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Organic Chemistry Fingerprint and Diagnostic Signals Question

I’m studying for my Chemistry class and don’t understand how to answer this. Can you help me study?

1. Deduce the identity of compound  A and B, whose IR spectrum shows the following fingerprint and diagnostic signals.

Compound A 

  1. 3500-2600 (broad) cm-1 
  2. 1710 (intense) cm-1  
  3. 1200 ( medium) cm-1  

Compound B 

  1. 3400-3200 (broad) cm-1 
  2. 3100-2900 (broad) cm-1 
  3. 1200 ( medium) cm-1  

A.

Compound B is an alcohol

Compound A is a carboxylic acid

B.

Compound B is an alcohol

Compound A is an aldehyde

C.

Compound B is an aldehyde

Compound A is an carboxylic acid

D.

Compound A is an aldehyde

Compound B is an carboxylic acid

E.

Compound A is an alcohol

Compound B is a carboxylic acid

2. Deduce the identity of compound  A and B, whose IR spectrum shows the following important fingerprint and diagnostic signals.

Compound A 

  1. 3100-3080 ( medium, sharp) cm-1
  2. 3000-2850 (strong, intense) cm-1 
  3. 1610 (medium, sharp) cm-1   

Compound B 

  1. 3300-3250 ( strong, sharp) cm-1
  2. 3000-2850 (strong, intense) cm-1 
  3. 2100 (medium, sharp) cm-1  

A.

Compound A is an Alkene ( sp2 C-H  present)

Compound B is an Alkyne ( sp C-H present)

B.

Compound B is an Alkene ( sp2 C-H  present)

Compound A is an Alkyne ( sp C-H present)

C.

Compound A is an Alkene ( sp2 C-H  absent)

compound B is an Alkene ( sp2 C-H present)

D.

Compound B is an Alkene ( sp2 C-H  absent)

compound A is an Alkene ( sp2 C-H present)

E.

Compound A is an Alkane

compound B is an Alkene

3. Which compounds would be consistent with the IR and NMR spectrum  given below. (REFER TO LAB 2 PDF ATTACHED).

  1. Draw the structure of the compound 
  2. Match all the peaks/ signals on the IR ; H-NMR and C-NMR spectra  with the functional groups/ protons/ carbons present in the predicted molecule.

Chemical Formula: C6H12O; Molecular Weight: 100.16

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