115-09-3 Usage
Chemical Properties
white crystals or powder
Uses
Different sources of media describe the Uses of 115-09-3 differently. You can refer to the following data:
1. industrial and agricultural uses of the compound
and its industrial production have generally been
abandoned because of its high toxicity. Methylmercury
remains of considerable concern, however, because of its
continuous formation in the environment. In the aquatic
environment, elemental mercury is first oxidized to the
mercuric mercury ion (Hg2+
), which may then become
methylated to form methylmercury compounds, either by
chemical or microbiologically catalyzed reactions. Methylmercury
is accumulated by fish and marine mammals and
attains its highest concentrations in large predatory species at
the top of the aquatic and marine food chains. By this means,
methylmercury enters the human diet. Thus, minimization of
environmental mercury contamination is imperative.
2. Methylmercury(II) chloride is used as a precursor for the preparation of methyl mercury acetate. It is used as a specific reagent (electron stain) for sulfhydryl groups in biological materials like protein as well as demonstration in electron microscopy.
General Description
White microcrystals or crystals.
Air & Water Reactions
Aqueous solutions at a concentration of 0.25 mg / mL are stable for 3 weeks in the dark at room temperature. Aqueous 0.0001 M solutions show no degradation after 17.1 hours of midday sunlight. High intensity UV irradiation of solutions causes decomposition .
Reactivity Profile
METHYLMERCURY(II) CHLORIDE may be sensitive to light.
Fire Hazard
Flash point data for METHYLMERCURY(II) CHLORIDE are not available; however, METHYLMERCURY(II) CHLORIDE is probably nonflammable.
Safety Profile
Poison by ingestion,
intramuscular, intravenous, and intraperitoneal routes. Questionable
carcinogen with experimental carcinogenic
and teratogenic data. Human mutation data
reported. Experimental reproductive effects.
When heated to decomposition it emits very
toxic fumes of Cland Hg. See also
MERCURY COMPOUNDS.
Carcinogenicity
A number of authors have reported carcinogenic effects in
rats and mice exposed orally to methylmercury. An association
between methylmercury exposure and renal adenocarcinoma
was shown in male mice, but no increase in tumor
incidence was detected in rats. These findings are supported
by reports on methylmercury-induced degeneration of DNA,
and inhibition of the formation of the mitotic spindle.Intoxications with alkoxialkyl or aryl compounds are similar
to intoxications with inorganic mercury compounds, as
these organomercurials are relativelyunstable. Alkylmercury
compounds, such as methylmercury, result in a different
syndrome due to the stability of the mercury–methyl binding.
The earliest symptoms in adults are paresthesias in the
extremities and the face, particularly around the mouth.
Later on, disturbances occur inthe motor functions, resulting
in ataxia and dysphasia. The visual field is decreased, and,
in severe cases, may result in total blindness. These symptoms
were observed in large-scale poisonings caused by
methylmercury.
Purification Methods
Recrystallise it from absolute EtOH (20mL/g). at 206nm ( 1.37). [See EtHgCl above; Breitinger et al. J Organomet Chem 256 217 1983,max Slotta et al. J Prakt Chem 120 249 1929, Waugh et al. J Phys Chem 59 395 1955, Beilstein 16 IV 1729.]
Check Digit Verification of cas no
The CAS Registry Mumber 115-09-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 5 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 115-09:
(5*1)+(4*1)+(3*5)+(2*0)+(1*9)=33
33 % 10 = 3
So 115-09-3 is a valid CAS Registry Number.
InChI:InChI=1/CH3.ClH.Hg/h1H3;1H;/q;;+1/p-1/rCH3ClHg/c1-3-2/h1H3
115-09-3Relevant articles and documents
Methyl transfer from a cobalt complex to Ni(tmc)+ yielding Ni(tmc)Me+: A model for methylcobalamin alkylation of CO dehydrogenase
Ram,Riordan, Charles G.
, p. 2365 - 2366 (1995)
-
Hirata et al.
