Chemistry:Silver diethyldithiocarbamate

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Silver diethyldithiocarbamate
Silver diethyldithiocarbamate 2D structure.svg
3D model silver diethyldithiocarbamate.png
Names
IUPAC name
Silver diethylcarbamodithioate
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 216-003-7
UNII
Properties
C5H10AgNS2
Molar mass 256.13 g·mol−1
Appearance Greenish-yellow solid
Melting point 175 °C (347 °F; 448 K)
Insoluble
Solubility Soluble in pyridine
Hazards[1]
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
2
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Silver diethyldithiocarbamate is a chemical compound. It is the silver salt of diethylthiocarbamic acid.[2]

Preparation

Silver diethyldithiocarbamate can be prepared by mixing a solution sodium diethyldithiocarbamate with a solution of silver nitrate. A precipitate forms immediately and can be filtered to isolate from the rest of the mixture.[3] The solid should then be rinsed with hot water in order to remove the residual acid salt that will be present.[4]

Application

Silver diethyldithiocarbamate can be applied to introduce the diethyldithiocarbamato ligand to a coordination compound. Silver diethyldithiocarbamate can also be used to detect Nitrogen monooxide in the brain and other tissue. These applications are similar to the applications of sodium diethyldithiocarbamate, which is more practical to use from a synthetic and toxicological perspective.[5]

Determination of arsenic concentration

File:As tri DDC.tif File:HSDCC.tif

The solubility of silver diethyldithiocarbamate, compared to sodium diethyldithiocarbamate, allows it to be used to determine arsenic concentrations in water. Silver diethyldithiocarbamate dissolved in pyridine appears as an intensely yellow-colored solution. Arsenic ions are transferred to an arsine generating flask and diluted with water. Sulfuric acid, potassium iodide solution, and stannous chloride dihydrate are diluted in a solution of concentrated hydrochloric acid and mixed. The apparatus is plugged loosely with lead acetate wool, which acts as a Scrubbing. The pyridine and silver diethyldithiocarbamate solution is added to the tube and serves as the absorber solution. Granulated zinc is added to the arsine generator flask, which will result in the production of hydrogen because of the presence of acid. The arsine is carried through the tube by the generated hydrogen gas. The arsine reacts with the silver diethyldithiocarbamate solution and forms red-colored products (535 nm). Ultraviolet-visible spectroscopy can be used to determine the concentration of arsenic can be calculated based on Beer's Law.[6][7]

The red product is a result of arsine bubbling through the silver diethyldithiocarbamate solution and there are two likely products responsible for the color change. One is arsenic substituting the silver in diethyldithiocarbamate, resulting a coordination compound in which three diethyldithiocarbamate ligands are bound to an As atom (Figure 1). The other product is a result of the reduction of silver diethyldithiocarbamate (Figure 2).

This method for determination of arsenic concentration is applicable to not only waste water and mineral water but also petroleum, the human body,[8] various foods and ores,[9] and pyrolysis gasses.[10] There have all been reports of silver diethyldithiocarbamate being modified into an electrode to be used for similar purposes.[11][12]

This method of determining arsenic levels in water is compared to the Gutzeit procedure and has the advantages of faster hydrogen gas absorption and more objective color interpretation.[8]

References

  1. https://www.fishersci.com/store/msds?partNumber=AA1189809&productDescription=SLVR+DIETHLDITHIOCARBAMATE+10G&vendorId=VN00024248&countryCode=US&language=en[full citation needed]
  2. "Arsenic and its compounds. Silver diethyldithiocarbamate method". American Industrial Hygiene Association Journal 33 (3): 197. June 4, 2010. doi:10.1080/0002889728506630. ISSN 0002-8894. PMID 5074677. https://pubmed.ncbi.nlm.nih.gov/5074677/. 
  3. Budesinsky, B. W. (1979-03-01). "Arsenic colorimetry with silver diethyldithiocarbamate" (in en). Microchemical Journal 24 (1): 80–87. doi:10.1016/0026-265X(79)90041-9. ISSN 0026-265X. https://dx.doi.org/10.1016/0026-265X%2879%2990041-9. 
  4. "Method 200.7, Revision 4.4: Determination of Metals and Trace Elements in Water and Wastes by Inductively Coupled Plasma-Atomic Emission Spectrometry". 1994. pp. 59. https://www.epa.gov/sites/default/files/2015-08/documents/method_200-7_rev_4-4_1994.pdf. 
  5. "Silver diethyldithiocarbamate". Sigma-Aldrich. https://www.sigmaaldrich.com/catalog/product/sial/d93503?lang=en&region=US. 
  6. Fischer, Daniel Carl (1989). Colorimetric determination and speciation of arsenic with silver diethyldithiocarbamate (Thesis). p. 30. doi:10.25669/5x8m-gu68.
  7. "Silver Diethyldithiocarbamate". ACS Reagent Chemicals. 2017. doi:10.1021/acsreagents.4321.20160601. ISBN 978-0-8412-3046-0. 
  8. 8.0 8.1 Bäumler, J.; Obersteg, J. Im; Shafer, R. (1968). "Determination of the level of arsenic in human bodies (population of Basle)". Deutsche Zeitschrift für die gesamte gerichtliche Medizin 64 (2): 56–61. doi:10.1007/BF00586806. PMID 5710954. 
  9. Zhou, Zi-hong (2011). "Determination of Trace Arsenic in Phosphorus Ore". Guangzhou Huagong 39 (6): 113. http://en.cnki.com.cn/Article_en/CJFDTotal-GZHA201106044.htm. 
  10. Tong, Ling; Gao, Rui-feng (2012). "Determination of arsenic content in pyrolysis by using silver diethyl dithiocarbamate spectrophotometric method". Shihua Jishu Yu Yingyong 30 (5): 454. http://en.cnki.com.cn/Article_en/CJFDTotal-IZHM201205020.htm. 
  11. Lian, Kaoqi; Kang, Weijun; Li, Shan (2009). "二乙基二硫代氨基甲酸银修饰电极法测定大米中的微量硒(IV)" (in Chinese). Weisheng Yanjiu 38 (1): 123–124. doi:10.19813/j.cnki.weishengyanjiu.2009.01.039. 
  12. Zhao, Shi-hao; Zhang, Ping-Ping; Chen, Li-Yan (2009). "Determination of chloride ion in selenium(IV) system with silver-diethyldithocarbamate modified electrode". Asian Journal of Chemistry 21 (8): 6265–6270. http://www.asianjournalofchemistry.co.in/User/ViewFreeArticle.aspx?ArticleID=21_8_66.