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Chemistry: The Molecular Nature of Matter
7th Edition
ISBN: 9781118516461
Author: Neil D. Jespersen, Alison Hyslop
Publisher: WILEY
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Textbook Question
Chapter 22, Problem 71RQ
Cholesterol is not an ester, yet it is defined as a lipid. Why?
Expert Solution & Answer
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Students have asked these similar questions
You have now performed a liquid-liquid extraction protocol in Experiment 4. In doing so, you
manipulated and exploited the acid-base chemistry of one or more of the compounds in your
mixture to facilitate their separation into different phases. The key to understanding how liquid-
liquid extractions work is by knowing which layer a compound is in, and in what protonation state.
The following liquid-liquid extraction is different from the one you performed in Experiment
4, but it uses the same type of logic. Your task is to show how to separate apart Compound
A and Compound B.
. Complete the following flowchart of a liquid-liquid extraction. Handwritten work is
encouraged.
•
Draw by hand (neatly) only the appropriate organic compound(s) in the boxes.
.
Specify the reagent(s)/chemicals (name is fine) and concentration as required in Boxes 4
and 5.
•
Box 7a requires the solvent (name is fine).
•
Box 7b requires one inorganic compound.
• You can neatly complete this assignment by hand and…
b) Elucidate compound D w) mt at 170 nd shows c-1 stretch at 550cm;'
The compound has the ff electronic transitions: 0%o* and no a*
1H NMR Spectrum
(CDCl3, 400 MHz)
3.5
3.0
2.5
2.0
1.5
1.0
0.5 ppm
13C{H} NMR Spectrum
(CDCl3, 100 MHz)
Solvent
80
70
60
50
40
30
20
10
0 ppm
ppm
¹H-13C me-HSQC Spectrum
ppm
(CDCl3, 400 MHz)
5
¹H-¹H COSY Spectrum
(CDCl3, 400 MHz)
0.5
10
3.5
3.0
2.5
2.0
1.5 1.0
10
15
20
20
25
30
30
-35
-1.0
1.5
-2.0
-2.5
3.0
-3.5
0.5
ppm
3.5
3.0
2.5
2.0
1.5
1.0
0.5
ppm
Show work with explanation. don't give Ai generated solution
Chapter 22 Solutions
Chemistry: The Molecular Nature of Matter
Ch. 22 - Prob. 1PECh. 22 - Prob. 2PECh. 22 - Prob. 3PECh. 22 - Practice Exercise 22.4
Write the IUPAC names of...Ch. 22 - Oxidation of an alcohol gave the following...Ch. 22 - Prob. 6PECh. 22 - Prob. 7PECh. 22 - Prob. 8PECh. 22 - Prob. 9PECh. 22 - Prob. 10PE
Ch. 22 - Complete the following equation by drawing...Ch. 22 - Prob. 12PECh. 22 - Prob. 13PECh. 22 - Prob. 14PECh. 22 - Prob. 15PECh. 22 - Label the hydrophobic and hydrophilic portions of...Ch. 22 - Draw a ribose ring and a deoxyribose ring. What is...Ch. 22 - Practice Exercise 22.18
Which base pairs match in...Ch. 22 - Prob. 1RQCh. 22 - Prob. 2RQCh. 22 - Prob. 3RQCh. 22 - Prob. 4RQCh. 22 - Prob. 5RQCh. 22 - Prob. 6RQCh. 22 - Prob. 7RQCh. 22 - Which of the following compounds has the higher...Ch. 22 - In general terms, why do functional groups impart...Ch. 22 - Prob. 10RQCh. 22 - What is the difference between geometric isomers...Ch. 22 - Prob. 12RQCh. 22 - No number is needed to identify the location of...Ch. 22 - Prob. 14RQCh. 22 - Prob. 