107-26-6

Basic information

• Product Name: bromoethylmercury
• Synonyms: bromoethylmercury;Ethylmercury(II) bromide
• CAS NO: 107-26-6
• Molecular Formula: C₂H₅BrHg
• Molecular Weight: 308.54716
• EINECS: 203-477-5
• Mol File: 107-26-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 254.79°C (estimate)
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: bromoethylmercury(CAS DataBase Reference)
• NIST Chemistry Reference: bromoethylmercury(107-26-6)
• EPA Substance Registry System: bromoethylmercury(107-26-6)

Safety Data

• Hazardous Substances Data: 107-26-6(Hazardous Substances Data)

Usage

General Description

Bromoethylmercury is an organomercury compound that is used in laboratory settings as a reagent. It is a highly toxic and potentially lethal substance, typically handled with extreme caution. Bromoethylmercury is known to be a strong alkylating agent, meaning it has the ability to transfer its ethyl group to other molecules, particularly proteins and enzymes. This can lead to widespread damage to cells and tissues, particularly in the nervous system. Due to its extreme toxicity, there are strict safety protocols for handling bromoethylmercury, and it is not commonly used in industrial or commercial applications.

InChI:InChI=1/C2H5.BrH.Hg/c1-2;;/h1H2,2H3;1H;/q;;+1/p-1/rC2H5BrHg/c1-2-4-3/h2H2,1H3

Upstream product

• 1126-00-7 1-phenylpyrazole 
• 116670-00-9 {(η5-C5Me5)Os(CO)(PMe2Ph)Et} 
• 116669-97-7 {(η5-C5Me5)Os(CO)2Et} 
• 14104-20-2 silver tetrafluoroborate 
• 627-44-1 diethylmercury 
• 90-99-3 diphenylchloromethane 
• 617-77-6 triethylbismuth 
• 596-43-0 bromo-triphenyl-methane 
• 78-00-2 tetraethyllead(IV) 
• 597-64-8 tetraethyltin 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 74-84-0 ethane 
• 590-86-3 isovaleraldehyde 
• 17933-10-7 ethyl-dibromo-borane 
• 107-28-8 ethylmercury ⁽¹⁺⁾; hydroxide 
• 41768-50-7 1-(HgC₂H₅)-2-(C₆H₅)-1.2-C₂B₁₀H₁₀ 
• 78-84-2 isobutyraldehyde 
• 75-07-0 acetaldehyde 
• 627-44-1 diethylmercury 

Relevant articles and documents

Organomercury Compounds. XXXI. Preparations and 199Hg N.M.R. Spectra of Organomercury Derivatives of 2-Phenylpyridine, Benzoquinoline, 1-Phenylpyrazole and 3,4,5-Trimethyl-1-phenylpyrazole, and the X-Ray Crystal Structure of Bismercury

2-)Pyridin-2'-yl)phenylmercuric acetate has been prepared by mercuration of 2-phenylpyridine.Symmetrization of the corresponding chloride by alkaline sodium stannite gave bismercury, which was also prepared from 2-(2'-aminophenyl)pyridine by the diazo method and treatment of the initial product with copper powder and aqueous ammonia.Mercuration of benzoquinoline and 3,4,5-trimethyl-1-phenylpyrazole with mercuric acetate followed by treatment with lithium chloride yielded benzoquinolin-10-ylmercuric chloride and 2-(3',4',5'-trimethylpyrazol-1'-yl)phenylmercuric chloride respectively.Treatment of the former product with tribromide ions gave 10-bromobenzoquinoline.The exchange Grignard reaction between 1-phenylpyrazole and ethylmagnesium bromide to give 2-(pyrazol-1'-yl)phenylmagnesium bromide has been monitored by reactions with benzonitrile and D2O to establish optimum conditions for reaction with mercuric bromide giving bismercury.The 199Hg n.m.r. chemical shifts of the majority of mercurials are shifted substantially downfield to the corresponding simple phenylmercurials consistent with weak intramolecular coordination by the heterocyclic nitrogen donor atoms, but a small upfield shift is observed for bismercury.The X-ray crystal structure of bismercury 1/n, a 12.746(2), b 11.660(2), c 5.698(1) Angstroem, β 92.81(1) deg, V 845.8 Angstroem3> shows a centrosymmetric molecule with strong linear two coordination and significant but much weaker Hg-N interactions giving overall distorted square planar stereochemistry.The phenyl rings are mutually coplanar, whilst the two pyridin-2'-yl rings are parallel and inclined at 10.8 deg to the phenyl groups.

REACTION OF ALKYLMERCURY AND ALKYLTIN COMPOUNDS WITH DIPHENYLMETHYL SALTS

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