Thiosemicarbazide

Thiosemicarbazide is the chemical compound with the formula H2NC(S)NHNH2. A white, odorless solid, it is related to thiourea (H2NC(S)NH2) by the insertion of an NH center. They are commonly used as ligands for transition metals. Many thiosemicarbazides are known. These feature an organic substituent in place of one or more H's of the parent molecule. 4-Methyl-3-thiosemicarbazide is a simple example.

Thiosemicarbazide
Names
Preferred IUPAC name
Hydrazinecarbothioamide
Other names
N-Aminothiourea, Aminothiourea
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.077
EC Number
  • 201-184-7
UNII
UN number 2811 2771
  • InChI=1S/CH5N3S/c2-1(5)4-3/h3H2,(H3,2,4,5)
    Key: BRWIZMBXBAOCCF-UHFFFAOYSA-N
  • C(=S)(N)NN
Properties
CH5N3S
Molar mass 91.13 g·mol−1
Appearance white solid
Density 1.465 g/cm3
Melting point 183 °C (361 °F; 456 K)
Hazards
GHS labelling:
Danger
H300, H412
P264, P270, P273, P301+P310, P321, P330, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

According to X-ray crystallography, the CSN3 core of the molecule is planar as are the three H's nearest the thiocarbonyl group.

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