Question

Based on the mass spectrum. I want to know what are the two substituted functional group to the benzene ring?  

(78.0,0) RELATIVE UTENSITY 10000 9000- B000 6000 5000 Mass Spectrum Download spectrum.fi 3000 2000 1000- 100 110 MZ 20130 MS Unknown #18 Benzeme

1st region info :

108.9 : 691

107.9 , 9878

106.9,9429

2nd peak info :

90.9 , 311

90.0 , 1002

88.7 , 345

Answer 1

Hey... first of all thanks for this beautiful question,but here i just want to add that you are getting 2 extra peaks than benzene that doesn't necessarily mean that the Benzene ring has two substituents,it is possible to have only one type of substituent though we are getting 2 extra peaks.

Here at first I am showing an example of that

*+7 concha ...) 93 108

At first I was thinking the spectrum corresponds to Anisole.But the spectrum has peak at 90,not at 93.So i had to look for another option.

Here you can see the main molecule corresponds to the peak at 108,if we remove one proton this will give peak at 107.

-Е- 8 C) = ен. 3 1o8 .

Removing the -OH fragment we are satisfactorily getting some fragments which corresponds to the peak at 91,90 & 89.

So this molecule fits in. I have shown p-cresol,but it can be o-cresol or m-cresol also.All these 3 constitutional isomers have the same mass spectra.

Hope you are satisfied with my answer,if you have any doubt feel free to ask in comment and if you like my explanation kindly give me a thumbs up. Your satisfaction is our inspiration. Have a good day.