Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 23, Problem 2PP
Interpretation Introduction
Interpretation:
The isoprene units in the given compounds are to be shown and each of them as per their isoprene units are to be classified.
Concept introduction:
Essential oils are mixtures of odoriferous compounds that are extracted from plants by heating or steam distillation. These essential oils have important chemical composition of hydrocarbons called terpenes and oxygen-containing compounds called terpenoids.
A single isoprene unit consists of 5-carbon atoms with double bonds, and its chemical formula is
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(a) Show the isoprene units in each of the following terpenes.(b) Classify each as a monoterpene, sesquiterpene, terpene,etc.
Propose structure and give correct IUPAC names for the following:
(a) A cyclic alkane with three methyl groups
(b) A diethyldimethylhexane
Biphenyl has the following structure.(a) Is biphenyl a (fused) polynuclear aromatic hydrocarbon?(b) How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?(c) The heat of hydrogenation for biphenyl is about 418 kJ>mol (100 kcal>mol). Calculate theresonance energy of biphenyl.(d) Compare the resonance energy of biphenyl with that of naphthalene and with that of two benzene rings. Explain thedifference in the resonance energies of naphthalene and biphenyl.
Chapter 23 Solutions
Organic Chemistry
Ch. 23 - Prob. 1PPCh. 23 - Prob. 2PPCh. 23 - Prob. 3PPCh. 23 - Prob. 4PPCh. 23 - Prob. 5PPCh. 23 - Prob. 6PPCh. 23 - Prob. 7PPCh. 23 - Prob. 8PPCh. 23 - Prob. 9PPCh. 23 - Prob. 10PP
Ch. 23 - Prob. 11PPCh. 23 - Prob. 12PPCh. 23 - Prob. 13PPCh. 23 - Prob. 14PCh. 23 - 23.15 How would you transform tetradecanal into...Ch. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - When limonene (Section 23.3) is heated strongly,...Ch. 23 - Gadoleic acid (C20H38O2), a fatty acid that can be...Ch. 23 - 23.20 -Phellandrene and -phellandrene are isomeric...Ch. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - The initial steps of a laboratory synthesis of...Ch. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Prob. 27PCh. 23 - 2. The biosynthesis of fatty acids is accomplished...Ch. 23 - Prob. 3LGPCh. 23 - Prob. 4LGP
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- Propose structures and give IUPAC names for the following: (a) A diethyldimethylhexane (b) A (3-methylbutyl)-substituted alkanearrow_forward(a) Compound D undergoes a reaction with hydrogen bromide, HBr to produce 2-bromobutane. D exists as cis-trans isomers and decolourises bromine solution in methylene chloride, CH2CI2. (i) Draw and name the structure of compound D. (ii) Draw two (2) constitutional isomers of compound D.arrow_forward26(a) Name the following compound.arrow_forward
- (a) One test for the presence of an alkene is to add a smallamount of bromine, which is a red-brown liquid, and lookfor the disappearance of the red-brown color. This test doesnot work for detecting the presence of an aromatic hydrocarbon.Explain. (b) Write a series of reactions leading topara-bromoethylbenzene, beginning with benzene andusing other reagents as needed. What isomeric side productsmight also be formed?arrow_forward(a) Give chemical tests to distinguish between compounds in the following pairs of substances :(i) Ethanol and Propanal (ii) Benzoic acid and Ethyl benzoate(b) An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the structure of the compound.arrow_forwardAnswer ALL parts of this question. (a) Provide the structure and name of the aldehyde with the formula, C2H4O. (b) Draw the two steps of the Strecker synthesis used for the conversion of the aldehyde in part (a) into racemic alanine. (c) Draw the (R) and (S) enantiomers of alanine. Which is the naturally occurring enantiomer? (d) Draw the structure of the dipeptide, Ala-Gly.arrow_forward
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- Explain why (i) the dipole moment in chlorobenzene is lower than that of cyclohexyl chloride. (ii) haloalkanes are only slightly soluble in water but dissolve easily in organic solvents.arrow_forwarda) Give the chemical structure for each of the following compound: (i) 4-hydroxybenzoic acid (ii) 2-hexene (iii) chlorocyclohexane (iv) 2,5-dichloroheptane b) Prostaglandin are a group of C20 lipids and can be found in small amounts in all body tissues and fluids. (1) Put an asterisk on all the chiral carbon(s) present in the chemical structure of prostaglandin E. (II) Do you expect prostaglandin to be acidic or basic? (III) Circle the functional group that is responsible for the acidity / basicity. ali se odno HO OH HO Prostaglandin Earrow_forwardShow the chemical reaction on how to convert cyclopentene into these compounds. (a) 1,2-dimethylcyclopropane (b) Cyclopentanol (c) Iodocyclopentane (d) Cyclopentane.arrow_forward
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