Diaryl sulfides
Diaryl sulfides |
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![]() General formula |
![]() Diphenyl sulfide |
![]() 2-naphthylphenyl sulfide |
In chemistry, diaryl sulfides (also diaryl thioethers ) are organic compounds that have a thioether group as a functional group - a sulfur atom that is substituted by two aryl radicals (Ar 1 –S – Ar 2 ). Phenyl , 1-naphthyl, 2-naphthyl, etc., occur as aryl group .
The diphenyl (Ph-Ph-S) is the most famous Diarylthioether.
Classification
The diaryl thioethers can be divided into symmetrical and asymmetrical representatives.
Structural formula | |
---|---|
symmetrical |
![]() Diphenyl sulfide |
unbalanced |
![]() 2-naphthylphenyl sulfide |
Manufacturing
Several methods are described for the synthesis of the diaryl sulfides:
- Reaction of z. B. the sodium salt of thiophenol with bromobenzene
- Reaction of aromatic sulfenyl halides (e.g. Ar – S – Cl) with an arene (Ar – H) with aluminum chloride catalysis. This is an electrophilic substitution.
Individual evidence
- ^ Siegfried Hauptmann : Organic Chemistry , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindustrie, Leipzig 1985, ISBN 3-342-00280-8 , p. 477.