dimethyldithiocarbamate

ジメチルジチオカルバミン酸

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/06/08 00:38:41」(JST)

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Chemical structure of dithiocarbamates

A dithiocarbamate is a functional group in organic chemistry. It is the analog of a carbamate in which both oxygen atoms are replaced by sulfur atoms. Sodium diethyldithiocarbamate is a common example. Dithiocarbamates and their derivatives are widely used in the vulcanization of rubber.

Formation and reactions

Many primary and secondary amines react with carbon disulfide and sodium hydroxide to form dithiocarbamate salts:

R₂NH + CS₂ + NaOH → R₂NCS₂^-Na⁺ + H₂O

Ammonia reacts with CS₂ similarly:

2 NH₃ + CS₂ → H₂NCS₂^-NH₄⁺

Dithiocarbamate salts are pale colored solid that are soluble in water and polar organic solvents.

Applications

Zinc dithiocarbamates are used to modify the crosslinking of certain polyolefins with sulfur, a process called vulcanization. They are used as ligands for chelating metals.

Dithiocarbamates specifically ethylene bisdithiocarbamates, EBDCs, in the form of complexes with manganese (maneb), zinc (zineb) or a combination of manganese and zinc (mancozeb), have been used extensively as fungicides in agriculture from the 1940s.

See also

• Thiocarbamate
• Xanthate

References

English Journal

• Copper diethyldithiocarbamate as an activator of Nrf2 in cultured vascular endothelial cells.

• Fujie T1, Murakami M1, Yoshida E1, Tachinami T2, Shinkai Y3, Fujiwara Y4, Yamamoto C5, Kumagai Y3, Naka H6, Kaji T7.
• Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry.J Biol Inorg Chem.2016 Jan 29. [Epub ahead of print]
• The interest in organic-inorganic hybrid molecules as molecular probes for biological systems has been growing rapidly. Such hybrid molecules exhibit unique biological activities. Herein, copper(II) bis(diethyldithiocarbamate) (Cu10) was found to activate the transcription factor NF-E2-related facto
• PMID 26825804

• Effect of test concentration in the ready biodegradability test for chemical substances: Improvement of OECD test guideline 301C.

• Nabeoka R1, Taruki M1, Kayashima T1, Yoshida T1, Kameya T2.
• Environmental toxicology and chemistry / SETAC.Environ Toxicol Chem.2016 Jan;35(1):84-90. doi: 10.1002/etc.3180. Epub 2015 Dec 3.
• In Japan, understanding the environmental persistence of chemicals is very important for risk assessment, and ready biodegradability tests are mainly conducted according to the Organisation for Economic Co-operation and Development test guideline 301C. However, the highest test concentration specifi
• PMID 26211908

• A comparative study on the heavy metal solidification/stabilization performance of four chemical solidifying agents in municipal solid waste incineration fly ash.

• Wang FH1, Zhang F2, Chen YJ2, Gao J3, Zhao B2.
• Journal of hazardous materials.J Hazard Mater.2015 Dec 30;300:451-8. doi: 10.1016/j.jhazmat.2015.07.037. Epub 2015 Jul 20.
• Investigated in this paper were the content, specification distribution, and risk assessment code (RAC) determination of six targeted heavy metals and potentially toxic metals in fly ashes from a municipal solid waste incinerator in China. Contained in it is a comparison of the solidification/stabil
• PMID 26223019

Japanese Journal

• 放射線重合によりアリルチオ尿素を固定した多孔性ポリスチレン粒子のジメチルジチオカルバミン酸亜鉛吸着能

• 三島 聡子,浅野 雅春
• 高分子論文集 71(8), 352-360, 2014
• γ線により多孔性ポリスチレン粒子(PSD)粒子表面にフタル酸ジアリル(FDA)を含む1-アリル-2-チオ尿素(ATU)を固定化した．ATU(FDA)固定化PSD粒子中のATU固定化量が増加すると亜鉛の吸着量も増加することがわかった．また，ATUによる亜鉛吸着能はpHにより大きく変化し，最大効力はpH 5∼7の範囲で発揮された．pH 7では，ATUを固定していないPSD粒子に比べて亜鉛吸着量が2.6 …
• NAID 130004678796

• Preparation, Crystal Structures, and Behavior in Solution of Cobalt(Ⅲ) Complexes Containing 2-Cyanoethylphosphines : trans-〔Co(Me₂dtc)₂{P(CH₂CH₂CN)nPh₃−n}〕BF₄ (n=1–3; Me₂dtc⁻: N,N-Dimethyldithiocarbamate)

• Kihara Keiko,Suzuki Takayoshi,Kita Masakazu [他],SUNATSUKI Yukinari,KOJIMA Masaaki,TAKAGI Hideo D.
• Bulletin of the Chemical Society of Japan 85(10), 1160-1166, 2012-10-15
• NAID 10031120566

• Preparation, Crystal Structures, and Behavior in Solution of Cobalt(III) Complexes Containing 2-Cyanoethylphosphines: trans-[Co(Me2dtc)2{P(CH2CH2CN)nPh3−n}]BF4 (n = 1–3; Me2dtc−: N,N-Dimethyldithiocarbamate)

• , , , , ,
• Bulletin of the Chemical Society of Japan 85(10), 1160-1166, 2012
• … A series of cobalt(III) complexes containing 2-cyanoethylphosphines, [Co(Me2dtc)2{P(CH2CH2CN)nPh3−n}2]BF4 {Me2dtc−: N,N-dimethyldithiocarbamate; …
• NAID 130004152995

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dimethyldithiocarbamate