ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 16, Problem 27P
Interpretation Introduction
Interpretation:
A structure of the cyclic ether having molecular formula
Concept introduction:
The
One of the hydroxyl groups gets protonated and leaves as water molecule by nucleophilic attack of other hydroxyl group.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Provide reagents
Isoerythrogenic acid, C18H26O2, is an acetylic fatty acid that turns a vivid blue on exposure
to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents
of hydrogen are absorbed, and stearic acid, CH3(CH2)16CO2H, is produced. Ozonolysis of
isoerythrogenic acid yields the following products: formaldehyde, CH2O, malonic acid,
HO2CCH2CO2H, adipic acid, HO2C(CH2)4CO2H, and the aldehyde carboxylic acid,
OHC(CH2)6CO2H. Provide a structure for isoerythrogenic acid.
Give TWO reagents to distinguish cyclohexanone from hexanal.
Chapter 16 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
Ch. 16.2 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.4 - Prob. 3PCh. 16.5 - Prob. 4PCh. 16.5 - Give the structures, including stereochemistry,...Ch. 16.5 - Prob. 6PCh. 16.7 - Prob. 7PCh. 16.8 - Prob. 8PCh. 16.8 - Prob. 9PCh. 16.9 - Predict the principal organic product of each of...
Ch. 16.9 - Prob. 11PCh. 16.10 - Prob. 12PCh. 16.11 - Prob. 13PCh. 16.12 - Prob. 14PCh. 16.12 - Prob. 15PCh. 16 - Write chemical equations, showing all necessary...Ch. 16 - Write chemical equations, showing all necessary...Ch. 16 - Which of the isomeric C5H12O alcohols can be...Ch. 16 - Prob. 19PCh. 16 - Write equations showing how 1-phenylethanol could...Ch. 16 - Write equations showing how 2-phenylethanol could...Ch. 16 - Prob. 22PCh. 16 - Show how each of the following compounds can be...Ch. 16 - Prob. 24PCh. 16 - Write the structure of the principal organic...Ch. 16 - Prob. 26PCh. 16 - Prob. 27PCh. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - (a) The cis isomer of 3-hexen-1-ol...Ch. 16 - Prob. 32PCh. 16 - Complete each of the following equations by...Ch. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - A diol (C8H18O2) does not react with periodic...Ch. 16 - Identify the compound C8H10O on the basis of its...Ch. 16 - dentify each of the following C4H10O isomers on...Ch. 16 - Prob. 39PCh. 16 - A compound C6H14O has the spectrum shown in Figure...Ch. 16 - Prob. 41DSPCh. 16 - Prob. 42DSPCh. 16 - Prob. 43DSPCh. 16 - Prob. 44DSPCh. 16 - Prob. 45DSPCh. 16 - Prob. 46DSPCh. 16 - Prob. 47DSP
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
- Following is the structural formula of the tranquilizer meparfynol (Oblivon). Propose a synthesis for this compound starting with acetylene and a ketone. (Notice the -yn- and -ol in the chemical name of this compound, indicating that it contains alkyne and hydroxyl functional groups.)arrow_forwardOn being heated with a solution of sodium ethoxide in ethanol, compound A (C7H15Br) yielded a mixture of two alkenes B and C, each having the molecular formula C7H14. Catalytic hydrogenation of the major isomer B or the minor isomer C gave only 3-ethylpentane. Suggest structures for compounds A, B, and C consistent with these observations.arrow_forwardThe sex attractant of the housefly has the formula C23H46. When treated with warm potassium permanganate, this pheromone gives two products: CH3(CH2)12COOH and CH3(CH2)7COOH. Suggest a structure for this sex attractant. Explainwhich part of the structure is uncertainarrow_forward
- Alcohol A (C10H18O) is converted to a mixture of alkenes B and C on being heated with potassium hydrogen sulfate (KHSO4). Catalytic hydrogenation of B and C yields the same product. Assuming that dehydration of alcohol A proceeds without rearrangement, deduce the structures of alcohol A and alkene C.arrow_forward2b)Synthesize the following from benzene or toluene, and/or small alcohols, using formaldehyde or ethylene oxide if needed:arrow_forwardProvide reagentsarrow_forward
- Give reasons for the following: (i) p-nitrophenol is more acidic than p-methylphenol. (ii) Bond length of C—O bond in phenol is shorter than that in methanol. (iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH3) gives alkene as the main product and not an ether.arrow_forwardHydrocarbon A has the formula C9H12 and absorbs 3 equivalents of H2 to yield B, C9H18, when hydrogenated over a Pd/C catalyst. On treatment of A with aqueous H₂SO4 in the presence of mercury(II), two isomeric ketones, C and D, are produced. Oxidation of A with O3 gives a mixture of acetaldehyde (CH3COH) and the trialdehyde shown below. Propose structures for compounds A-D. CH,CHO OCHCH,CHCH CHOarrow_forwardA synthetic organic molecule, G, which contains both aldehyde and ether functional groups, is subjected to a series of reactions in a multi-step synthesis pathway. In the first step, G undergoes a Wittig reaction, leading to the formation of an alkene, H. Subsequently, H is treated with an ozone (O3) reagent followed by a reducing agent in an ozonolysis reaction, resulting in the formation of two different products, I and J. Considering the functional groups present in G and the nature of the reactions involved, what are the most probable structures or functional groups present in products I and J? A. I contains a carboxylic acid group, and J contains an aldehyde group. B. I contains a ketone group, and J contains an alcohol group. C. I and J both contain aldehyde groups. D. I contains an ester group, and J contains a ketone group. Don't use chat gpt.arrow_forward
- Hydrocarbon A has the formula C9H12 and absorbs 3 equivalents of H2 to yield B, C9H18, when hydrogenated over a Pd/C catalyst. On treatment of A with aqueous H2SO4 in the presence of mercury(II), two isomeric ketones, C and D, are produced . Oxidation of A with KMnO4 gives a mixture of acetic acid (CH3COOH) and the tricarboxylic acid E. Propose structures for compounds A-D, and write the reactions.arrow_forwardCompound A of molecular formula C8H14 is reduced by sodium in liquid ammonia to give compound B of molecular formula C8H16. product (Y).Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5-dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H14O product, but reaction with bromine gives an achiral C8H14Br2 product. What are the identities of A and B?arrow_forwardCompound F may be synthesised by the method attached: When 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY