Metam sodium
{{chembox
| verifiedrevid = 409002120
| Reference = Merck Index, 11th Edition, 5860.
| ImageFile = metham sodium.png
| ImageSize = 160px
| ImageFile1 = Metham sodium 3D ball.png
| ImageSize1 = 170
| ImageAlt1 = Ball-and-stick model of the component ions of metham sodium
| PIN = Sodium methylcarbamodithioate
| OtherNames = Metham sodium
Carbathion
Carbathione
Carbothion
Metamsodium
Metam-sodium
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2273119
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C2H5NS2.Na/c1-3-2(4)5;/h1H3,(H2,3,4,5);/q;+1/p-1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = AFCCDDWKHLHPDF-UHFFFAOYSA-M
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=137-42-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 3CD7UKN224
| PubChem = 5366415
| SMILES = [Na+].[S-]C(=S)NC
}}
|Section2={{Chembox Properties
| Formula=C2H4NNaS2
| MolarMass=129.18 g/mol
| Appearance=
| Density=
| MeltingPt=
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| Solubility=
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|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
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Metam sodium is an organosulfur compound with the formula {{chem2|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.{{cite book |doi=10.1002/14356007.a17_125.pub2|chapter=Nematicides |title=Ullmann's Encyclopedia of Industrial Chemistry |year=2008 |last1=Hartwig |first1=Jürgen |last2=Sommer |first2=Herbert |last3=Müller |first3=Franz |isbn=978-3527306732 }} 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.[http://www.epa.gov/oppbead1/pestsales/01pestsales/usage2001_2.htm 2000-2001 Pesticide Market Estimates] {{webarchive|url=https://web.archive.org/web/20090207095013/http://www.epa.gov/oppbead1/pestsales/01pestsales/usage2001_2.htm |date=2009-02-07 }}, U.S. Environmental Protection Agency
Metam-sodium belongs to two HRAC groups, so it is designated Group A/C (Aus), Group A/C1 (global) and Group 1/5 (numeric).{{cite web |last1=Hertfordshire |first1=University of |title=Metam-sodium (Ref: N 869) |url=https://sitem.herts.ac.uk/aeru/ppdb/en/Reports/447.htm |website=sitem.herts.ac.uk}}
Preparation and properties
Metam sodium is prepared by combining methylamine, carbon disulfide, and sodium hydroxide:
:{{chem2|CH3NH2 + CS2 + NaOH → CH3NHCS2Na + H2O}}
It also arises from the reaction of methyl isothiocyanate and sodium thiolate.
Upon exposure to the environment, metam sodium decomposes to methyl isothiocyanate and other sulfur compounds.{{cite journal| author=Bretaudeau Deguigne M, Lagarce L, Boels D, Harry P| title=Metam sodium intoxication: the specific role of degradation products--methyl isothiocyanate and carbon disulphide--as a function of exposure. | journal=Clin Toxicol (Phila) | year= 2011 | volume= 49 | issue= 5 | pages= 416–22 | pmid=21740140 | doi=10.3109/15563650.2011.585472 | pmc= | url=https://www.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pubmed&tool=sumsearch.org/cite&retmode=ref&cmd=prlinks&id=21740140 }}
Safety and environmental considerations
Metam sodium is nonpersistent in the environment since it decomposes rather quickly to toxic methyl isothiocyanate and carbon disulfide.{{cite journal| author=Bretaudeau Deguigne M, Lagarce L, Boels D, Harry P| title=Metam sodium intoxication: the specific role of degradation products--methyl isothiocyanate and carbon disulphide--as a function of exposure. | journal=Clin Toxicol (Phila) | year= 2011 | volume= 49 | issue= 5 | pages= 416–22 | pmid=21740140 | doi=10.3109/15563650.2011.585472 | pmc= | url=https://www.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pubmed&tool=sumsearch.org/cite&retmode=ref&cmd=prlinks&id=21740140 }} In 1991 a tank car with 19,000 gallons of a metam sodium based pesticide spilled into Sacramento River above Lake Shasta. This killed all fish in a 41-mile stretch of the river. 20 years later the rainbow trout population had recovered.{{Cite web|url=https://dtsc.ca.gov/20th-anniversary-of-largest-chemical-spill-in-california-history/|title=Largest chemical spill in California history|website=dtsc.ca.gov|language=en|access-date=2017-12-11}}
==See also==
- Zineb - A related dithiocarbamate salt which is also used as a fungicide
References
{{reflist}}
External links
- {{PPDB|447}}
{{Herbicides}}
{{DEFAULTSORT:Metham Sodium}}