| |
| Names | |
|---|---|
|
Preferred IUPAC name
Triphenylmethanethiol | |
| Other names
Trityl mercaptan
| |
| Identifiers | |
3D model (
JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.020.928 |
| EC Number |
|
PubChem
CID
|
|
| UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| C19H16S | |
| Molar mass | 276.40 g·mol−1 |
| Appearance | yellow solid |
| Melting point | 103–107 °C (217–225 °F; 376–380 K) |
| Hazards | |
| GHS labelling: | |
| |
| Warning | |
| H315, H319, H332 | |
| P261, P264, P271, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Triphenylmethanethiol is an organosulfur compound with the formula (C6H5)3CSH. It is the thiol derivative of the bulky substituent triphenylmethyl (called trityl). [1] [2]
The compound forms a number of unusual derivatives that are more stable than less bulky analogues. The sulfenyl chloride (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. [3]
- ^ Garnsey, Michelle R.; Wengryniuk, Sarah E.; Coltart, Don M. (2009). "Triphenylmethanethiol". Encyclopedia of Reagents for Organic Synthesis. doi: 10.1002/047084289X.rn01030. ISBN 978-0471936237.
- ^ Senning, Alexander (1991). "Triphenylmethanethiol and triphenylmethanesulfenyl chloride". Sulfur Letters. 12 (4–5): 183–192.
- ^ Arulsamy, N.; Bohle, D. S.; Butt, J. A.; Irvine, G. J.; Jordan, P. A.; Sagan, E. (1999). "Interrelationships between conformational dynamics and the redox chemistry of S-nitrosothiols". Journal of the American Chemical Society. 121 (30): 7115–7123. doi: 10.1021/ja9901314.
|
| |
| Names | |
|---|---|
|
Preferred IUPAC name
Triphenylmethanethiol | |
| Other names
Trityl mercaptan
| |
| Identifiers | |
3D model (
JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.020.928 |
| EC Number |
|
PubChem
CID
|
|
| UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| C19H16S | |
| Molar mass | 276.40 g·mol−1 |
| Appearance | yellow solid |
| Melting point | 103–107 °C (217–225 °F; 376–380 K) |
| Hazards | |
| GHS labelling: | |
|
| |
| Warning | |
| H315, H319, H332 | |
| P261, P264, P271, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Triphenylmethanethiol is an organosulfur compound with the formula (C6H5)3CSH. It is the thiol derivative of the bulky substituent triphenylmethyl (called trityl). [1] [2]
The compound forms a number of unusual derivatives that are more stable than less bulky analogues. The sulfenyl chloride (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. [3]
- ^ Garnsey, Michelle R.; Wengryniuk, Sarah E.; Coltart, Don M. (2009). "Triphenylmethanethiol". Encyclopedia of Reagents for Organic Synthesis. doi: 10.1002/047084289X.rn01030. ISBN 978-0471936237.
- ^ Senning, Alexander (1991). "Triphenylmethanethiol and triphenylmethanesulfenyl chloride". Sulfur Letters. 12 (4–5): 183–192.
- ^ Arulsamy, N.; Bohle, D. S.; Butt, J. A.; Irvine, G. J.; Jordan, P. A.; Sagan, E. (1999). "Interrelationships between conformational dynamics and the redox chemistry of S-nitrosothiols". Journal of the American Chemical Society. 121 (30): 7115–7123. doi: 10.1021/ja9901314.