ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Chapter 10, Problem 45P
Interpretation Introduction
(a)
Interpretation: The structure of stereoisomer that has higher melting point than eleostearic acid is to be drawn.
Concept introduction: Fatty acids are of two types: saturated fatty acid and unsaturated fatty acid. In Saturated fatty acid, double bond is absent, whereas unsaturated fatty acid consists of one or more than one double bond. The melting point of a fatty acid indirectly depends upon the number of double bond present in an acid. Higher is the number of double bonds in acid, lower will be the melting point of an acid.
When two higher priority groups are present on the opposite side then it is an
Interpretation Introduction
(b)
Interpretation: The structure of stereoisomer that has lower melting point is to be drawn.
Concept introduction: Fatty acids are of two types: saturated fatty acid and unsaturated fatty acid. In Saturated fatty acid, double bond is absent, whereas unsaturated fatty acid consists of one or more than one double bond. The melting point of a fatty acid indirectly depends upon the number of double bond present in an acid. Higher is the number of double bonds in acid, lower will be the melting point of an acid.
When two higher priority groups are present on the opposite side, then it is an
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Eleostearic acid is an unsaturated fatty acid obtained from the seeds of the tung oii tree (Aleurites fordii), a deciduous tree
native to China. (a) Draw the structure of a stereoisomer that has a higher melting point than eleostearic acid. (b) Draw the
structure of a stereoisomer that has a lower melting point.
CO,H
eleostearic acid
(a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional
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2-methylcyclohexanone
Chondrocole A is a marine natural product isolated from red seaweed that grows in regions of heavy surf in the Pacific Ocean.
(a) Predict the solubility of chondrocole A in water and CH2Cl2.
(b) Locate the stereogenic centers and label each as R or S.
(c) Draw a stereoisomer and a constitutional isomer of chondrocole A.
Chapter 10 Solutions
ORGANIC CHEMISTRY
Ch. 10.1 - Prob. 1PCh. 10.2 - Problem 10.2 How many degrees of unsaturation are...Ch. 10.3 - Give the IUPAC name for each alkene. abcdeCh. 10.3 - Give the IUPAC name for each polyfunctional...Ch. 10.3 - Prob. 9PCh. 10.6 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10.7 - Prob. 12PCh. 10.9 - Problem 10.13 What product is formed when each...Ch. 10.9 - Prob. 14PCh. 10.10 - Problem 10.15 Draw the products formed when each...
Ch. 10.10 - Prob. 16PCh. 10.10 - Prob. 17PCh. 10.10 - Addition of HBr to which of the following alkenes...Ch. 10.11 - Problem 10.19 Draw the products, including...Ch. 10.11 - Prob. 20PCh. 10.12 - Problem 10.21 What two alkenes give rise to each...Ch. 10.12 - Prob. 22PCh. 10.13 - Problem 10.23 Draw the products of each reaction,...Ch. 10.14 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10.15 - Prob. 25PCh. 10.16 - Problem 10.26 What alkylborane is formed from...Ch. 10.16 - Draw the products formed when each alkene is...Ch. 10.16 - What alkene can be used to prepare each alcohol as...Ch. 10.16 - Prob. 29PCh. 10.17 - Draw the products of each reaction using the two...Ch. 10.18 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 34PCh. 10 - 10.35 Calculate the number of degrees of...Ch. 10 - Prob. 36PCh. 10 - Label the alkene in each drug as E or Z....Ch. 10 - Give the IUPAC name for each compound. a. c. e. b....Ch. 10 - Prob. 39PCh. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 41PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 43PCh. 10 - Prob. 44PCh. 10 - Prob. 45PCh. 10 - Draw the products formed when (CH3)2C=CH2 is...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 48PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 50PCh. 10 - Draw all stereoisomers formed in each reaction. a....Ch. 10 - Draw the products of each reaction, including...Ch. 10 - Prob. 53PCh. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 60PCh. 10 - Prob. 61PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - 10.65 Draw a synthesis of each compound from...
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