Answer:
The answer is Ethyl 3-hydroxybenzoate (structure attached).
Explanation:
The following can be elucidated from IR table of values:
2400- 3200 cm-1 ⇒ Carboxylic acid
17000 cm-1 ⇒ C=O bond (aldehyde, ketone)
1630 cm-1 ⇒ C=C (alkene) or aromatics
H NMR values:
1.53 ⇒ CH3 next to an electronegative, hence the high chemical shift (deshielded)
4.32⇒CH2 next to a CH3 and an R group (possible deshielding)
7.08, 8.13 ⇒ aromatics.
The structure is attached.
Answer:
The Structure of the compound with expected H-NMR is attached as a file below
Explanation
Degree of unsaturation = [tex]C - \frac{H}{2} - \frac{X}{2} + N + 1[/tex]
[tex]= 9 - \frac{10}{2} + 1\\\\= 5[/tex]
From H - NMR data
The 3-H triplet and 2-H quartet indicates an ethyl group
The [tex]\delta[/tex] values of ethyl group indicates that it is attached to O
Therefore, the ethoxy group is confirmed
The 4-H pair of leaning doublets with [tex]\delta[/tex] = 7.08, 8.13 indicates the presence of para substituted benzene
The 1-H siglet at [tex]\delta[/tex] = 10 indicates the presence of acid H
From the IR
the peak at [tex]17001-630 cm^{-1}[/tex] indicates the presence of C = O group
Therefore,
COOH group is confirmed (1-Hs, [tex]\delta = 10 and 17001-630 cm^{-1}[/tex])
The p-substituted benzene contains ethoxy group and carboxylic group
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