''S''-Nitrosotriphenylmethanethiol is the

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)₃CSNO. It is a rare example of a nitrosothiol derivative that is robust solid at room temperature. The green compound can be produced by the reaction of

triphenylmethanethiol Triphenylmethanethiol is an organosulfur compound with the formula (C6H5)3CSH. It is the thiol derivative of the bulky substituent triphenylmethyl (called trityl). The compound forms a number of unusual derivatives that are more stable than les ...

with

nitrous acid Nitrous acid (molecular formula ) is a weak and monoprotic acid known only in solution, in the gas phase, and in the form of nitrite () salts. It was discovered by Carl Wilhelm Scheele, who called it " phlogisticated acid of niter". Nitrous ac ...

: :(C₆H₅)₃CSH + HONO → (C₆H₅)₃CSNO + H₂O According to

X-ray crystallography X-ray crystallography is the experimental science of determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to Diffraction, diffract in specific directions. By measuring th ...

, ''S''-nitrosotriphenylmethanethiol features a conventional

trityl Triphenylmethane or triphenyl methane (sometimes also known as Tritan), is the hydrocarbon with the chemical formula, formula (C6H5)3CH. This colorless solid is soluble in nonpolar organic solvents and not in water. Triphenylmethane is the basic sk ...

group appended to a bent SNO substituent. The S-N=O angle is 114°, while the S-N and N=O distances are 1.78 and 1.79 Å. Other ''S''-nitrosothiols, e.g. MeSNO and

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have characterized by similar structures.

References

{{DEFAULTSORT:Nitrosotriphenylmethanethiol, S- Nitroso compounds Sulfur compounds