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Organic Chemistry Fingerprint and Diagnostic Signals Question

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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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