Names | |
---|---|
Preferred IUPAC name
3-Sulfanylpropanenitrile | |
Other names
β-Mercaptopropionitrile, 2-Cyanoethanethiol, 3-Mercaptopropanenitrile
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.012.438 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C3H5NS | |
Molar mass | 87.14 g·mol−1 |
Appearance | Colorless liquid |
Density | 1.0696 g/cm3 |
Boiling point | 30–32 °C (86–90 °F; 303–305 K) 0.08-0.12 mm |
Hazards | |
GHS labelling: | |
Warning | |
H302, H312, H315, H319, H332, H335 | |
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
3-Mercaptopropionitrile is the organosulfur compound with the formula HSCH2CH2CN. [1] Containing both thiol and nitrile functional groups, it is a bifunctional compound. A colorless liquid, the compound has found some use as a masked form of thiolate.
it is typically prepared from 3-chloropropionitrile via initial reaction with thiourea. The resulting isothiouronium salt hydrolyzes to the thiol. [2] A variation on this preparation involves isolation of the disulfide (SCH2CH2CN)2. Zinc reduction of this disulfide gives the thiol. [3]
Thioethers derived from S-alkylation of 3-mercaptopropionitrile react with strong bases to give thiolate and acrylonitrile:
The conversion illustrates the retro- Michael reaction. The thiolate is then hydrolyzed
Names | |
---|---|
Preferred IUPAC name
3-Sulfanylpropanenitrile | |
Other names
β-Mercaptopropionitrile, 2-Cyanoethanethiol, 3-Mercaptopropanenitrile
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.012.438 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C3H5NS | |
Molar mass | 87.14 g·mol−1 |
Appearance | Colorless liquid |
Density | 1.0696 g/cm3 |
Boiling point | 30–32 °C (86–90 °F; 303–305 K) 0.08-0.12 mm |
Hazards | |
GHS labelling: | |
Warning | |
H302, H312, H315, H319, H332, H335 | |
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
3-Mercaptopropionitrile is the organosulfur compound with the formula HSCH2CH2CN. [1] Containing both thiol and nitrile functional groups, it is a bifunctional compound. A colorless liquid, the compound has found some use as a masked form of thiolate.
it is typically prepared from 3-chloropropionitrile via initial reaction with thiourea. The resulting isothiouronium salt hydrolyzes to the thiol. [2] A variation on this preparation involves isolation of the disulfide (SCH2CH2CN)2. Zinc reduction of this disulfide gives the thiol. [3]
Thioethers derived from S-alkylation of 3-mercaptopropionitrile react with strong bases to give thiolate and acrylonitrile:
The conversion illustrates the retro- Michael reaction. The thiolate is then hydrolyzed