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Diethylmercury: Difference between revisions

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{{orphan|date=September 2010}}

{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 389504938
| Watchedfields = changed
⚫ | Name = Diethylmercury
⚫ | verifiedrevid = 424699118
| ImageFile = Diethylmercury-2D-skeletal.png
⚫ | Name = Diethylmercury
⚫ | IUPACName = diethylmercury
| ImageFile = Diethyl mercury.svg
⚫ | Section1 = {{Chembox Identifiers
⚫ | IUPACName = diethylmercury
⚫ | CASNo = 627-44-1
⚫ |Section1={{Chembox Identifiers
⚫ | RTECS =
| CASNo_Ref = {{cascite|correct|??}}
⚫ | CASNo = 627-44-1
| EINECS = 211-000-7
| MeSHName = C007378
⚫ | RTECS =
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 11814
| PubChem = 12318
| SMILES = CCCC
| InChI = 1/2C2H5.Hg/c2*1-2;/h2*1H2,2H3;/rC4H10Hg/c1-3-5-4-2/h3-4H2,1-2H3
| InChIKey = SPIUPAOJDZNUJH-KFYQOLPSAK
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/2C2H5.Hg/c2*1-2;/h2*1H2,2H3;
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = SPIUPAOJDZNUJH-UHFFFAOYSA-N
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = 323TG9BTE8
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>4</sub>H<sub>10</sub>Hg | Formula = {{Chem|C|4|H|10|Hg}}<br>{{Chem|({{Chem|C|2|H|5}})|2|Hg}}
| MolarMass = 258.71 g/mol | MolarMass = 258.71 g/mol
| Appearance = Colorless liquid | Appearance = Colorless liquid
| Density = 2.446 g/ml, liquid | Density = 2.446 g/ml
| Solubility = Insoluble | Solubility = Insoluble
| SolubleOther = Ethers, hydrocarbons, ]
| MeltingPt = -45 °C
| BoilingPt = 56 - 57 °C | MeltingPtC = -45
| BoilingPtC = 156 to 157
| Viscosity = ? ] at ? °C
| BoilingPt_notes =
| Odor = Sweet
}} }}
| Section3 = {{Chembox Structure |Section3={{Chembox Structure
| MolShape = | MolShape =
}} }}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalMSDS = | ExternalSDS =
| MainHazards = | MainHazards = Flammable, extremely toxic
| FlashPt = N/A | FlashPt = N/A
| RPhrases = {{R26}}, {{R27}}, {{R28}},<br /> {{R33}}, {{R50}}, {{R53}} | GHSPictograms = {{GHS06}}{{GHS08}}{{GHS09}}
| GHSSignalWord = Danger
| SPhrases = {{S13}}, {{S28}}, {{S36}}, {{S45}},<br />{{S60}}, {{S61}}
| HPhrases = {{H-phrases|225|300+310+330|373|410}}
| PPhrases = {{P-phrases|260|262|264|270|271|273|280|284|301+310|302+350|304+340|310|314|320|321|322|330|361|363|391|403+233|405|501}}
}} }}
}} }}
'''Diethylmercury ''' is a flammable, colorless liquid, and one of the strongest known ]s. This ] is described as having a slightly sweet smell, though inhaling enough fumes to notice this would involve significant exposure to the chemical.<ref>http://www.chemicalbook.com/ChemicalProductProperty_EN.aspx?CBNumber=CB7165894</ref> '''Diethylmercury ''' is a flammable, colorless liquid, and one of the strongest known ]s. This ] is described as having a slightly sweet smell, though inhaling enough fumes to notice this would be hazardous.<ref>{{Cite web|url=http://www.chemicalbook.com/ChemicalProductProperty_EN.aspx?CBNumber=CB7165894|title=Diethyl Mercury &#124; 627-44-1|access-date=2009-01-28|archive-date=2018-10-27|archive-url=https://web.archive.org/web/20181027021631/https://www.chemicalbook.com/ChemicalProductProperty_EN.aspx?CBNumber=CB7165894|url-status=dead}}</ref>
This chemical has also the ability to cross the ] causing permanent brain damage and decrease in IQ. This chemical can cross the ], causing permanent brain damage. It is, however, considerably less toxic than ].


