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593-74-8

Basic Information
CAS No.: 593-74-8
Name: DIMETHYLMERCURY
Article Data: 68
Molecular Structure:
Molecular Structure of 593-74-8 (DIMETHYLMERCURY)
Formula: C2H6 Hg
Molecular Weight: 230.66
Synonyms: Dimethylmercury
EINECS: 209-805-3
Density: 2.961 g/mL at 25 °C(lit.)
Melting Point: ?43 °C(lit.)
Boiling Point: 93-94 °C(lit.)
Flash Point: 42 °c
Solubility:

Stability

    Stable. Highly flammable. Incompatible with strong oxidizing agents.

Toxicology

    Highly toxic. Danger of cumulative effects. May causeserious and irreversible effects on skin contact. May befatal
Appearance: Colorless liquid
Hazard Symbols: VeryT+DangerousN
Risk Codes: 26/27/28-33-50/53
Safety: Suspected carcinogen. Highly toxic. Mutation data reported. Easily flammable. When heated to decomposition it emits toxic fumes of Hg.
Transport Information: UN 3383
PSA: 0.00000
LogP: 1.16510
Synthetic route
587-85-9

diphenylmercury(II)

1445-79-0

trimethyl gallium

A

1059626-80-0

methyl(diphenyl)gallium

B

593-74-8

dimethylmercury

Conditions
ConditionsYield
In neat (no solvent) (CH3)3Ga was added to freshly sublimed diphenylmercury, the suspn. was heated at 100°C in a closed vessel for 3 h, cooled to room temp. without stiring; volatiles were removed in vac. (1E-2 mbar), crystals were washed with n-hexane and dried in vac. for 2 h: elem. anal.;A 98%
B n/a
371-76-6

bis(trifluoromethyl)mercury

75-74-1

Tetramethylblei-(IV)

A

593-74-8

dimethylmercury

B

33327-63-8

methyl(trifluoromethyl)mercury

C

646-62-8

trimethyl(trifluoromethyl)lead

Conditions
ConditionsYield
In toluene absence of air and moisture; heating of PbMe4 with two-fold excess of Hg-compd. (sealed tube, 70°C, 2 weeks); gas chromy.;A 2%
B 94%
C 93%
587-85-9

diphenylmercury(II)

1445-79-0

trimethyl gallium

A

1059626-77-5

dimethyl(phenyl)gallium

B

593-74-8

dimethylmercury

Conditions
ConditionsYield
In neat (no solvent) in an Schlenk flask (CH3)3Ga was added to freshly sublimed (C6H5)2Hg, the vessel was tightly closed, the suspn. was heated at 100°C for 5h, cooled to room temp.; volatiles were removed under reduced pressure (10 mbar), the residue waswashed twice with n-hexane at -70°C; elem. anal.;A 90%
B n/a

pentakis(chloromercurio)(pentamethyl)ruthenocene

676-58-4

methylmagnesium chloride

A

178112-05-5

Ru2(C5(CH3)5)2(C5Mg4Cl4)2Mg

B

593-74-8

dimethylmercury

Conditions
ConditionsYield
In tetrahydrofuran byproducts: methylchloride; 23°C, 12 equiv of methylmagnesiumchloride;A 85%
B n/a
75535-77-2

[(C5H5)2Ti(C6H5)(CH3)]

115-09-3

methylmercury(II) chloride

A

1278-83-7

bis(cyclopentadienyl)methyltitanium(IV) chloride

B

Cp2Ti(Ph)Cl

C

593-74-8

dimethylmercury

D

21392-61-0

methyl phenyl mercury

Conditions
ConditionsYield
In [(2)H6]acetone to cold (-78 °C) soln. of Ti complex (excess) in acetone-d6 added soln. of MeHgCl in acetone-d6 under N2, stirred at -78 °C for 2h, stirred at room temp. for 6 h; monitored by NMR;A 40%
B 60%
C 60%
D 40%
1451001-55-0

1-(2-hydroxyethyl)-3-methyl-(1H)-imidazole-2(3H)-selone

115-09-3

methylmercury(II) chloride

A

C12H20Cl2HgN4O2Se2

B

593-74-8

dimethylmercury

Conditions
ConditionsYield
In water; acetonitrile at 23℃; for 168h; Kinetics; Schlenk technique;A 53%
B n/a

methylmercury-L-glutathionate

1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazole-2(3H)-thione

A

70-18-8

GLUTATHIONE

mercury sulfide

C

593-74-8

dimethylmercury

D

2033-53-6

1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazol-2(3H)-one

Conditions
ConditionsYield
Stage #1: methylmercury-L-glutathionate; 1-(2-hydroxyethyl)-3-methyl-1H-benzo[d]imidazole-2(3H)-thione In water; acetonitrile at 37℃; for 1h;
Stage #2: With sodium hydrogencarbonate In water; acetonitrile at 37℃; for 5h;
A n/a
B 11 mg
C n/a
D 40%
74-83-9

methyl bromide

593-74-8

dimethylmercury

Conditions
ConditionsYield
With sodium amalgam; acetic acid methyl ester at -5 - -3℃;
917-64-6

methyl magnesium iodide

593-74-8

dimethylmercury

Conditions
ConditionsYield
With diethyl ether; mercury dichloride
2229-07-4

methyl radical

593-74-8

dimethylmercury

Conditions
ConditionsYield
With mercury
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Chemistry

Molecular formula C2H6Hg
Molar mass 230.659 g/mol
Appearance Colorless liquid
Density 2.96 g/ml, liquid
Melting point -43 °C
Boiling point 87 - 97 °C
Solubility in water Insoluble

Uses

Dimethylmercury is most often used in toxicology experiments as a fixed point of reference due to its extreme toxicity. It has also been used to calibrate NMR instruments for detection of mercury, although less toxic mercury salts are preferred.

Toxicity Data With Reference

1.   

dnd-mmo-omi 600 mg/L

   NATUAS    Nature. 257 (1975),422.
2.   

oth-mus:oth 25 mg/L

   MUREAV    Mutation Research. 17 (1973),93.
3.    RTECS  OW3010000

Consensus Reports

IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 58 , 1993,p. 239.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 58 , 1993,p. 239.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Safety Profile

Suspected carcinogen. Highly toxic. Mutation data reported. Easily flammable. When heated to decomposition it emits toxic fumes of Hg.
Hazard Codes  T+,N
Risk Statements  26/27/28-33-50/53
Safety Statements  13-28-36-45-60-61
RIDADR  UN 3383 6.1/PG 1
HazardClass  3.1
WGK Germany  3

Standards and Recommendations

OSHA PEL: TWA 0.01 mg(Hg)/m3; CL 0.03 mg(Hg)/m3 (skin)
ACGIH TLV: TWA 0.01 mg(Hg)/m3; BEI: 35 μg/g creatinine total inorganic mercury in urine preshift; 15 μg/g creatinine total inorganic mercury in blood at end of shift at end of workweek.
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans