Triphenylmethanethiol
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Triphenylmethanethiol is an
organosulfur compound Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfu ...
with the formula (C6H5)3CSH. It is the thiol derivative of the bulky substituent
triphenylmethyl The triphenylmethyl radical (often shorted to trityl radical) is an organic compound with the formula (C6H5)3C. It is a persistent radical. It was the first radical ever to be described in organic chemistry. Because of its accessibility, the trit ...
(called trityl). The compound forms a number of unusual derivatives that are more stable than less bulky analogues. The
sulfenyl chloride In organosulfur chemistry, a sulfenyl chloride is a functional group with the connectivity , where R is alkyl or aryl. Sulfenyl chlorides are reactive compounds that behave as sources of . They are used in the formation of and bonds. According ...
(C6H5)3CSCl is obtained from the thiol with sulfuryl chloride. It in turn reacts with ammonia to form the sulfenamide (C6H5)3CSNH2. The thiol reacts with nitrous acid to give ''S''-nitrosotriphenylmethanethiol (C6H5)3CSNO.{{cite journal, last1=Arulsamy, first1=N., last2=Bohle, first2=D. S., last3=Butt, first3=J. A., last4=Irvine, first4=G. J., last5=Jordan, first5=P. A., last6=Sagan, first6=E., date=1999, title=Interrelationships between conformational dynamics and the redox chemistry of ''S''-nitrosothiols, journal=Journal of the American Chemical Society, volume=121, issue=30, pages=7115–7123, doi=10.1021/ja9901314


References

Thiols Phenyl compounds