4-Methyl-3-thiosemicarbazide

4-Methyl-3-thiosemicarbazide
Names
	Systematic IUPAC name N-Methylhydrazinecarbothioamide
Identifiers
CAS Number	6610-29-3;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3182946;
ChemSpider	2006040 ;
ECHA InfoCard	100.026.876
EC Number	229-563-2;
PubChem CID	2723853;
UNII	PK83E1T776;
CompTox Dashboard (EPA)	DTXSID7044390;
	InChI InChI=1S/C2H7N3S/c1-4-2(6)5-3/h3H2,1H3,(H2,4,5,6) Key: PTVZQOAHCSKAAS-UHFFFAOYSA-N ; InChI=1S/C2H7N3S/c1-4-2(6)5-3/h3H2,1H3,(H2,4,5,6) Key: OKISUZLXOYGIFP-UHFFFAOYAC;
	SMILES CNC(=S)NN;
Properties
Chemical formula	C2H7N3S
Molar mass	105.16 g·mol−1
Melting point	135 to 138 °C (275 to 280 °F; 408 to 411 K)[1]
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H300
GHS precautionary statements	P264, P270, P301+310, P321, P330, P405, P501
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	14 mg/kg rat
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

4-Methyl-3-thiosemicarbazide is an organosulfur compound with the formula of with the formula CH₃NHC(S)NHNH₂. It is a white, odorless solid. The compound is one of the many derivatives of thiosemicarbazide. It is a precursor to diverse organic compounds and metal complexes.

Applications

4-Methyl-3-thiosemicarbazide is used as an intermediate compound in the synthesis of some types of herbicides, for example tebuthiuron.[2]

Structure of Ni(H₂NNCSNHMe)₂.[3]

Precautions and toxicity

4-Methyl-3-thiosemicarbazide can cause irritation of the eyes, respiratory tract, and skin. Swallowing the chemical may cause death.[1] It is classified as a "dangerous good for transport".[4]

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References

Material Safety Data Sheet, October 26, 2012, retrieved August 23, 2013
Ralph Kenneth Achgill, Laurence Wesley Call (November 2, 1989), Improved synthesis of 4-methyl-3-thiosemicarbazide, retrieved August 24, 2013
Burrows, Andrew D.; Harrington, Ross W.; Mahon, Mary F.; Teat, Simon J. (2002). "Structural manipulation through selective substitution of hydrogen bonding groups: The supramolecular structures of bis(thiosemicarbazidato)nickel complexes". CrystEngComm. 4 (89): 539. doi:10.1039/b208284e.
4-Methyl-3-thiosemicarbazide (CAS 6610-29-3), 2007, retrieved August 24, 2013

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[msds-1] Material Safety Data Sheet, October 26, 2012, retrieved August 23, 2013

[patent-2] Ralph Kenneth Achgill, Laurence Wesley Call (November 2, 1989), Improved synthesis of 4-methyl-3-thiosemicarbazide, retrieved August 24, 2013

[3] Burrows, Andrew D.; Harrington, Ross W.; Mahon, Mary F.; Teat, Simon J. (2002). "Structural manipulation through selective substitution of hydrogen bonding groups: The supramolecular structures of bis(thiosemicarbazidato)nickel complexes". CrystEngComm. 4 (89): 539. doi:10.1039/b208284e.

[scbt-4] 4-Methyl-3-thiosemicarbazide (CAS 6610-29-3), 2007, retrieved August 24, 2013