Fall 2019CHM-1206. Perform a retrosynthetic analysis by working backwards two steps in the synthesis below.Identify possible combinations of A and B that could lead to compound C."онВAenantiomerонCBrBrBrIIIIIIVo nonCIVVIVIIVill(a) B I and A = VI(d) B I and A IlI(b) BV and AIl(e) B = VIl and A V(c) B IV and A = VI7.Which of the following information is primarily obtained from infrared spectroscopy?

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Asked Nov 12, 2019
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6. perform a retrosynthetic analysis by working backwards two steps in the synthesis below. 

Fall 2019
CHM-120
6. Perform a retrosynthetic analysis by working backwards two steps in the synthesis below.
Identify possible combinations of A and B that could lead to compound C.
"он
В
A
enantiomer
он
C
Br
Br
Br
II
III
IV
o non
CI
V
VI
VII
Vill
(a) B I and A = VI
(d) B I and A IlI
(b) B
V and A
Il
(e) B = VIl and A V
(c) B IV and A = VI
7.
Which of the following information is primarily obtained from infrared spectroscopy?
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Fall 2019 CHM-120 6. Perform a retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that could lead to compound C. "он В A enantiomer он C Br Br Br II III IV o non CI V VI VII Vill (a) B I and A = VI (d) B I and A IlI (b) B V and A Il (e) B = VIl and A V (c) B IV and A = VI 7. Which of the following information is primarily obtained from infrared spectroscopy?

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Expert Answer

Step 1

Retrosynthesis is a technique for solving problems in planning the organic synthesis. It is a process of transforming a target molecule into simpler precursor structures regardless of any potential reactivity/interaction with reagents. Each precursor material is examined using the same method. This procedure is repeated until the simple available structures are reached.

Given:

OH
+enantiomer
OH
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OH +enantiomer OH

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Step 2

Retrosynthetic analysis is performed for the above scheme:

в
*он
A
Enantiomer
"он
Target molecule
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в *он A Enantiomer "он Target molecule

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Step 3

Synthesis of the target molecule:

The target molecule is 1-methyl-2-ethyl- Cis-cyclopentane-1,2- diol.  Cis diol can be prepared from alkene using OsO4 / NaHSO3( H2O), alkaline KMnO...

он
E elimination
OsO4
*он
NaHSO3,H20
Target molecule
A
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он E elimination OsO4 *он NaHSO3,H20 Target molecule A

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