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. Author manuscript; available in PMC: 2016 Nov 23.
Published in final edited form as: Mass Spektrom. 2016;13(2):83–94.

Table 1.

Thiobenzoquinoid type ions in the spectra of derivatives of para-mercaptobenzoic acids.

Compound m/z (Rel. %) Ion structure

4-(Trifluoroacetylthio)benzoic acid 125 (31) HO+=C6H4=S
4-(Pentafluoropropionylthio)benzoic acid 125 (27)
4-(Heptafluorobutyrylthio)benzoic acid 125 (24)
4-Methoxycarbonylthiobenzoic acid 125 (58)
4-Ethoxycarbonylthiobenzoic c acid 125 (20)
4-n-Propyloxycarbonylthiobenzoic acid 125 (14)
4-Isopropyloxycarbonylthiobenzoic acid 125 (13)

Methyl 4-(methoxycarbonylthio)benzoate 139 (31) CH3O+=C6H4=S
Methyl 4-(ethoxycarbonylthio)benzoate 139 (26)
Methyl 4-(n-propyloxycarbonylthio)benzoate 139 (26)
Methyl 4-(isopropyloxycarbonylthio)benzoate 139 (17)
Methyl 4-(trifluoroacetylthio)benzoate 139 (46)
Methyl 4-(acetylthio)benzoate 139 (13)

Ethyl 4-(ethoxycarbonylthio)benzoate 153 (9) C2H5O+=C6H4=S
n-Propyl 4-(n-propyloxycarbonyl thio)benzoate 167 (3) C3H7O+=C6H4=S
Trifluoroacetyl 4-(trifluoroacetylthio)benzoyl anhydride 193 (11) CF3O+=C6H4=S

Trimethylsilyl 4-(trifluoroacetylthio)benzoate 166 (12) (CH3)2Si=C6H4=S+
Trimethylsilyl 4-(pentafluoropropionylthio)benzoate 166 (12)
Trimethylsilyl 4-(heptafluorobutyrylthio)benzoate 166 (14)
t- Butyldimethylsilyl 4-(trifluoroacelylthio)benzoate 166 (6)
t-Butyldimethylsilyl 4-(pentafluoropropionylthio)benzoate 166 (10)
t-Butyldimethylsilyl 4-(heptafluorobutyrylthio)benzoate 166 (11)
Trimethylsilyl 4-(trimethylsilylthio)benzoate 166 (12)