Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 25.7, Problem 12P
Mark off the isoprene units in menthol, β-selinene, and camphor. (The structures are on pages 1139 and 1127.)
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[5] Write the structure of the product of the reaction of (S)-3-bromo-3-methylhexane
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The heat of combustion of decahydronaphthalene(C10H18) is -6286 kJ/mol. The heat of combustion ofnaphthalene (C10H8) is -5157 kJ/mol. (In both casesCO2(g) and H2O(l) are the products.) Calculate the heat of hydrogenationand the resonance energy of naphthalene.
Analyze the following structure of limonene in terms of isoprene units joined by head-to-tail linkages.
(1) How many isoprene units are there in a limonene molecule?
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Chapter 25 Solutions
Organic Chemistry (8th Edition)
Ch. 25.1 - Prob. 1PCh. 25.3 - Which has a higher melting point, glyceryl...Ch. 25.3 - Draw the structure of an optically inactive fat...Ch. 25.3 - Draw the structure of an optically active fat...Ch. 25.5 - Do the identities of R1 and R2 in phosphatidic...Ch. 25.5 - Membranes contain proteins, Integral membrane...Ch. 25.5 - Prob. 8PCh. 25.5 - The membrane phospholipids in deer have a higher...Ch. 25.6 - Treating PGC2 with a strong base such as sodium...Ch. 25.7 - Mark off the isoprene units in menthol, -selinene,...
Ch. 25.7 - Prob. 13PCh. 25.7 - Prob. 14PCh. 25.8 - Propose mechanisms for the Claisen condensation...Ch. 25.8 - Prob. 16PCh. 25.8 - Propose a mechanism for the conversion of...Ch. 25.8 - Propose a mechanism for the biosynthesis of...Ch. 25.8 - Propose a mechanism for the conversion of the E...Ch. 25.8 - The fluoro-substitued geranyl pyrophosphate shown...Ch. 25.8 - Prob. 22PCh. 25.8 - Prob. 23PCh. 25.9 - Draw the individual 1,2-hydride and 1,2-methyl...Ch. 25.10 - Prob. 26PCh. 25.10 - Prob. 27PCh. 25.10 - The acid component of a cholesterol ester is a...Ch. 25.10 - Prob. 29PCh. 25.10 - Prob. 30PCh. 25 - Prob. 31PCh. 25 - An optically active fat, when completely...Ch. 25 - Prob. 33PCh. 25 - a. How many different triacylglycerols are there...Ch. 25 - Cardiolipins are found in heart muscles. Draw the...Ch. 25 - Nutmeg contains a simple, fully saturated...Ch. 25 - Draw the product that is obtained from the...Ch. 25 - Prob. 39PCh. 25 - Prob. 40PCh. 25 - Propose a mechanism for the biosynthesis of...Ch. 25 - 5-Androstene-3.17-dione is isomerized to...Ch. 25 - Prob. 44PCh. 25 - Eudesmol is a sesquiterpene found in eucalyptus....Ch. 25 - Prob. 46PCh. 25 - Prob. 47PCh. 25 - Diethylstilbestrol (DES) was given to pregnant...
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- 2.) what is the chemical reaction of butadiene sulfone and maleic anhydride are heated together.arrow_forwardAn unknown hydrocarbon A with the formula CgH12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMNO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions, and show your reasoning.arrow_forwardAnalyze the following structure of phytol in terms of isoprene units joined by head-to-tail linkages. (1) How many isoprene units are there in a phytol molecule? (2) Classify phytol as a monoterpene (one terpene unit), a sesquiterpene (1.5 terpene units), or a diterpene (2 terpene units).arrow_forward
- (a) When a compound containing C, H, and O is completelycombusted in air, what reactant besides the hydrocarbonis involved in the reaction?arrow_forwardAn unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst to give hydrocarbon B. Hydrocarbon A also reacts with OsO4 to give the glycol C. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2COOH, and the other fragment is ketone D (R2C=O). What are the structures of A, B, C and D? Write all reactions.arrow_forwardAnalyze the following structure of abscisic acid in terms of isoprene units joined by head-to-tail linkages. HO. CO2H (1) How many isoprene units are there in a abscisic acid molecule? (2) Classify abscisic acid as a monoterpene (one terpene unit), a sesquiterpene (1.5 terpene units), or a diterpene (2 terpene units).arrow_forward
- a-pinene When a-pinene reacts with 1. BH3; 2. H₂O2, NaOH, H₂O 4 possible cis,trans isomers can be formed, but one of these is formed more readily than the others. Draw the structure of this preferred isomer. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • To aid you in your drawing, the structure of a-pinene is provided for you in the drawing palette.arrow_forwardWrite the structure of 2, 4-dinitrochlorobenzene.arrow_forwardBiphenyl 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.arrow_forward
- In the structure of 4‑isopropyl‑2,4,5‑trimethylheptane, identify the primary (p), secondary (s), and tertiary (t) hydrogens.arrow_forwardDraw the structure of the terpene limonene and B-Caryophyllene and outline the isoprene units that make up these molecules. .arrow_forwardGive the structure of compound 3 and compound 4. Actually draw the structure (do not write CH3-CH2-C2H5, etc).arrow_forward
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