Question
please help!!! I need to identify the unknown compound.
state - solid
color is white
smell- pleasant
mp- 73-75 C
Insoluble in H2O,NaOH, NaHCO3 and HCL.
Soluble in H2SO4
classification is Aldehyde Or Ketone.

Rel. Intensity IVIASS SPECIKUIV 100 80 60 40 20 0.0 0.0 40 80 120 160 200 240 m/z
00 1P 7 6 5 2 9 ppm
0 0
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Answer #1

m.p. - 73-75 C

Insoluble in H2O,NaOH, NaHCO3 and HCl.

Soluble in H2SO4

Classification is Aldehyde Or Ketone.

1H -NMR : All protons are in aromatic region (7.4 -7.8 ppm) : so it is an aromatic ketone (aldehyde is absent as no peak of aldehyde proton )

Mass spectra :  

Base paek (100 % ) : m/z : 105 :it may due to C6H5-C\equivO+ , which is stable , so most intense peak.

* There are several groups peaks in which m/z and (m+2)/z have 3:1 intensity (like m/z : 111&113 ; 139&141; 216 & 218) : these indicates presence of Cl.

So, using this information Molecular mass : 216

and Molecular formula : C13H9OCl

Using all above information reach on conclusion that compound is Chlorobenzophenone.

There are 3-isomers of this :

  • 2-Chlorobenzophenone (Melting point: 44-47 °C)

  • 3-Chlorobenzophenone (Melting point: 85-87 °C)

  • 4-Chlorobenzophenone (Melting point: 93-96 °C)

Melting point of your compound   - 73-75 C

As per your compounds melting point it should be 3-Chlorobenzophenone .

1H-NMR indicates of  3-Chlorobenzophenone or 4-Chlorobenzophenone.

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