adding atoms, bonds, nonhonding diarion panda скуль Step 3: Comp the draw the product Step 2: Agama workup Compithe 429 ملولةarrow_forwardReaction A 0,0arrow_forwardpresented by Morillon Leaning Predict the organic product for the min кусур HSC Adithane carved arnown to come than that to the condon slchroruis in acid in in aquishri with ноюarrow_forward
- 6.15PM Sun Mar 30 K Draw the major product of this reaction. Include any relevant stereochemistry. Ignore inorganic byproducts. Problem 1 of O H [PhзPCH2CH3]*C|¯ NaH Drawing > Q Atoms, Bonds and Draw or tap a nearrow_forward8:17 PM Sun Mar 30 Draw the major product of this reaction. Ignore inorganic byproducts. HSCH2CH2CH2SH, BF3 Probler Drawing Ato Bonds Clarrow_forwardpresented by Mr L How the coprion. (Il Done in no wraction, dew the starting redential) доarrow_forward
- 8:16 PM Sun Mar 30 K Draw the major product of this reaction. Ignore inorganic byproducts. Proble 1. CH3MgBr 2. H3O+ F Drawingarrow_forwardо но оarrow_forwardName the major organic product of the following action of 4-chloro-4-methyl-1-pentanol in neutral pollution 10+ Now the product. The product has a molecular formula f b. In a singly hain, the starting, material again converts into a secule with the molecular kormula CIO. but with comply Draw the major organic structure inhalationarrow_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
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning