Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 27.SE, Problem 19AP
Interpretation Introduction
Interpretation:
The structure of spermaceti, the ester of cetyl alcohol (n-C16H33OH) with palmitic acid, is to be drawn.
Concept introduction:
In esterification reaction, a carboxylic acid and an alcohol react in the presence of an acid to yield an ester by eliminating water.
To draw:
The structure of spermaceti, the ester of cetyl alcohol (n-C16H33OH) with palmitic acid.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Following is the structure of unoprostone, a compound patterned after the natural
prostaglandins
antiglaucoma drug used to treat ocular hypertension. Compare the structural formula
of this synthetic prostaglandin with that of PGF
. Rescula, the isopropyl ester of unoprostone, is an
НО
COOH
CH3
НО
Unoprostone
(antiglaucoma)
If you are given a mixture of three organic compounds (aspirin, β-naphthol, and naphthalene), what procedure would you follow to separate them?
Prepare CH3COOC2H5, ethyl acetate, using ethyl alcohol. Write the chemical reaction.
The pain reliever acetaminophen is produced by reacting 4-aminophenol with acetic anhydride. Outline a synthesis of acetaminophen from 4-aminophenol including any needed inorganic reagents.
Chapter 27 Solutions
Organic Chemistry
Ch. 27.1 - Carnauba wax, used in floor and furniture...Ch. 27.1 - Draw structures of glyceryl tripalmitate and...Ch. 27.2 - Prob. 3PCh. 27.2 - Write the saponication reaction of glyceryl...Ch. 27.4 - Prob. 5PCh. 27.5 - Prob. 6PCh. 27.5 - Prob. 7PCh. 27.6 - Draw the following molecules in chair...Ch. 27.6 - Lithocholic acid is an A–B cis steroid found in...Ch. 27.7 - Prob. 10P
Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
Knowledge Booster
Similar questions
- Draw the structures of the following compounds:(a) Ethanoic acid(b) Bromopentane(c) Butanonearrow_forwardMalic acid, a dicarboxylic acid found in apples, has the systematic name hydroxybutanedioic acid. Draw its structure.arrow_forwardIndicate the CORRECT alternative: a) Acid halides react only in the presence of a catalyst. b) The reaction of an acid chloride with an alcohol produces less of an ester than using the Fischer reaction. c) The nucleophilic substitution reaction in acid derivatives occurs through an SN1 mechanism. d) Reduction of an ester with LiAlH4 yields only secondary alcohols. e) Hydrolysis of an amide in an acid medium produces a carboxylic acid and a protonated amine.arrow_forward
- Give the chemical name, formula and use of the following esters: (a) Aspirin (b) Oil of Wintergreen (c) Salolarrow_forwardIn an advanced synthetic chemistry experiment, a researcher prepares a compound, ZY-7, by reacting a ketone (C5H100) with hydroxylamine (NH2OH), followed by heating in the presence of an acid catalyst. The resulting compound, ZY-7, is then treated with a solution of sodium nitrite (NaNO2) and hydrochloric acid (HCI) at low temperature. Identify the class of compound that ZY-7 most likely belongs to after this series of reactions." A) Amide B) Oxime C) Nitro compound D) Diazonium salt E) Ester Don't use chatgpt please provide valuable answerarrow_forwardThe oxidation of 3-methylbutanal with potassium permanganate in an acid medium produces compound A and the reduction of cyclohexanone with NaBH4 produces compound B. Indicate the CORRECT alternative: a) A reacts rapidly with water to produce a carboxylic acid. b) Reaction of B with methylamine produces an amide. c) Reaction of A with an acyl chloride produces an ester. d) B reacts with HCN to produce a cyanohydrin. e) The reaction of A and B in an acid medium produces cyclohexyl 3-methylbutanoate.arrow_forward
- Amines with more than 6 carbons are soluble in: a) aqueous HCI b) aqueous NaHCO3 d) water c) aqueous NaOH Which of the following would give a positive iodoform test? acetone a) benzophenone c) 3-pentanone d) cyclopentanone meth "Saponification" as the term is used in organic chemistry means: a) acidic hydrolysis of an ester b) basic hydrolysis of an ester c) acidic hydrolysis of an amide d) basic hydrolysis of an amide 3. ( Propylamine can be synthesized by the LiAlH4 reduction of: a) CH3CH2CECH b) CH3CH=NH d)) CH3CH2CEN c) CH3CH2NO2arrow_forwardWrite a balanced chemical equation based on the following description: butanoic acid, C₃H₇COOH(l) burns in airarrow_forwardIf N,N-diethyl-1-pentanamine reacts with 3-Methylhexanoic acid, draw the resulting skeletal structure and provide its name?arrow_forward
- Give at least 10 examples of biological compounds having an alkene functional group and identify the biochemical importance of each compound.arrow_forwardPredict the products formed in each of the following reactions, and write a balanced equation: (a) CH3NHNH2(g) + O2(8) → ? (b) Mg3P2(s) + H20(1) → ?arrow_forwardEthers (general formula R—O—R)have many important uses. Until recently,methyl tert-butyl ether (MTBE, right)was used as an octane booster and fueladditive for gasoline. It increases the oxy-gen content of the fuel, which reducesCO emissions. MTBE is synthesized bythe catalyzed reaction of 2-methylpropene with methanol.(a) Write a balanced equation for the synthesis of MTBE. (Hint:Alcohols add to alkenes similarly to the way water does.)(b) If the government required that auto fuel mixtures contain2.7% oxygen by mass to reduce CO emissions, how many gramsof MTBE would have to be added to each 100. g of gasoline?(c) How many liters of MTBE would be in each liter of fuel mix-ture? (The density of both gasoline and MTBE is 0.740 g/mL.)(d) How many liters of air (21% O₂ by volume) are needed at24C and 1.00 atm to fully combust 1.00 L of MTBE?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage LearningChemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage LearningGeneral Chemistry - Standalone book (MindTap Cour...ChemistryISBN:9781305580343Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; DarrellPublisher:Cengage Learning
- Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...
Chemistry
ISBN:9781305580343
Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
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