Plumbocene

Last updated
Plumbocene
Plumbocene.svg
Names
IUPAC name
Plumbocene
Other names
Lead(II) bis(pentamethylcyclopentadienide)
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/2C5H5.Pb/c2*1-2-4-5-3-1;/h2*1-5H;
    Key: YBXJFWRGENDPSO-UHFFFAOYSA-N
  • C1=CC(C=C1)[Pb]C2C=CC=C2
Properties
Pb(C5H5)2
Molar mass 337.4 g·mol−1
Boiling point 150 °C (302 °F; 423 K) at 107 mmHg [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Plumbocene is an organometallic compound of lead with the chemical formula Pb(C 5 H 5)2. It is a member of the class of metallocenes. It is soluble in benzene, acetone, ether, and petroleum ether, and insoluble in water. Plumbocene is stable in cold water. [1]

Plumbocene is not commercially available. It may be synthesized by the reaction of sodium cyclopentadienide with a lead(II) source such as lead(II) nitrate [1] or lead(II) iodide. [2]

The decamethyl analog, PbCp* 2 (decamethylplumbocene), and the half-sandwich complexes, Cp*Pb[BF4] (lead(II) pentamethylcyclopentadienide tetrafluoroborate) and Cp*PbCl (lead(II) chloride pentamethylcyclopentadienide), are known as well. [3]

Related Research Articles

Ferrocene is an organometallic compound with the formula Fe(C5H5)2. The molecule is a complex consisting of two cyclopentadienyl rings bound to a central iron atom. It is an orange solid with a camphor-like odor, that sublimes above room temperature, and is soluble in most organic solvents. It is remarkable for its stability: it is unaffected by air, water, strong bases, and can be heated to 400 °C without decomposition. In oxidizing conditions it can reversibly react with strong acids to form the ferrocenium cation Fe(C5H5)+2. Ferrocene and the ferrocenium cation are sometimes abbreviated as Fc and Fc+ respectively.

<span class="mw-page-title-main">Lead(II) chloride</span> Chemical compound

Lead(II) chloride (PbCl2) is an inorganic compound which is a white solid under ambient conditions. It is poorly soluble in water. Lead(II) chloride is one of the most important lead-based reagents. It also occurs naturally in the form of the mineral cotunnite.

<span class="mw-page-title-main">Lead(II) acetate</span> Chemical compound

Lead(II) acetate, also known as lead acetate, lead diacetate, plumbous acetate, sugar of lead, lead sugar, salt of Saturn, or Goulard's powder, is a white crystalline chemical compound with a slightly sweet taste. Its chemical formula is usually expressed as Pb(CH3COO)2 or Pb(OAc)2, where Ac represents the acetyl group. Like many other lead compounds, it is toxic. Lead acetate is soluble in water and glycerin. With water it forms the trihydrate, Pb(OAc)2·3H2O, a colourless or white efflorescent monoclinic crystalline substance.

<span class="mw-page-title-main">Pentamethylcyclopentadiene</span> Chemical compound

1,2,3,4,5-Pentamethylcyclopentadiene is a cyclic diene with the formula C5(CH3)5H, often written C5Me5H, where Me is CH3. It is a colorless liquid.

<span class="mw-page-title-main">Titanocene dichloride</span> Chemical compound

Titanocene dichloride is the organotitanium compound with the formula (η5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. This metallocene is a common reagent in organometallic and organic synthesis. It exists as a bright red solid that slowly hydrolyzes in air. It shows antitumour activity and was the first non-platinum complex to undergo clinical trials as a chemotherapy drug.

<span class="mw-page-title-main">Zeise's salt</span> Chemical compound

Zeise's salt, potassium trichloro(ethylene)platinate(II) hydrate, is the chemical compound with the formula K[PtCl3(C2H4)]·H2O. The anion of this air-stable, yellow, coordination complex contains an η2-ethylene ligand. The anion features a platinum atom with a square planar geometry. The salt is of historical importance in the area of organometallic chemistry as one of the first examples of a transition metal alkene complex and is named for its discoverer, William Christopher Zeise.

<span class="mw-page-title-main">Methyllithium</span> Chemical compound

Methyllithium is the simplest organolithium reagent with the empirical formula CH3Li. This s-block organometallic compound adopts an oligomeric structure both in solution and in the solid state. This highly reactive compound, invariably used in solution with an ether as the solvent, is a reagent in organic synthesis as well as organometallic chemistry. Operations involving methyllithium require anhydrous conditions, because the compound is highly reactive toward water. Oxygen and carbon dioxide are also incompatible with MeLi. Methyllithium is usually not prepared, but purchased as a solution in various ethers.

<span class="mw-page-title-main">Organolead chemistry</span>

Organolead chemistry is the scientific study of the synthesis and properties of organolead compounds, which are organometallic compounds containing a chemical bond between carbon and lead. The first organolead compound was hexaethyldilead (Pb2(C2H5)6), first synthesized in 1858. Sharing the same group with carbon, lead is tetravalent.

<span class="mw-page-title-main">Lead(IV) acetate</span> Organometallic compound (Pb(C2H3O2)4)

Lead(IV) acetate or lead tetraacetate is an metalorganic compound with chemical formula Pb(C2H3O2)4. It is a colorless solid that is soluble in nonpolar, organic solvents, indicating that it is not a salt. It is degraded by moisture and is typically stored with additional acetic acid. The compound is used in organic synthesis.

