Methylenebis(dibutyldithiocarbamate)

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Methylenebis­(dibutyldithiocarbamate)
CH2 dtc 2.svg
Names
Preferred IUPAC name
Methylene bis(dibutylcarbamodithioate)
Other names
Methylene Dibutyldithiocarbamate
Identifiers
PubChem CID
UNII
Properties
C19H38N2S4
Molar mass 422.77 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Methylenebis(dibutyldithiocarbamate) is the organosulfur compound with the formula CH2(SC(S)NBu2)2 (Bu = C4H9). It is a derivative of dibutyldithiocarbamate that is used as an additive to various lubricants, both as an antioxidant and to prevent metal surfaces. [1] It is prepared by alkylation of the dithiocarbamate with dichloromethane. [2] Although it is described as colored, simple esters of dithiocarbamate are typically colorless. [3]

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Thiuram disulfides are a class of organosulfur compounds with the formula (R2NCSS)2. Many examples are known, but popular ones include R = Me and R = Et. They are disulfides obtained by oxidation of the dithiocarbamates. These compounds are used in sulfur vulcanization of rubber as well as in the manufacture of pesticides and drugs. They are typically white or pale yellow solids that are soluble in organic solvents.

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Metam sodium is an organosulfur compound with the formula CH3NHCS2Na. The compound is a sodium salt of a dithiocarbamate. The compound exists as a colorless dihydrate, but most commonly it is encountered as an aqueous solution. It is used as a soil fumigant, pesticide, herbicide, and fungicide. It is one of the most widely used pesticides in the United States, with approximately 60 million pounds used in 2001.

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<span class="mw-page-title-main">Ethylenetetracarboxylic dianhydride</span> Chemical compound

Ethylenetetracarboxylic dianhydride is a chemical compound with formula C
6
O
6
, that can be seen as the twofold anhydride of ethylenetetracarboxylic acid C
6
H
4
O
8
. It has a bicyclic molecular structure consisting of two maleic anhydride rings fused by their respective alkene units. It is a pale yellow oily liquid, soluble in dichloromethane and chloroform.

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Iron tris(dimethyldithiocarbamate) is the coordination complex of iron with dimethyldithiocarbamate with the formula Fe(S2CNMe2)3 (Me = methyl). It is marketed as a fungicide.

<span class="mw-page-title-main">Photochlorination</span>

Photochlorination is a chlorination reaction that is initiated by light. Usually a C-H bond is converted to a C-Cl bond. Photochlorination is carried out on an industrial scale. The process is exothermic and proceeds as a chain reaction initiated by the homolytic cleavage of molecular chlorine into chlorine radicals by ultraviolet radiation. Many chlorinated solvents are produced in this way.

<span class="mw-page-title-main">Iron tris(diethyldithiocarbamate)</span> Chemical compound

Iron tris(diethyldithiocarbamate) is the coordination complex of iron with diethyldithiocarbamate with the formula Fe(S2CNEt2)3 (Et = ethyl). It is a black solid that is soluble in organic solvents.

<span class="mw-page-title-main">Cobalt tris(diethyldithiocarbamate)</span> Chemical compound

Cobalt tris(diethyldithiocarbamate) is the coordination complex of cobalt with diethyldithiocarbamate with the formula Co(S2CNEt2)3 (Et = ethyl). It is a diamagnetic green solid that is soluble in organic solvents.

<span class="mw-page-title-main">Transition metal dithiocarbamate complexes</span>

Transition metal dithiocarbamate complexes are coordination complexes containing one or more dithiocarbamate ligand, which are typically abbreviated R2dtc. Many complexes are known. Several homoleptic derivatives have the formula M(R2dtc)n where n = 2 and 3.

References

  1. Theo Mang; Jürgen Braun; Wilfried Dresel; Jürgen Omeis (2011). "Lubricants, 2. Components". Ullmanns Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.o15_o04. ISBN   978-3-527-30673-2.
  2. Cespedes, Carlos; Vega, Juan C. (1994). "Reactions of Dichloromethane with Thioanions. 1. Preparation of Bis(N,N-dialkylthiocarbamoylthio)methanes". Phosphorus, Sulfur and Silicon and the Related Elements. 90 (1–4): 155–8. doi:10.1080/10426509408016397.
  3. John R. Grunwell (1970). "Reaction of Grignard reagents with tetramethylthiuram disulfide [yielding dithiocarbamates]". J. Org. Chem. 35 (5): 1500–1501. doi:10.1021/jo00830a052.