Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 9.SE, Problem 40AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 9.SE, Problem 40AP , additional homework tip  1

Interpretation:

How to carry out the conversion shown is to be stated.

Concept introduction:

Terminal alkenes can be converted in to aldehydes with same number of carbon atoms by hydroboration-oxidation reaction. The addition of water occurs with syn stereochemistry following anti-Markovnikov stereochemistry to yield an alcohol. The alcohol upon oxidation yields an aldehyde.

To state:

How to carry out the conversion shown.

Interpretation Introduction

b)

Organic Chemistry, Chapter 9.SE, Problem 40AP , additional homework tip  2

Interpretation:

How to carry out the conversion shown is to be stated.

Concept introduction:

The alkene is converted in to a dibromo derivative by treating with Br2 in the presence of CH2Cl2. The dibromo derivative is then treated with two equivalents of KOH when dehydrohalogenation takes place yield a terminal alkyne. The terminal alkyne is then converted in to its sodium salt. The sodium alkynide when treated with CH3Br yields the next higher alkyne which when reduced by Li in liq.NH3 produces the trans alkene.

To state:

How to carry out the conversion shown.

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How would you do the following conversion? (More than one step may be required). Br
10.35 Show how you might bring about the following conversions. For any conversion involv- ing more than one step, show each intermediate compound. Toy thalgy LOH (b) HOED HO lemburan, and ignonte dass 101 od 15grote schmal au OH 0-OH OH (a) (c) (e) Лон (i) ОН — 1000 110 10 112 115 HO 10 HO HO Yo OH bir rico sd send ogniz sili CH₂ dilipp besc-sain CH, JESH IH (6 → (b) (6 (d) H1) (d) CH₂Cl O + OH -> rognous siit [del murgiliups (los HO HO HO 00 CHO CH₂OH OH 191 1992 hiwted-Ito (h) 5.0 7 OH TOHO HD 10 2H0D) Ö De din inacted to OH isod 1811 (3) 184 10 odot LOH 210 750 11000-16) H 51 to en
Choose 2 of the 3 compounds and provide a synthesis starting with benzene and any other carbon compound with four or less carbons.

Chapter 9 Solutions

Organic Chemistry

Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
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