EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 4, Problem 4.36P
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Which alcohols can be prepared as a single product by hydroboration– oxidation of an alkene? Which alcohols can be prepared as a single product by the acid-catalyzed addition of H2O to an alkene?
Compounds X and Y have the formula C6H₁2.
Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane.
The heat of hydrogenation of X is less than that of Y.
X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a
mixture of the same alcohols.
What is the structure of Y?
• In cases where there is more than one answer, just draw one.
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Compounds X and Y have the formula C6H12.
Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane.
The heat of hydrogenation of X is less than that of Y.
X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a
mixture of the same alcohols.
What is the structure of Y?
• In cases where there is more than one answer, just draw one.
+
ChemDoodle
Chapter 4 Solutions
EBK ORGANIC CHEMISTRY
Ch. 4 - Prob. 4.1PCh. 4 - Prob. 4.2PCh. 4 - Prob. 4.3PCh. 4 - Prob. 4.4PCh. 4 - Prob. 4.5PCh. 4 - Prob. 4.6PCh. 4 - Prob. 4.7PCh. 4 - Prob. 4.8PCh. 4 - Prob. 4.9PCh. 4 - Prob. 4.10P
Ch. 4 - Prob. 4.11PCh. 4 - Prob. 4.12PCh. 4 - Prob. 4.13PCh. 4 - Prob. 4.14PCh. 4 - Prob. 4.15PCh. 4 - Prob. 4.16PCh. 4 - Prob. 4.17PCh. 4 - Prob. 4.18PCh. 4 - Prob. 4.19PCh. 4 - Prob. 4.20PCh. 4 - Prob. 4.21PCh. 4 - Prob. 4.22PCh. 4 - Prob. 4.23PCh. 4 - Prob. 4.24PCh. 4 - Prob. 4.25PCh. 4 - Prob. 4.26PCh. 4 - Prob. 4.27PCh. 4 - Prob. 4.28PCh. 4 - Prob. 4.29PCh. 4 - Prob. 4.30PCh. 4 - Prob. 4.31PCh. 4 - Prob. 4.32PCh. 4 - Prob. 4.33PCh. 4 - Prob. 4.34PCh. 4 - Prob. 4.35PCh. 4 - Prob. 4.36PCh. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Prob. 4.39PCh. 4 - Prob. 4.40APCh. 4 - Prob. 4.41APCh. 4 - Prob. 4.42APCh. 4 - Prob. 4.43APCh. 4 - Prob. 4.44APCh. 4 - Prob. 4.45APCh. 4 - Prob. 4.46APCh. 4 - Prob. 4.47APCh. 4 - Prob. 4.48APCh. 4 - Prob. 4.49APCh. 4 - Prob. 4.50APCh. 4 - Prob. 4.51APCh. 4 - Prob. 4.52APCh. 4 - Prob. 4.53APCh. 4 - Prob. 4.54APCh. 4 - Prob. 4.55APCh. 4 - Prob. 4.56APCh. 4 - Prob. 4.57APCh. 4 - Prob. 4.58APCh. 4 - Prob. 4.59APCh. 4 - Prob. 4.60APCh. 4 - Prob. 4.61APCh. 4 - Prob. 4.62APCh. 4 - Prob. 4.63APCh. 4 - Prob. 4.64APCh. 4 - Prob. 4.65APCh. 4 - Prob. 4.66APCh. 4 - Prob. 4.67APCh. 4 - Prob. 4.68APCh. 4 - Prob. 4.69APCh. 4 - Prob. 4.70AP
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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
- The reaction of Hbr with 2-methylpropene produces 2-bromo-2-methylpropane. What is the structure of the carbocation formed during the reaction?arrow_forwardThe rate law for addition of Br2 to an alkene is first order in Br2 and first order in the alkene. Does this information suggest that the mechanism of addition of Br2 to an alkene proceeds in the same manner as for addition of HBr? Explain.arrow_forward5B In the following reactions, mixtures of alkenes and ethyl ethers are formed. Draw their structures. Explain which is or are likely to be the main product(s) in each reaction. In case of formation of two isomers of alkenes, explain which is formed in greater proportion CH3 CH3 H3C-C H -Br CH3 EtOHarrow_forward
- Compound A is unsaturated hydrocarbon with molecular formula (C6H12) reacted with Br2 in water to form compound B. compound C was produced from the reaction between compound A, sulphuric acid and H2O (g). Compound A undergo hydrogenation to form compound D. Compound E was produced from the reaction of compound A with Br2 in room temperature. Compound A undergo hydrohalogenation in the presences of hydrogen peroxide to form compound F. The reaction between compound F with aqueous sodium hydroxide will form compound G. Compound H was produced when compound F reacts with the aqueous ammonia in ethanol. Compound F also reacts with aqueous sodium cyanide to produce compound I. Draw the possible structural formulae of compounds A, B, C, D, E, F, G, H and I. Give the IUPAC nomenclature of compounds H and I. Distinguish between compound A and D.arrow_forwardCompounds X and Y have the formula C6H12- Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? In cases where there is more than one answer, just draw one. n. n [ ]# ChemDoodleⓇ zaarrow_forwardReaction of butane (CH 3CH 2CH 2CH 3) with Cl 2 in the presence of light forms two different alkyl chlorides that have molecular formula C 4H 9Cl. Draw the structures of both alkyl chlorides.arrow_forward
- Which alcohols can be prepared as a single product by hydroboration–oxidation of an alkene? Which alcohols can be prepared as a singleproduct by the acid-catalyzed addition of H2O to an alkene?arrow_forwardDraw Lewis structures for pyridine and its conjugate acid, the pyridinium ion, C5H5NH+. What are the geometries and hybridizations about the nitrogen atoms in pyridine and in the pyridinium ion?arrow_forwardDescribe a sequence of reactions by which cis-2-pentene could be prepared from acetylene.arrow_forward
- Compound A has the molecular formula C7H12. Hydrogenation of compound A produces 2-methylhexane. Hydroboration-oxidation of compound A produces an aldehyde. Draw the structure of compound A.arrow_forwardThe acid-catalyzed dehydration of 2,3-dimethyl-3-pentanol yields three alkene products. What are the names of the three alkenes? Which of the three alkenes is the major product?arrow_forwardThe acid-catalyzed dehydration of the compound 2-methyl-2-butanol yields two alkene products. What are the names of these two alkenes? Which of the two alkenes will be the major product? Thank youarrow_forward
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