Compound A has a molecular formula C6H12 , and has the following;    2 secondary carbons  2 primary carbons A plane of symmetry     Compound A is treated with H2 and Pd to give compound B.  Compound A was treated with ozone and gave 2 equivalents of compound C with the formula C3H6O.Compound A was then treated with CH2I2 and Zn to form Compound D, which has two stereocenters and is meso. What are the structures for compounds A-D?  Compound A and Compound C IR spectrum are given below. What is the structure of Compound A?

Principles of Instrumental Analysis
7th Edition
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Chapter19: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 19.8QAP
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Compound A has a molecular formula C6H12 , and has the following;

 

  1.  2 secondary carbons
  2.  2 primary carbons
  3. A plane of symmetry

 

 

Compound A is treated with H2 and Pd to give compound B.  Compound A was treated with ozone and gave 2 equivalents of compound C with the formula C3H6O.Compound A was then treated with CH2I2 and Zn to form Compound D, which has two stereocenters and is meso. What are the structures for compounds A-D?  Compound A and Compound C IR spectrum are given below. What is the structure of Compound A?

Compound A
100
80
GO -
Compound B
40
20
4000
3000
2000
1500
1000
400
Wavenumber (cm]
A
B
C
D
E
H
F
K
M
J
Transcribed Image Text:Compound A 100 80 GO - Compound B 40 20 4000 3000 2000 1500 1000 400 Wavenumber (cm] A B C D E H F K M J
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