<span class="mw-page-title-main">Group 2 organometallic chemistry</span>

Group 2 organometallic chemistry refers to the chemistry of compounds containing carbon bonded to any group 2 element. By far the most common group 2 organometallic compounds are the magnesium-containing Grignard reagents which are widely used in organic chemistry. Other organmetallic group 2 compounds are rare and are typically limited to academic interests.

<span class="mw-page-title-main">Thiocyanogen</span> Chemical compound

Thiocyanogen, (SCN)2, is a pseudohalogen derived from the pseudohalide thiocyanate, [SCN]. This hexatomic compound exhibits C2 point group symmetry and has the connectivity NCS-SCN. The oxidation ability is greater than bromine. It reacts with water:

<span class="mw-page-title-main">Phenylsodium</span> Chemical compound

Phenylsodium C6H5Na is an organosodium compound. Solid phenylsodium was first isolated by Nef in 1903. Although the behavior of phenylsodium and phenyl magnesium bromide are similar, the organosodium compound is very rarely used.

<span class="mw-page-title-main">Pentamethylcyclopentadienyl ruthenium dichloride dimer</span> Chemical compound

Pentamethylcyclopentadienyl ruthenium dichloride is an organoruthenium chemistry with the formula [(C5(CH3)5)RuCl2]2, commonly abbreviated [Cp*RuCl2]2. This brown paramagnetic solid is a reagent in organometallic chemistry. It is an unusual example of a compound that exists as isomers that differ in the intermetallic separation, a difference that is manifested in a number of physical properties.

Magnesocene, also known as bis(cyclopentadienyl)magnesium(II) and sometimes abbreviated as MgCp2, is an organometallic compound with the formula Mg(η5-C5H5)2. It is an example of an s-block main group sandwich compound, structurally related to the d-block element metallocenes, and consists of a central magnesium atom sandwiched between two cyclopentadienyl rings.

<span class="mw-page-title-main">(Pentamethylcyclopentadienyl)aluminium(I)</span> Chemical compound

(Pentamethylcyclopentadienyl)aluminium(I) is an organometallic compound with the formula Al(C5Me5) ("Me" is a methyl group; CH3). The compound is often abbreviated to AlCp* or Cp*Al, where Cp* is the pentamethylcyclopentadienide anion (C5Me5). Discovered in 1991 by Dhmeier et al., AlCp* serves as the first ever documented example of a room temperature stable monovalent aluminium compound. In its isolated form, Cp*Al exists as the tetramer [Cp*Al]4, and is a yellow crystal that decomposes at temperatures above 100 °C but also sublimes at temperatures above 140 °C.

<span class="mw-page-title-main">Plumbylene</span> Divalent organolead(II) analogues of carbenes

Plumbylenes (or plumbylidenes) are divalent organolead(II) analogues of carbenes, with the general chemical formula, R2Pb, where R denotes a substituent. Plumbylenes possess 6 electrons in their valence shell, and are considered open shell species.

<span class="mw-page-title-main">(Pentamethylcyclopentadienyl)titanium trichloride</span> Chemical compound

(Pentamethylcyclopentadienyl)titanium trichloride is an organotitanium compound with the formula Cp*TiCl3 (Cp* = C5(CH3)5). It is an orange solid. The compound adopts a piano stool geometry. An early synthesis involve the combination of lithium pentamethylcyclopentadienide and titanium tetrachloride.

Phosphanides are chemicals containing the [PH2] anion. This is also known as the phosphino anion or phosphido ligand. The IUPAC name can also be dihydridophosphate(1−).

<span class="mw-page-title-main">Transition metal ether complex</span>

In chemistry, a transition metal ether complex is a coordination complex consisting of a transition metal bonded to one or more ether ligand. The inventory of complexes is extensive. Common ether ligands are diethyl ether and tetrahydrofuran. Common chelating ether ligands include the glymes, dimethoxyethane (dme) and diglyme, and the crown ethers. Being lipophilic, metal-ether complexes often exhibit solubility in organic solvents, a property of interest in synthetic chemistry. In contrast, the di-ether 1,4-dioxane is generally a bridging ligand.

<span class="mw-page-title-main">Tetraphenyllead</span> Chemical compound

Tetraphenyllead is an organolead compound with the chemical formula (C6H5)4Pb or PbPh4. It is a white solid.

References

  1. 1 2 3 Fischer, E. O.; Grubert, H. (1956). "Über Aromatenkomplexe von Metallen. IV. Di-cyclopentadienyl-blei". Zeitschrift für anorganische und allgemeine Chemie . 286 (5–6): 237. doi:10.1002/zaac.19562860507.
  2. Izod, Keith; McFarlane, William; Wills, Corinne; Clegg, William; Harrington, Ross W. (2008). "Agostic-Type...Pb Interactions Stabilize a Dialkylplumbylene. Structure of and Bonding in [{nPr2P(BH3)}(Me3Si)C(CH2)]2Pb". Organometallics . 27: 4386. doi:10.1021/om800598b.
  3. Jutzi, Peter; Dickbreder, Reiner; Nöth, Heinrich (1989). "Blei(II)-Verbindungen mit π-gebundenen Pentamethylcyclopentadienylliganden – Synthesen, Strukturen und Bindungsverhältnisse". Chemische Berichte. 122 (5): 865. doi:10.1002/cber.19891220512.