dicyclopenta-1,3-dien-1-ylnickel
bis(η5-2,4-cyclopentadien-1-yl)nickel
CAS: 1271-28-9
Molecular Formula: C10H10Ni10*
dicyclopenta-1,3-dien-1-ylnickel - Names and Identifiers
| Name | bis(η 5-2,4-cyclopentadien-1-yl)nickel |
| Synonyms | nickel 1271-28-9 cyclopentane cyclopenta-1,3-diene Di-pi-cyclopentadienylnickel bis(cyclopentadienyl)nickel(II) 5-2,4-cyclopentadien-1-yl)nickel dicyclopenta-1,3-dien-1-ylnickel bis(eta5-Cyclopentadienyl) nickel Nickel, bis(eta5-cyclopentadienyl)- nickel(2+) dicyclopenta-2,4-dienide bis(η5-2,4-cyclopentadien-1-yl)nickel Bis(cyclopentadienyl)nickel(II),Di(cyclopentadienyl)nickel(II), Nickelocene |
| CAS | 1271-28-9 |
| EINECS | 215-039-0 |
| InChI | InChI=1/2C5H5.Ni/c2*1-2-4-5-3-1;/h2*1-3H,4H2;/rC10H10Ni/c1-2-6-9(5-1)11-10-7-3-4-8-10/h1-5,7H,6,8H2 |
dicyclopenta-1,3-dien-1-ylnickel - Physico-chemical Properties
| Molecular Formula | C10H10Ni10* |
| Molar Mass | 188.88 |
| Melting Point | 171-173°C(lit.) |
| Water Solubility | Insoluble in water |
| Appearance | crystal |
| Color | dark green |
| Storage Condition | 2-8°C |
| Sensitive | Air & Moisture Sensitive |
| Physical and Chemical Properties | Nickel (II)-cyclopentadienyl ". Chemical formula (C5H5)2Ni. Molecular weight 188.88. A dark green crystal with metallic luster. The specific gravity was 1.47. Melting point 171~173 °c, heat to 130 °c sublimation. Slow oxidation in air. When the purity is low, it is easy to oxidize to brown-black substance. Insoluble in water, soluble in organic solvents, but in acetone, ethanol and ether will decompose. Flammable. The solution is more sensitive to air and oxidizes to the less stable yellow-orange cation [(C5H5)2Ni]. In anhydrous ethanol can be reduced by sodium amalgam to dicyclopentadiene nickel (C5H6)2Ni. The reaction with nickel tetracarbonyl produces carbonyl cyclopentadienyl nickel and dicarbonyl Tris (cyclopentadiene) trinickel. Storage in an inert atmosphere, toxic. Used as catalyst, fuel antiknock agent and compounding agent. |
dicyclopenta-1,3-dien-1-ylnickel - Risk and Safety
| Risk Codes | R49 - May cause cancer by inhalation R11 - Highly Flammable R22 - Harmful if swallowed R43 - May cause sensitization by skin contact |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 1325 4.1/PG 2 |
| WGK Germany | 3 |
| RTECS | QR6500000 |
| FLUKA BRAND F CODES | 10-23 |
| TSCA | Yes |
| HS Code | 29319090 |
| Hazard Class | 4.2 |
| Packing Group | I |
dicyclopenta-1,3-dien-1-ylnickel - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Chemical properties | nickel dicyclopentadiene, also known as nickel, is a dark green crystal, due to the filling of electrons in the anti-Bond orbital of the molecular orbital, the structure is unstable, and it is slowly decomposed in air and light, and becomes orange C10H10Ni after oxidation. Melting point 171~173 ℃; Insoluble in water, soluble in ether, benzene, tetrahydrofuran and other most organic solvents; Diamagnetic. Like ferrocene, it has a sandwich-type structure in which the oxidation number of nickel is +2. Two nickel is very active, rapid decomposition in air, acetone, ethyl ether, ethanol decomposition. Can be prepared from nickel bromide and cyclopentadiene sodium NaC5H5 reaction of nickel metallocene; Can be used as anti-seismic agent and catalyst of fuel; Monocyclopentadiene nickel and dicyclopentadienyl nickel, can be used as hydrocarbon Cyanogen, the basic raw materials of substituted derivatives, hydrocarbon refining catalysts, hydrogenation catalysts, Free Radical Polymerization reagents, vulcanization accelerators, fuel anti-shock agents, also used in nickel plating, preparation of high purity nickel, alkyne polymerization catalysts, etc, this product is toxic, inhalation or skin contact are harmful. Ni(0) are four coordination tetrahedral complexes, the most important is the four carbonyl nickel [Ni(CO)4], it is the earliest metal carbonyl complexes, for the manufacture of high-purity nickel. Nickel carbonyl toxic, should avoid inhalation of its smoke. The reaction of [Ni (CO)4] with nickel (Ni(C5H5)2) at 80 ° C. Results in the formation of magenta [Ni (CO)2(C5H5)2] 〕, when the reaction is carried out at a high temperature, a green-brown color [Ni3(CO)2(C5H5)3] is formed 〕. These are complex compounds containing intermetallic bonds and carbonyl (CO) bridges, which are used as raw materials for the production of various organic nickel compounds. (Image: Oliver @ chem_toth) |
| Application | Ni-ocene is mainly used as hydrocarbon Refining Catalyst, hydrogenation catalyst, Free Radical Polymerization Inhibitor, sulfidation accelerator, fuel anti-seismic agent, also used for nickel plating, the preparation of high-purity nickel. |
| preparation method | is derived from the action of nickel chloride with potassium metallocene in liquid ammonia or with sodium metallocene in diethyl ether. Prepared by the reaction of cyclopentadienyl sodium with nickel dichloride in an ether solvent. It can also be prepared by the interaction of sodium cyclopentadiene with nickel chloride, or by the interaction of cyclopentadiene and nickel chloride hexahydrate in dimethyl sulfoxide solvent. To give a pure product, purification by vacuum sublimation can be carried out using petroleum ether or at 130 °c. |
Last Update：2024-04-10 22:29:15
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