, p. 5045,5046-5048 (1960)
Mechanistic Studies into the Sn/Hg Exchange Reaction of 1,2-Fc(PPh2)(SnMe3) with HgCl2: Competitive Sn-Me over Sn-Fc Cleavage in Noncoordinating Solvents
Tagne Kuate, Alain C.,Lalancette, Roger A.,J?kle, Frieder
, p. 677 - 687 (2019)
Tin-mercury exchange represents one of the most versatile and cleanest routes to arylmercuric halides. We found that reaction of the ferrocenylstannane 1,2-Fc(PPh2)(SnMe3) (1) with HgCl2 in acetone results in the unexpected spontaneous formation of 2·HgCl2, a diferrocenylmercury (Fc2Hg)-supported diphosphine chelate ligand as its HgCl2 complex. Mechanistic investigations into the generation of 2·HgCl2 reveal initial formation of an adduct of 1 with HgCl2, followed by competitive Sn-Me and Sn-Fc bond cleavage with formation of chloromercury and chlorodimethylstannyl-substituted ferrocene species. When the reaction is performed in chloroform as a noncoordinating solvent, formation of 2·HgCl2 is not observed, but instead 1,2-Fc(PPh2)(SnMe2Cl) (5) is generated as the major product. 5 is initially isolated as a complex with MeHgCl (generated as a byproduct), but the latter can be easily released by heating under high vacuum. When 5 is further reacted with 2 equiv of HgCl2 in acetone, the adduct 1,2-Fc(PPh2·HgCl2)(HgCl) (6·HgCl2) forms. An X-ray crystal structure of 6·HgCl2 shows two individual molecules that form Hg···Cl-bridged dimers, which in turn are linked by intermolecular Hg···Cl contacts to give a polymeric structure. In contrast, the equimolar reaction of 5 and HgCl2 results in initial complexation to give 5·HgCl2, which slowly transforms into the diferrocenylmercury species 2·HgCl2. These results confirm that both 1 and the byproduct 5 obtained by Sn-Me bond cleavage are competent intermediates in the formation of complex 2 in acetone. The preferential cleavage of the Sn-Me over the Sn-Fc bond in noncoordinating solvents is attributed to the presence of the diphenylphosphino group in an ortho position. These observations may have broader implications due to the formation of MeHgCl as a highly toxic and volatile byproduct and suggest that noncoordinating solvents are better avoided and extreme caution is necessary when performing Sn/Hg exchange reactions on donor-substituted substrates.
Mueller,Frey
, p. 113,118 (1969)
-
Erlenmeyer,Leo
, p. 1171,1180 (1932)
-
Synthesis, characterization, and C-H activation reactions of novel organometallic O-donor ligated Rh(III) complexes
Tenn III, William J.,Conley, Brian L.,Bischof, Steven M.,Periana, Roy A.
, p. 551 - 558 (2011/02/28)
The synthesis and characterization of the O-donor ligated, air and water stable organometallic complexes trans- (2), and cis-(hfac-O,O) 2Rh(CH3)(py) (3), trans-(hfac-O,O)2Rh(C 6H5)(py) (4), cis-(hfac-O,O)2Rh(C 6H5)(py) (5), and cis-(hfac-O,O)2Rh(Mes)(py) (6) (where hfac-O,O = κ2-O,O-1,1,1,5,5,5- hexafluoroacetylacetonato) are reported. These compounds are analogues to the O-donor iridium complexes that are active catalysts for the hydroarylation and C-H activation reactions as well as the bis-acetylacetonato rhodium complexes, which we recently reported. The trans-complex 2 undergoes a quantitative trans to cis isomerization in cyclohexane to form 3, which activates C-H bonds in both benzene and mesitylene to form compounds 5 and 6, respectively. All of these compounds are air and water stable and do not lead to decomposition products. Complex 5 promotes hydroarylation of styrene by benzene to generate dihydrostilbene.
