EBK ORGANIC CHEMISTRY
7th Edition
ISBN: 9780133556186
Author: Bruice
Publisher: VST
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Chapter 4, Problem 78P
Interpretation Introduction
Interpretation:
The reason why the given enantiomers of a compound can be separated even though the one of the group attached to nitrogen is a lone pair has to be explained.
Concept introduction:
Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity. Stereoisomers are due to the presence of stereocenter. Stereocenter may be an atom axis (bond) or plane from which interchanging of two groups leads to stereoisomers.
Enantiomers are stereoisomers, in which they are mirror images of each other.
Asymmetric center is a stereocenter which arises to a compound if any atom is bonded to four different groups.
If one of the four groups attached to nitrogen is lone pair, then inversion of amine takes place for acyclic
The bond angle of cyclopropane is
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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z)
is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra
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13C NMR
DEPT 90
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DEPT 135
T
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Draw the unknown amide.
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Chapter 4 Solutions
EBK ORGANIC CHEMISTRY
Ch. 4.1 - Prob. 2PCh. 4.1 - Prob. 3PCh. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Which of the roll owing compounds have a dipole...Ch. 4.2 - Prob. 7PCh. 4.3 - Prob. 8PCh. 4.4 - Prob. 10PCh. 4.4 - Prob. 11PCh. 4.6 - Prob. 12P
Ch. 4.7 - Prob. 14PCh. 4.7 - Prob. 16PCh. 4.7 - Prob. 17PCh. 4.7 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 20PCh. 4.9 - Prob. 21PCh. 4.9 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.10 - Prob. 23PCh. 4.10 - Prob. 24PCh. 4.11 - Prob. 26PCh. 4.11 - Prob. 27PCh. 4.11 - Prob. 28PCh. 4.11 - The stereoisomer of cholesterol found in nature is...Ch. 4.11 - Prob. 30PCh. 4.12 - Prob. 31PCh. 4.12 - Draw all possible stereoisomers for each of the...Ch. 4.12 - Prob. 33PCh. 4.12 - Of all the possible cyclooctanes that have one...Ch. 4.12 - Prob. 35PCh. 4.12 - Prob. 36PCh. 4.13 - Which of the following compounds has a...Ch. 4.13 - Prob. 39PCh. 4.14 - Prob. 40PCh. 4.14 - Name the isomers you drew in Problem 52.Ch. 4.14 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.14 - Draw a perspective formula for each of the...Ch. 4.14 - Name the following:Ch. 4.14 - Prob. 45PCh. 4.14 - Prob. 48PCh. 4.14 - Prob. 50PCh. 4.15 - Limonene exists as two different stereoisomers....Ch. 4.16 - Prob. 52PCh. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Which of the following has an achiral...Ch. 4 - Prob. 63PCh. 4 - Prob. 64PCh. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Prob. 72PCh. 4 - Prob. 73PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 75PCh. 4 - Prob. 76PCh. 4 - Draw structures for the following: a....Ch. 4 - Prob. 78PCh. 4 - Prob. 79PCh. 4 - Prob. 80PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 86PCh. 4 - Is the following compound optically active?
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