EBK ORGANIC CHEMISTRY AS A SECOND LANGU
4th Edition
ISBN: 9781119234715
Author: Klein
Publisher: VST
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Chapter 12.13, Problem 28ATS
Interpretation Introduction
Interpretation:
A proper synthesis for the following compound using acetylene is to be determined.
Concept introduction:
The final product has ten carbon atoms, while the starting material acetylene has only two carbon atoms. This means there must be many carbon-carbon coupling reactions involved. The product is an ester which means one of the possible ways of synthesis must be a reaction of a
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Dimethyl disulfide, CH,S–SCH3, found in the vaginal secretions of
female hamsters, acts as a sexual attractant for the male hamster. Write
an equation for its synthesis from methanethiol.
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane
2. After a brief discussion with each other, Tsomane proposed Method A to
synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that
started from hydroxymethylcyclohexane 3. Each student believed that their
proposed method is better than the other. (Scheme below)
(1)
1
Ph
THF
A
Ph
Ph
B
H₂SO4
100 °C
3
OH
What is the name of the reaction that is followed by reaction Method A?
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane
2. After a brief discussion with each other, Tsomane proposed Method A to
synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that
started from hydroxymethylcyclohexane 3. Each student believed that their
proposed method is better than the other. (Scheme below)
(1)
Ph
Ph
8*8
Ph
THF
A
1
Santande
B
H₂SO4
100 °C
3
OH
Using curly arrows, provide full mechanistic details accounting how
methylenecyclohexane 2 was synthesised according to both Methods
A and B.
Chapter 12 Solutions
EBK ORGANIC CHEMISTRY AS A SECOND LANGU
Ch. 12.1 - Prob. 1LTSCh. 12.1 - Prob. 1PTSCh. 12.1 - Prob. 2ATSCh. 12.1 - Prob. 3CCCh. 12.2 - Prob. 4CCCh. 12.3 - Prob. 8CCCh. 12.3 - Prob. 9CCCh. 12.4 - Prob. 3LTSCh. 12.4 - Prob. 10PTSCh. 12.4 - Prob. 11ATS
Ch. 12.4 - Prob. 4LTSCh. 12.4 - Prob. 12PTSCh. 12.4 - Prob. 13ATSCh. 12.6 - Prob. 14CCCh. 12.6 - Prob. 5LTSCh. 12.6 - Prob. 15PTSCh. 12.6 - Prob. 16PTSCh. 12.7 - Prob. 18CCCh. 12.9 - Prob. 6LTSCh. 12.9 - Prob. 19PTSCh. 12.9 - Prob. 20ATSCh. 12.9 - Prob. 21CCCh. 12.10 - Prob. 7LTSCh. 12.10 - Prob. 22PTSCh. 12.10 - Prob. 23ATSCh. 12.13 - Prob. 8LTSCh. 12.13 - Prob. 24PTSCh. 12.13 - Prob. 25ATSCh. 12.13 - Prob. 26CCCh. 12.13 - Prob. 9LTSCh. 12.13 - Prob. 27PTSCh. 12.13 - Prob. 28ATSCh. 12 - Prob. 29PPCh. 12 - Prob. 30PPCh. 12 - Prob. 31PPCh. 12 - Prob. 32PPCh. 12 - Prob. 33PPCh. 12 - Prob. 34PPCh. 12 - Prob. 35PPCh. 12 - Prob. 36PPCh. 12 - Prob. 37PPCh. 12 - Prob. 38PPCh. 12 - Prob. 39PPCh. 12 - Prob. 40PPCh. 12 - Prob. 41PPCh. 12 - Prob. 42PPCh. 12 - Prob. 43PPCh. 12 - Prob. 44PPCh. 12 - Prob. 45PPCh. 12 - Prob. 46PPCh. 12 - Prob. 47PPCh. 12 - Prob. 48PPCh. 12 - Prob. 49PPCh. 12 - Prob. 50PPCh. 12 - Prob. 51PPCh. 12 - Prob. 52PPCh. 12 - Prob. 53ASPCh. 12 - Prob. 54ASPCh. 12 - Prob. 55ASPCh. 12 - Prob. 62IPCh. 12 - Prob. 64IPCh. 12 - Prob. 65IPCh. 12 - Prob. 66IPCh. 12 - Prob. 67IPCh. 12 - Prob. 68IPCh. 12 - Prob. 69IPCh. 12 - Prob. 74IP
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