== Synthesis ==
Diethylmercury can be obtained from the reaction between ] and ].<ref>{{Cite book|last=Brauer|first=Georg|url=https://www.worldcat.org/oclc/310719490|title=Handbuch der präparativen anorganischen Chemie Bd. 2.|others=Baudler, Marianne|date=1975 |isbn=978-3-432-87813-3|edition=3rd|location=Stuttgart|pages=1063|oclc=310719490}}</ref>

:2 C<sub>2</sub>H<sub>5</sub>MgBr + HgCl<sub>2</sub> → Hg(C<sub>2</sub>H<sub>5</sub>)<sub>2</sub> + MgBr<sub>2</sub> + MgCl<sub>2</sub>
Other methods are also known.<ref>{{Cite book|last=Kolbe|first=Hermann|title=Ausführliches Lehrbuch der organischen Chemie, Volume 2|year=1860|pages=964|author-link=Hermann Kolbe|url=https://books.google.com/books?id=-qU5AAAAcAAJ&pg=PA964}}</ref>
==See also== ==See also==
*] * ]
* ]


==References== ==References==
<references/> <references/>

{{Mercury compounds}}


{{DEFAULTSORT:Diethyl Mercury}} {{DEFAULTSORT:Diethyl Mercury}}
] ]
]

]
]
]

Latest revision as of 04:12, 3 September 2024

Diethylmercury
Names
IUPAC name diethylmercury
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.010.001 Edit this at Wikidata
EC Number
  • 211-000-7
MeSH C007378
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/2C2H5.Hg/c2*1-2;/h2*1H2,2H3;Key: SPIUPAOJDZNUJH-UHFFFAOYSA-N
  • InChI=1/2C2H5.Hg/c2*1-2;/h2*1H2,2H3;/rC4H10Hg/c1-3-5-4-2/h3-4H2,1-2H3Key: SPIUPAOJDZNUJH-KFYQOLPSAK
SMILES
  • CCCC
Properties
Chemical formula C
4H
10Hg
(C
2H
5)
2Hg
Molar mass 258.71 g/mol
Appearance Colorless liquid
Odor Sweet
Density 2.446 g/ml
Melting point −45 °C (−49 °F; 228 K)
Boiling point 156 to 157 °C (313 to 315 °F; 429 to 430 K)
Solubility in water Insoluble
Solubility Ethers, hydrocarbons, THF
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Flammable, extremely toxic
GHS labelling:
Pictograms GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word Danger
Hazard statements H225, H300+H310+H330, H373, H410
Precautionary statements P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Flash point N/A
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Diethylmercury is a flammable, colorless liquid, and one of the strongest known neurotoxins. This organomercury compound is described as having a slightly sweet smell, though inhaling enough fumes to notice this would be hazardous. This chemical can cross the blood–brain barrier, causing permanent brain damage. It is, however, considerably less toxic than dimethylmercury.

Synthesis

Diethylmercury can be obtained from the reaction between ethylmagnesium bromide and mercury(II) chloride.

2 C2H5MgBr + HgCl2 → Hg(C2H5)2 + MgBr2 + MgCl2

Other methods are also known.

See also

References

  1. "Diethyl Mercury | 627-44-1". Archived from the original on 2018-10-27. Retrieved 2009-01-28.
  2. Brauer, Georg (1975). Handbuch der präparativen anorganischen Chemie Bd. 2. Baudler, Marianne (3rd ed.). Stuttgart. p. 1063. ISBN 978-3-432-87813-3. OCLC 310719490.{{cite book}}: CS1 maint: location missing publisher (link)
  3. Kolbe, Hermann (1860). Ausführliches Lehrbuch der organischen Chemie, Volume 2. p. 964.
Mercury compounds
Mercury(I)
Mercury(II)
Organomercury
compounds
Mercury(IV)
Amalgams
Mercury cations
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