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| CAS No.: | 544-97-8 |
|---|---|
| Name: | DIMETHYLZINC |
| Molecular Structure: | |
|
|
|
| Formula: | C2H6Zn |
| Molecular Weight: | 95.4596 |
| Synonyms: | Dimethylzink;Methylzinc; |
| EINECS: | 208-884-1 |
| Density: | 0.92 g/mL at 20 °C |
| Melting Point: | -42 °C |
| Boiling Point: | 44-46 °C |
| Flash Point: | 30 °F |
| Solubility: | soluble in alkanes |
| Appearance: | colorless mobile liquid, with peculiar garlic odor |
| Hazard Symbols: |
 F, C, N
|
| Risk Codes: | 11-34-50/53-65-67-63-48/20-17-14/15 |
| Safety: | 26-45-61-62-60-43-36/37/39-33-29-16 |
| Transport Information: | UN 3399 4.3/PG 2 |
| PSA: | 0.00000 |
| LogP: | 1.16510 |
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| Conditions | Yield |
|---|---|
| at 75℃; for 6.5h; Inert atmosphere; | 95% |
| Conditions | Yield |
|---|---|
| at 90℃; for 7h; Inert atmosphere; | 94% |
| Conditions | Yield |
|---|---|
| at 60℃; for 6h; Inert atmosphere; | 92% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide In neat (no solvent) CuI, Zn were placed in reactor, evacuated for 10 min, filled with Ar, Al-compound and ligand were added, heated to 42°C for 12 h, cooled to room temp.; vac. distilled; | 90% |
| Conditions | Yield |
|---|---|
| In dibutyl ether soln. MeMgI in n-Bu2O was slowly added to ZnCl2 under vigorous stirring,suspn. was heated at 60°C for 60 h; ZnMe2 was collected by distillation in temp. range 130-160°C; | 75% |
- 1000391-90-1
[Zn(Pd(N(FC6H3P(C3H7)2)2))2]
- 74-88-4
methyl iodide
- 798541-83-0
Pd(CH3)(N(C6H3(F)P(CH(CH3)2)2)2)
B
- 544-97-8
dimethyl zinc(II)
| Conditions | Yield |
|---|---|
| In benzene-d6 Irradiation (UV/VIS); at room temp. up to 5 d; NMR; | A n/a B 60% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran under Ar; THF soln. of MeLi and germylzinc stirred at room temp. for 1.5h; | A 0% B 50% C 50% |
| In diethyl ether germylzinc compd. reacted with 1 mol Li compd.; symmetrical compds. yielded in quantitative reaction in ratio of 1:1 (detmd. by (1)H NMR); | A 0% B n/a C n/a |
| Conditions | Yield |
|---|---|
| With diethyl ether; zinc(II) chloride |
- 557-20-0
diethylzinc
- 143-36-2
methylmercury(II) iodide
A
- 544-97-8
dimethyl zinc(II)
B
- 627-44-1
diethylmercury
| Conditions | Yield |
|---|---|
| With zinc at 120℃; |
- Total:13 Page 1 of 1 1
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History
This substance was first prepared by Edward Frankland during his work with Robert Bunsen in 1849 at the University of Marburg. After heating a mixture of zinc and methyl iodide in an airtight vessel a flame bursted out after the seal was broken In laboratory scale the synthesis method did not change till today, except that copper or copper compounds are used to activate the zinc.
Dimethyl zinc was used for a long time to introduce methyl groups into organic molecules or to synthesis organometalic compounds containing methyl groups. The Grignard reagents, a magnesium organic compound, which is easier to handle and less imflamable substituted zinc methyl in most of the laboratory synthesis. There are, however, several reactions which proceed better or result in alternative products with the zinc organic compounds than with magnesium organic compounds.
Consensus Reports
Zinc and its compounds are on the Community Right-To-Know List.
Specification
The Zinc, dimethyl-, with the CAS registry number 544-97-8, is also known as Methylzinc. It belongs to the product categories of Dialkylzincs; Organometallic Reagents; Reike and Organozinc Reagents. Its EINECS number is 208-884-1. This chemical's molecular formula is C2H6Zn and molecular weight is 95.46. What's more, its systematic name is dimethylzinc. It is air and moisture sensitive. It has been of great importance in the synthesis of organic compounds.
Preparation: this chemical can be prepared by the action of methyl iodide on a zinc at elevated temperature or on zinc sodium alloy.
3Zn + 2CH3I → Zn(CH3)2 + ZnI2
Uses of Zinc, dimethyl-: it can be used to produce 2,2,3,3-tetramethyl-butane at the temperature of -50 - -20 °C. It will need reagent ZnCl2 and solvent CH2Cl2. The yield is about 80%.
When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable and is spontaneously flammable in air, so you should keep it away from sources of ignition - No smoking. It will react violently with water and liberate extremely flammable gases. It can cause burns. It has possible risk of harm to the unborn child. This chemical is harmful as it may cause lung damage if swallowed and has the danger of serious damage to health by prolonged exposure through inhalation. Its vapours may cause drowsiness and dizziness. It is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. You should not empty it into drains. You must take precautionary measures against static discharges. You must avoid releasing it to the environment just refering to special instructions/safety data sheet. If swallowed, it will not induce vomiting but you need seek medical advice immediately and show this container or label to the doctor. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. This material and its container must be disposed of as hazardous waste. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: C[Zn]C
(2)Std. InChI: InChI=1S/2CH3.Zn/h2*1H3;
(3)Std. InChIKey: AXAZMDOAUQTMOW-UHFFFAOYSA-N