Student Solutions Manual for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th
11th Edition
ISBN: 9781305081055
Author: Bettelheim, Frederick A.
Publisher: Cengage Learning
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Question
Chapter 17, Problem 17.25P
Interpretation Introduction
Interpretation:
The reason for the insolubility of 4-heptanone in water and solubility of acetone in water should be identified.
Concept Introduction:
Acetone and 4-heptanone both contains carbonyl group (C=O). Acetone has low molecular weight whereas 4-heptanone has high molecular weight.
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These two reactions appear to start with the same starting materials but result in different products. How do the chemicals know which product to form? Are both products formed, or is there some information missing that will direct them a particular way?
What would be the best choices for the missing reagents 1 and 3 in this synthesis?
1. PPh3
3
1
2
2. n-BuLi
• Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like.
• Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is.
• Note: if one of your reagents needs to contain a halogen, use bromine.
Explanation
Check
Click and drag to start drawing a structure.
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Predict the products of this organic reaction:
Explanation
Check
IN
NaBH3CN
H+
?
Click and drag to start drawing a
structure.
D
5
C
+
Chapter 17 Solutions
Student Solutions Manual for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th
Ch. 17.2 - Problem 17-1 Wrtie the IUPAC name for each...Ch. 17.2 - Prob. 17.2PCh. 17.2 - Prob. 17.3PCh. 17.4 - Prob. 17.4PCh. 17.4 - Prob. 17.5PCh. 17.4 - Problem 17-6 Show the reaction of benzaldehyde...Ch. 17.4 - Problem 17-7 Identify all hemiacetals and acetals...Ch. 17.5 - Prob. 17.8PCh. 17 - 17-9 Answer true or false. (a) The one aldehyde...Ch. 17 - Prob. 17.10P
Ch. 17 - 17-11 What is the difference in structure between...Ch. 17 - 17-12 Is it possible for the carbon atom of a...Ch. 17 - 17-13 Which compounds contain carbonyl groups?Ch. 17 - 17-14 Following are structural formulas for two...Ch. 17 - 17-15 Draw structural formulas for the four...Ch. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - 17-18 Draw structural formulas for these ketones....Ch. 17 - 17-19 Write the JUPAC names for these compounds.Ch. 17 - Prob. 17.20PCh. 17 - 17-2 1 Explain why each name is incorrect. Write...Ch. 17 - Prob. 17.22PCh. 17 - Prob. 17.23PCh. 17 - 17-24 In each pair of compounds, select the one...Ch. 17 - Prob. 17.25PCh. 17 - 17-26 Account for the fact that acetone has a...Ch. 17 - 17-27 Pentane, 1-butanol, and butanal all have...Ch. 17 - 17-28 Show how acetaldehyde can form hydrogen...Ch. 17 - 17-29 Why can’t two molecules of acetone form a...Ch. 17 - 17-30 Answer true or false. (a) The reduction of...Ch. 17 - 17-3 1 Draw a structural formula for the principal...Ch. 17 - Prob. 17.32PCh. 17 - 17-33 What simple chemical test could you use to...Ch. 17 - 17-34 Explain why liquid aldehydes are often...Ch. 17 - 17-35 Suppose that you take a bottle of...Ch. 17 - 17-36 Explain why the reduction of an aldehyde...Ch. 17 - Prob. 17.37PCh. 17 - Prob. 17.38PCh. 17 - Prob. 17.39PCh. 17 - Prob. 17.40PCh. 17 - Prob. 17.41PCh. 17 - Prob. 17.42PCh. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Prob. 17.46PCh. 17 - 17-47 What is the characteristic structural...Ch. 17 - Prob. 17.48PCh. 17 - Prob. 17.49PCh. 17 - Prob. 17.50PCh. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - Prob. 17.53PCh. 17 - 17-54 Following is the structure of...Ch. 17 - Prob. 17.55PCh. 17 - Prob. 17.56PCh. 17 - Prob. 17.57PCh. 17 - Prob. 17.58PCh. 17 - Prob. 17.59PCh. 17 - 17-60 1-Propanol can be prepared by the reduction...Ch. 17 - Prob. 17.61PCh. 17 - 17-62 Show how to bring about these conversions....Ch. 17 - Prob. 17.63PCh. 17 - Prob. 17.64PCh. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - 17-67 Draw structural formulas for these...Ch. 17 - Prob. 17.68PCh. 17 - 17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C)...Ch. 17 - 17-70 What simple chemical test could you use to...Ch. 17 - Prob. 17.71PCh. 17 - 17-72 The following molecule is an enediol; each...Ch. 17 - 17-73 Alcohols can be prepared by the...Ch. 17 - 17-74 Glucose, C6H12O6, contains an aldehyde group...Ch. 17 - Prob. 17.75PCh. 17 - Prob. 17.76PCh. 17 - Prob. 17.77PCh. 17 - 17-78 Complete the following equation for these...Ch. 17 - 17-79 Write an equation for each conversion. (a)...
