Methyl dimethyldithiocarbamate

Methyl dimethyldithiocarbamate is the organosulfur compound with the formula (CH₃)₂NC(S)SCH₃. It is the one of simplest dithiocarbamic esters. It is a white volatile solid that is poorly soluble in water but soluble in many organic solvents. It was once used as a pesticide.

Methyl dimethyldithiocarbamate

Names
Preferred IUPAC name Methyl dimethylcarbamodithioate
Other names Cystogon, DMDTM, Forbiat
Identifiers
CAS Number	3735-92-0 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL504894
ChemSpider	18397
ECHA InfoCard	100.021.005
EC Number	223-105-5
PubChem CID	19526
UNII	BKH76WPU8C Y
CompTox Dashboard (EPA)	DTXSID40190797
InChI InChI=1S/C4H9NS2/c1-5(2)4(6)7-3/h1-3H3 Key: NBBZMDUHKWRYSZ-UHFFFAOYSA-N
SMILES CN(C)C(=S)SC
Properties
Chemical formula	(CH3)2NC(S)SCH3
Molar mass	135.24 g·mol−1
Appearance	colorless or white solid
Melting point	45–47 °C (113–117 °F; 318–320 K)
Hazards
GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H332, H335
Precautionary statements	P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methyl dimethyldithiocarbamate can be prepared by methylation of salts of dimethyldithiocarbamate:^[2]

(CH₃)₂NCS−2Na⁺ + (CH₃O)₂SO₂ → (CH₃)₂NC(S)SCH₃ + CH₃OSO−3Na⁺

It can also be prepared by the reaction of a tetramethylthiuram disulfide with methyl Grignard reagents:^[3]

[(CH₃)₂NC(S)S]₂ + CH₃MgBr → (CH₃)₂NC(S)SCH₃ + (CH₃)₂NCS₂MgBr