Triphenylmethanethiol
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Triphenylmethanethiol is an
organosulfur compound Organosulfur chemistry is the study of the properties and synthesis of organosulfur compounds, which are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur der ...
with the formula (C6H5)3CSH. It is the
thiol In organic chemistry, a thiol (; ), or thiol derivative, is any organosulfur compound of the form , where R represents an alkyl or other organic substituent. The functional group itself is referred to as either a thiol group or a sulfhydryl grou ...
derivative of the bulky substituent triphenylmethyl (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 Sulfuryl chloride is an inorganic compound with the formula SO2Cl2. At room temperature, it is a colorless liquid with a pungent odor. Sulfuryl chloride is not found in nature. Sulfuryl chloride is commonly confused with thionyl chloride, SOC ...
. 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