15RQCh. 22 - Prob. 16RQCh. 22 - 22.17 In general terms, why doesn't benzene...Ch. 22 - Prob. 18RQCh. 22 - 22.19 Explain why is more soluble in water than ....Ch. 22 - Prob. 20RQCh. 22 - Prob. 21RQCh. 22 - Why do aldehydes and ketones have boiling points...Ch. 22 - Acetic acid boils at 118C, higher even than...Ch. 22 - Methyl ethanoate has many more atoms than its...Ch. 22 - Prob. 25RQCh. 22 - 22.26 Write condensed structures of the following...Ch. 22 - 3-Butanol is not a proper name, but a structure...Ch. 22 - Prob. 28RQCh. 22 - Prob. 29RQCh. 22 - Prob. 30RQCh. 22 - Prob. 31RQCh. 22 - Prob. 32RQCh. 22 - Amines, RNH2, do not have boiling points as high...Ch. 22 - A monofunctional organic nitrogen compound...Ch. 22 - Prob. 35RQCh. 22 - Prob. 36RQCh. 22 - Prob. 37RQCh. 22 - Write the products that can be expected to form in...Ch. 22 - Prob. 39RQCh. 22 - Prob. 40RQCh. 22 - 22.41 What do we mean by the term polymer...Ch. 22 - Prob. 42RQCh. 22 - Prob. 43RQCh. 22 - Prob. 44RQCh. 22 - Prob. 45RQCh. 22 - Prob. 46RQCh. 22 - Prob. 47RQCh. 22 - Prob. 48RQCh. 22 - Prob. 49RQCh. 22 - Prob. 50RQCh. 22 - Prob. 51RQCh. 22 - Prob. 52RQCh. 22 - Prob. 53RQCh. 22 - Prob. 54RQCh. 22 - Prob. 55RQCh. 22 - Prob. 56RQCh. 22 - Prob. 57RQCh. 22 - Prob. 58RQCh. 22 - What are the three fundamental needs for...Ch. 22 - Prob. 60RQCh. 22 - Prob. 61RQCh. 22 - Prob. 62RQCh. 22 - Name the compounds that form when sucrose is...Ch. 22 - Prob. 64RQCh. 22 - Prob. 65RQCh. 22 - Prob. 66RQCh. 22 - Prob. 67RQCh. 22 - 22.68 What function is served by glycogen in the...Ch. 22 - How are lipids defined?Ch. 22 - Why are lipids more soluble than carbohydrates in...Ch. 22 - 22.71 Cholesterol is not an ester, yet it is...Ch. 22 - A product such as corn oil is advertised as...Ch. 22 - Is it likely that the following compound could be...Ch. 22 - Describe the specific ways in which the monomers...Ch. 22 - What is the peptide bond? How is it similar to the...Ch. 22 - Prob. 76RQCh. 22 - Prob. 77RQCh. 22 - Why is a distinction made between the terms...Ch. 22 - Prob. 79RQCh. 22 - What kind of substance makes up most enzymes?Ch. 22 - Prob. 81RQCh. 22 - Prob. 82RQCh. 22 - Prob. 83RQCh. 22 - 22.84 How are the two DNA strands in a double...Ch. 22 - In what ways do DNA and RNA differ structurally.Ch. 22 - 22.86 Which base pairs with
Ch. 22 - The process of transcription begins with which...Ch. 22 - The process of translation begins with which...Ch. 22 - Prob. 89RQCh. 22 - 22.90 Write full (expanded) structures for each of...Ch. 22 - Prob. 91RQCh. 22 - Prob. 92RQCh. 22 - Prob. 93RQCh. 22 - Prob. 94RQCh. 22 - Prob. 95RQCh. 22 - Prob. 96RQCh. 22 - Prob. 97RQCh. 22 - Prob. 98RQCh. 22 - Prob. 99RQCh. 22 - Prob. 100RQCh. 22 - Prob. 101RQCh. 22 - 22.102 Write the structures of the cis and tram...Ch. 22 - 22.103 Write the structures of the products that...Ch. 22 - Prob. 104RQCh. 22 - 22.105 Repeat Problem 22.103 using...Ch. 22 - Repeat Problem 22.104 using cyclohexene. The...Ch. 22 - Prob. 107RQCh. 22 - Predict the products of the reaction of benzene...Ch. 22 - Prob. 109RQCh. 22 - Prob. 110RQCh. 22 - Prob. 111RQCh. 22 - Prob. 112RQCh. 22 - Prob. 113RQCh. 22 - Write the structure of the product of the...Ch. 22 - Prob. 115RQCh. 22 - Prob. 116RQCh. 22 - Prob. 117RQCh. 22 - Prob. 118RQCh. 22 - Prob. 119RQCh. 22 - Prob. 120RQCh. 22 - Prob. 121RQCh. 22 - Write the structures of the products that form in...Ch. 22 - Prob. 123RQCh. 22 - Prob. 124RQCh. 22 - Prob. 125RQCh. 22 - Prob. 126RQCh. 22 - Prob. 127RQCh. 22 - Prob. 128RQCh. 22 - 22.129 Write the structure of a triacylglycerol...Ch. 22 - 22.130 Write the structures of the products of the...Ch. 22 - Write the structure of the triacylglycerol that...Ch. 22 - *22.132 If the compound in Problem 22.130 is...Ch. 22 - *22.133 What parts of glyccrophospholipid...Ch. 22 - *22.134 In general terms, describe the structure...Ch. 22 - Prob. 135RQCh. 22 - What is the structure of the tripeptide that could...Ch. 22 - 22.137 What are the structures of the two...Ch. 22 - Prob. 138RQCh. 22 - Prob. 139RQCh. 22 - Prob. 140RQCh. 22 - Prob. 141RQCh. 22 - 22.142 Suggest a reason why trimethylamine, , has...Ch. 22 - Prob. 143RQCh. 22 - How many tripeptides can be made from three...Ch. 22 - Prob. 145RQCh. 22 - Prob. 146RQCh. 22 - Estimate the number of kilojoules of heat that...Ch. 22 - Prob. 148RQCh. 22 - Prob. 149RQCh. 22 - The compound that causes your eyes to water when...Ch. 22 - Prob. 151RQCh. 22 - Prob. 152RQCh. 22 - Use resonance structures to explain why urea,...Ch. 22 - Prob. 154RQCh. 22 - Prob. 155RQ
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- Redraw the flowchartarrow_forwardredraw the flowchart with boxes and molecules written in themarrow_forwardPart I. a) Elucidate the structure of compound A using the following information. • mass spectrum: m+ = 102, m/2=57 312=29 • IR spectrum: 1002.5 % TRANSMITTANCE Ngg 50 40 30 20 90 80 70 60 MICRONS 5 8 9 10 12 13 14 15 16 19 1740 cm M 10 0 4000 3600 3200 2800 2400 2000 1800 1600 13 • CNMR 'H -NMR Peak 8 ppm (H) Integration multiplicity a 1.5 (3H) triplet b 1.3 1.5 (3H) triplet C 2.3 1 (2H) quartet d 4.1 1 (2H) quartet & ppm (c) 10 15 28 60 177 (C=0) b) Elucidate the structure of compound B using the following information 13C/DEPT NMR 150.9 MHz IIL 1400 WAVENUMBERS (CM-1) DEPT-90 DEPT-135 85 80 75 70 65 60 55 50 45 40 35 30 25 20 ppm 1200 1000 800 600 400arrow_forward
- • Part II. a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below: • IR spectra % TRANSMITTANCE 1002.5 90 80 70 60 50 40 30 20 10 0 4000 3600 3200 2800 2400 2000 1800 1600 • Information from 'HAMR MICRONS 8 9 10 11 14 15 16 19 25 1400 WAVENUMBERS (CM-1) 1200 1000 800 600 400 peak 8 ppm Integration multiplicity a 2.1 1.5 (3H) Singlet b 3.6 1 (2H) singlet с 3.8 1.5 (3H) Singlet d 6.8 1(2H) doublet 7.1 1(2H) doublet Information from 13C-nmR Normal carbon 29ppm Dept 135 Dept -90 + NO peak NO peak 50 ppm 55 ppm + NO peak 114 ppm t 126 ppm No peak NO peak 130 ppm t + 159 ppm No peak NO peak 207 ppm по реак NO peakarrow_forwardCould you redraw these and also explain how to solve them for me pleasarrow_forwardNonearrow_forward
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