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- Predict the products of this organic reaction: H3O+ + ? • Draw all the reasonable products in the drawing area below. If there are no products, because no reaction will occur, check the box under the drawing area. • Include both major and minor products, if some of the products will be more common than others. • Be sure to use wedge and dash bonds if you need to distinguish between enantiomers. No reaction. Click and drag to start drawing a structure. dmarrow_forwardIarrow_forwardDraw the anti-Markovnikov product of the hydration of this alkene. this problem. Note for advanced students: draw only one product, and don't worry about showing any stereochemistry. Drawing dash and wedge bonds has been disabled for esc esc ☐ Explanation Check F1 1 2 F2 # 3 F3 + $ 14 × 1. BH THE BH3 2. H O NaOH '2 2' Click and drag to start drawing a structure. F4 Q W E R A S D % 905 LL F5 F6 F7 © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibility < & 6 7 27 8 T Y U G H I F8 F9 F10 F11 F12 9 0 J K L P + // command option Z X C V B N M H H rol option commandarrow_forward
- AG/F-2° V 3. Before proceeding with this problem you may want to glance at p. 466 of your textbook where various oxo-phosphorus derivatives and their oxidation states are summarized. Shown below are Latimer diagrams for phosphorus at pH values at 0 and 14: -0.93 +0.38 -0.50 -0.51 -0.06 H3PO4 →H4P206 →H3PO3 →→H3PO₂ → P → PH3 Acidic solution Basic solution -0.28 -0.50 3--1.12 -1.57 -2.05 -0.89 PO HPO H₂PO₂ →P → PH3 -1.73 a) Under acidic conditions, H3PO4 can be reduced into H3PO3 directly (-0.28V), or via the formation and reduction of H4P206 (-0.93/+0.38V). Calculate the values of AG's for both processes; comment. (3 points) 0.5 PH P 0.0 -0.5 -1.0- -1.5- -2.0 H.PO, -2.3+ -3 -2 -1 1 2 3 2 H,PO, b) Frost diagram for phosphorus under acidic conditions is shown. Identify possible disproportionation and comproportionation processes; write out chemical equations describing them. (2 points) H,PO 4 S Oxidation stale, Narrow_forward4. For the following complexes, draw the structures and give a d-electron count of the metal: a) Tris(acetylacetonato)iron(III) b) Hexabromoplatinate(2-) c) Potassium diamminetetrabromocobaltate(III) (6 points)arrow_forward2. Calculate the overall formation constant for [Fe(CN)6]³, given that the overall formation constant for [Fe(CN)6] 4 is ~1032, and that: Fe3+ (aq) + e = Fe²+ (aq) E° = +0.77 V [Fe(CN)6]³ (aq) + e¯ = [Fe(CN)6] (aq) E° = +0.36 V (4 points)arrow_forward
- 5. Consider the compounds shown below as ligands in coordination chemistry and identify their denticity; comment on their ability to form chelate complexes. (6 points) N N A B N N N IN N Carrow_forward1. Use standard reduction potentials to rationalize quantitatively why: (6 points) (a) Al liberates H2 from dilute HCl, but Ag does not; (b) Cl2 liberates Br2 from aqueous KBr solution, but does not liberate C12 from aqueous KCl solution; c) a method of growing Ag crystals is to immerse a zinc foil in an aqueous solution of AgNO3.arrow_forwardWhat would be the best choices for the missing reagents 1 and 3 in this synthesis? 1 1. PPh3 2. n-BuLi 3 2 • Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Click and drag to start drawing a structure. Xarrow_forward
- What is the missing reactant R in this organic reaction? N N H3O+ +R + • Draw the structure of R in the drawing area below. • Be sure to use wedge and dash bonds if it's necessary to draw one particular enantiomer. Click and drag to start drawing a structure. fmarrow_forwardThe product on the right-hand side of this reaction can be prepared from two organic reactants, under the conditions shown above and below the arrow. Draw 1 and 2 below, in any arrangement you like. 1+2 NaBH3CN H+ N Click and drag to start drawing a structure. 5arrow_forwardAssign this HSQC Spectrum ( please editing clearly on the image)arrow_forward
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