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| CAS No.: | 593-74-8 |
|---|---|
| Name: | DIMETHYLMERCURY |
| Molecular Structure: | |
|
|
|
| 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
Toxicology
|
| Appearance: | Colorless liquid |
| Hazard Symbols: |
T+ N
|
| 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 |

diphenylmercury(II)


trimethyl gallium

A

methyl(diphenyl)gallium

B

dimethylmercury

| Conditions | Yield |
|---|---|
| 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 |


bis(trifluoromethyl)mercury


Tetramethylblei-(IV)

A

dimethylmercury

B

methyl(trifluoromethyl)mercury

C

trimethyl(trifluoromethyl)lead

| Conditions | Yield |
|---|---|
| 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% |


diphenylmercury(II)


trimethyl gallium

A

dimethyl(phenyl)gallium

B

dimethylmercury

| Conditions | Yield |
|---|---|
| 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 |


| Conditions | Yield |
|---|---|
| In tetrahydrofuran byproducts: methylchloride; 23°C, 12 equiv of methylmagnesiumchloride; | A 85% B n/a |


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


methylmercury(II) chloride

A

bis(cyclopentadienyl)methyltitanium(IV) chloride

C

dimethylmercury

D

methyl phenyl mercury

| Conditions | Yield |
|---|---|
| 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% |


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


methylmercury(II) chloride

B

dimethylmercury

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


A

GLUTATHIONE

C

dimethylmercury

D

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

| Conditions | Yield |
|---|---|
| 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% |


| Conditions | Yield |
|---|---|
| With sodium amalgam; acetic acid methyl ester at -5 - -3℃; |

| Conditions | Yield |
|---|---|
| With diethyl ether; mercury dichloride |

| Conditions | Yield |
|---|---|
| With mercury |
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.
| 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. |