Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Question
Chapter 21.SE, Problem 55AP
Interpretation Introduction
Interpretation:
To explain the observation that attempted Fischer esterification of 2,4,6-trimethylbenzoic acid with methanol and HCl is unsuccessful.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Record the amounts measured and
calculate the percent yield for Part 2
in the table below.
Dicyclopentadiene
measured in volume
Cyclopentadiene
measured in grams
0
Measured
Calculated
Mol
Yield
Mass (g) or Volume (mL)
Mass (g) or Volume (ml)
0.6
2.955
Part 2 Measurements and Results
Record the amounts measured and calculate the percent yield for Part 2 in the table below.
0.588
0.0044
2.868
0.0434
N/A
Table view List view
Measured
Calculated
Mol
$ Yield
Melting Point (C)
Mass (g) or Volume (ml)
Mass (g) or Volume (ml.)
Cyclopentadiene
0.1
0.08
0.001189
measured in volume
Maleic Anhydride
0.196
N/A
cis-norbornene-5,6-endo-
dicarboxylic anhydride
0.041
0.0002467
N/A
N/A
N/A
0.002
N/A
N/A
128
Draw the condensed structural formula and line-angle formula for each:
2,3-dimethylheptane
3-bromo-2-pentanol
3-isopropyl-2-hexene
4-chlorobutanoic acid
Record the IUPAC names for each of the structures shown below.
a)
b)
c)
OH
d)
OH
e)
Chapter 21 Solutions
Organic Chemistry - With Access (Custom)
Ch. 21.1 - Give IUPAC names for the following substances:Ch. 21.1 - Draw structures corresponding to the following...Ch. 21.2 - Prob. 3PCh. 21.2 - Rank the compounds in each of the following sets...Ch. 21.2 - Predict the products of the following nucleophilic...Ch. 21.2 - Prob. 6PCh. 21.3 - Prob. 7PCh. 21.3 - If the following molecule is treated with acid...Ch. 21.4 - How might you prepare the following esters using a...Ch. 21.4 - Prob. 10P
Ch. 21.4 - Prob. 11PCh. 21.4 - Prob. 12PCh. 21.4 - Prob. 13PCh. 21.5 - Prob. 14PCh. 21.5 - What product would you expect from reaction of one...Ch. 21.6 - Prob. 16PCh. 21.6 - Prob. 17PCh. 21.6 - Show the products you would obtain by reduction of...Ch. 21.6 - What ester and what Grignard reagent might you...Ch. 21.7 - Prob. 20PCh. 21.7 - How would you use the reaction of an amide with...Ch. 21.8 - Write the mechanism of the reaction shown in...Ch. 21.9 - Prob. 23PCh. 21.9 - Prob. 24PCh. 21.10 - Prob. 25PCh. 21.10 - Prob. 26PCh. 21.SE - Name the following compounds:Ch. 21.SE - Prob. 28VCCh. 21.SE - Prob. 29VCCh. 21.SE - Prob. 30VCCh. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the complete...Ch. 21.SE - Prob. 35MPCh. 21.SE - When 4-dimethylaminopyridine (DMAP) is added in...Ch. 21.SE - Prob. 37MPCh. 21.SE - Prob. 38MPCh. 21.SE - Prob. 39MPCh. 21.SE - The hydrolysis of a biological thioester to the...Ch. 21.SE - Prob. 41MPCh. 21.SE - Prob. 42MPCh. 21.SE - Prob. 43MPCh. 21.SE - In the iodoform reaction, a triiodomethyl ketone...Ch. 21.SE - Give IUPAC names for the following compounds:Ch. 21.SE - Prob. 46APCh. 21.SE - Draw and name compounds that meet the following...Ch. 21.SE - Predict the product, if any, of reaction between...Ch. 21.SE - Prob. 49APCh. 21.SE - Prob. 50APCh. 21.SE - What product would you expect to obtain from...Ch. 21.SE - Prob. 52APCh. 21.SE - Prob. 53APCh. 21.SE - The following reactivity order has been found for...Ch. 21.SE - Prob. 55APCh. 21.SE - Outline methods for the preparation of...Ch. 21.SE - Prob. 57APCh. 21.SE - When ethyl benzoate is heated in methanol...Ch. 21.SE - tert-Butoxycarbonyl azide, a reagent used in...Ch. 21.SE - Prob. 60APCh. 21.SE - Prob. 61APCh. 21.SE - What is the structure of the polymer produced by...Ch. 21.SE - Polyimides with the structure shown are used as...Ch. 21.SE - Prob. 64APCh. 21.SE - Propose a structure for a compound, C4H7ClO2, that...Ch. 21.SE - Assign structures to compounds with the following...Ch. 21.SE - Prob. 67APCh. 21.SE - When a carboxylic acid is dissolved in...Ch. 21.SE - Prob. 69APCh. 21.SE - Prob. 70APCh. 21.SE - Prob. 71APCh. 21.SE - Phenyl 4-aminosalicylate is a drug used in the...Ch. 21.SE - N,N-Diethyl-m-toluamide (DEET) is the active...Ch. 21.SE - Tranexamic acid, a drug useful against blood...Ch. 21.SE - One frequently used method for preparing methyl...Ch. 21.SE - Prob. 76APCh. 21.SE - Assign structures to compounds with the following...Ch. 21.SE - Propose structures for compounds with the...Ch. 21.SE - Propose a structure for the compound with the...Ch. 21.SE - Draw the structure of the compound that produced...Ch. 21.SE - Prob. 81APCh. 21.SE - Epoxy adhesives are prepared in two steps. SN2...
Knowledge Booster
Similar questions
- A solution of 14 g of a nonvolatile, nonelectrolyte compound in 0.10 kg of benzene boils at 81.7°C. If the BP of pure benzene is 80.2°C and the K, of benzene is 2.53°C/m, calculate the molar mass of the unknown compound. AT₁ = Km (14)arrow_forwardPlease help me answer the following questions. My answers weren't good enough. Need to know whyy the following chemicals were not used in this experiment related to the melting points and kf values. For lab notebook not a graded assignments.arrow_forwardDraw the arrow pushing reaction mechanism. DO NOT ANSWER IF YOU WONT DRAW IT. Do not use chat gpt.arrow_forward
- Complete the following esterification reaction by drawing the structural formula of the product formed. HOH HO i catalyst catalyst OH HO (product has rum flavor) (product has orange flavor)arrow_forwardThe statements in the tables below are about two different chemical equilibria. The symbols have their usual meaning, for example AG stands for the standard Gibbs free energy of reaction and K stands for the equilibrium constant. In each table, there may be one statement that is faise because it contradicts the other three statements. If you find a false statement, check the box next to t Otherwise, check the "no false statements" box under the table. statement false? AG"1 no false statements: statement false? AG-0 0 InK-0 0 K-1 0 AH-TAS no false statements 2arrow_forwardComplete the following esterification reactions by drawing the line formulas of the carboxylic acid and alcohol required to form the ester shown. catalyst catalyst catalyst apricot fragrancearrow_forward
- Show the saponification products of the following ester: You don't need to draw in the Na+ cation. catalyst, A catalyst, A catalyst, Aarrow_forwardWhat would happen if the carboxylic acid and alcohol groups were on the same molecule? In essence, the molecule reacts with itself. Draw the structure of the products formed in this manner using the reactants below. If two functional groups interact with one another on the same molecule, this is called an “intramolecular" (within one) rather than "intermolecular" (between two or more) attack. OH OH catalyst OH HO catalyst catalyst HO OHarrow_forwardQ3: Write in the starting alkyl bromide used to form the following products. Include any reactants, reagents, and solvents over the reaction arrow. If more than one step is required, denote separate steps by using 1), 2), 3), etc. H OH racemic OH OH 5 racemicarrow_forward
- Draw the Lewis structure of the SO3-O(CH3)2 complex shown in the bottom right of slide 2in lecture 3-3 (“Me” means a CH3 group) – include all valence electron pairs and formal charges.From this structure, should the complex be a stable molecule? Explain.arrow_forwardPredict all organic product(s), including stereoisomers when applicable.arrow_forwardQ5: Propose a reasonable synthesis for the following decalin derivative. using only decalin and alkanes of 3 or fewer carbons. Decalin H3C HO க CH3arrow_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: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning