37220-42-1

Basic information

• Product Name: Iron carbonyl
• Synonyms: IRON CARBONYL;IRON PENTACARBONYL
• CAS NO: 37220-42-1
• Molecular Formula: Fe(CO)5
• Molecular Weight: 85.87
• EINECS: 236-670-8
• Mol File: 37220-42-1.mol
• Article Data: 106

Chemical Properties

• Melting Point: -21℃
• Appearance: /
• CAS DataBase Reference: Iron carbonyl(CAS DataBase Reference)
• NIST Chemistry Reference: Iron carbonyl(37220-42-1)
• EPA Substance Registry System: Iron carbonyl(37220-42-1)

Safety Data

• RIDADR: UN 1994 6.1/ PGI
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 37220-42-1(Hazardous Substances Data)

Usage

Description

Iron carbonyl, also known as iron pentacarbonyl, is a chemical compound with the formula Fe(CO)5. It is a volatile, air-sensitive liquid that is soluble in organic solvents. Iron carbonyl is a valuable precursor in the synthesis of various organoiron compounds and has unique catalytic properties.

Uses

Used in Chemical Industry:
Iron carbonyl is used as a catalyst in organic reactions for its ability to facilitate various chemical transformations, enhancing the efficiency and selectivity of the processes.
Used in Electronics Industry:
Iron carbonyl is used as a precursor for the production of carbonyl iron, which is an essential component in high-frequency coils due to its high electrical conductivity and magnetic properties.
Used in Chemical Synthesis:
Iron pentacarbonyl is employed as a dehalogenating and carbonylating agent, enabling the conversion of organic compounds with halogens into their corresponding carbonyl derivatives, which are useful in the synthesis of various organic molecules and pharmaceuticals.

Hazard

Flammable, dangerous fire risk. Toxic by ingestion, inhalation, and skin absorption.

Structure and conformation

The trigonal bipyramidal structure has been preferred to the square pyramidal one in the interpretation of electron diffraction, Raman and infrared and thermodynamic data; the apparently contradictory dipole moment of 0-8 D being attributed to atom polarization. A single crystal X-ray structure determination at - 80°C has confirmed the trigonal bipyramidalstructure.

InChI:InChI=1/5CO.Fe/c5*1-2;/rC5FeO5/c7-1-6(2-8,3-9,4-10)5-11

Upstream product

• 74-85-1 ethene 
• 15321-51-4 diiron nonacarbonyl 
• 21331-06-6 hexamanganese(I) 
• 15226-74-1 dicobalt octacarbonyl 
• 89043-30-1 N,N-dimethylpiperidinium iron tetracarbonyl hydride 
• 53558-55-7 sodium salt of hydridoiron tetracarbonyl complex 
• 66039-65-4 {bis(triphenylphosphine)nitrogen}2{(iron)3(carbonyl)11} 
• 86392-66-7 (η5-C5H5)Fe(CO)2(CCl3) 
• 86392-59-8 Mn(CO)5CCl₃ 
• 12086-84-9 benzothiaferrole 
• 111847-27-9 (η5-pentamethylcyclopentadienyl)2dimolybdenum-diiron(carbonyl)9(μ2-carbonyl)(η2,μ4-carbonyl) 
• 16921-91-8 nitrosyl hexafluorophosphate 
• 71564-37-9 dihydridotetracarbonyliron 
• 25879-01-0 {Et₄N}{(H)tetracarbonyl iron} 

Downstream Products

• 38117-54-3 cyclopentadienyl iron(II) dicarbonyl dimer 
• 52553-46-5 {Fe(CO)4P(p-C₆H₄CH₃)3} 
• 120438-51-9 tricarbonyl{2-(2,2-diphenylvinyl)-2-buten-4-olide}iron 
• 124720-33-8 (2-benzyl-4,4-dimethyl-2-azatricyclo{5.2.2.0(1,5)}undeca-5,8,10-trien-3-one)tricarbonyliron 
• 26508-33-8 iron monophosphide 
• 54446-63-8 Fe(CO)3(σ,σ-N,N`-1,4-di-c-hexyl-1,4-diaza-1,3-butadiene) 
• 48194-86-1 (CO)3Fe(C₆H₅CHCHCHCHC₆H₅) 

Relevant articles and documents

Phase Transfer Generation of Acyltetracarbonyliron Anions: their Role in the Phase Transfer Carbonylation of Reactive Halides to give Carboxylic Acids and Symmetrical and Unsymmetrical Ketones

Acyltetracarbonyliron anions RCOFe(CO)4(1-) (3) are readily synthesised under mild phase transfer (PT) conditions from pentacarbonyliron and reactive organic halides; the in situ generated anions (3) (R = ArCH2) are the true catalysts in the PT carbonylation of benzyl halides to give ketones or carboxylic acids.

Phosphorus-carbon bond forming reactions of iron tetracarbonyl-coordinated phosphenium ions

Abstraction of chloride from [Fe(CO)4(PPh2Cl)] (1) in the presence of PPh3 leads to [Fe(CO)4(PPh2(PPh3))][AlCl4] (2), an iron complex of a phosphine-coordinated phosphenium ion. The PPh3 is readily displaced by ferrocene, leading to an electrophilic aromatic substitution reaction, and formation of [Fe(CO)4{PPh2Fc}] (3) (Fc = ferrocenyl). Alternately, chloride abstraction from 1 in the presence of ferrocene leads directly to 3, via a transient phosphenium ion complex. The transient phosphenium ion complex also reacts with N,N-diethylaniline, indole, and pyrrole to form the respective p-anilinyl, 3-indolyl, and 2-pyrryl phosphine complexes via electrophilic aromatic substitution. Chloride abstraction from [Fe(CO)4(PPhCl2)] in the presence of ferrocene leads to a double substitution reaction, forming [Fe(CO)4{PPhFc2}] (13).

Coordination chemistry and oxidative addition of trifluorovinylferrocene derivatives

Complexes using trifluorovinylferrocene and 1,1′-bis(trifluorovinyl)ferrocene as ligands can be obtained by the reaction with a series of fragments of transition metal complexes. Formation of [Pt(η2-trifluorovinylferrocene)(PPh3)2] (1), [{Pt(PPh3)2}2(η2-1,1′-bis(trifluorovinyl)ferrocene)] (2) and [Pt(η2-1,1′-bis(trifluorovinyl)ferrocene)(PPh3)2] (3) were achieved by ligand substitution in [Pt(η2-CH2?=?CH2)(PPh3)2]. Treatment of eneacarbonyldiiron with trifluorovinylferrocene provided [Fe(CO)4(η2-trifluorovinylferrocene)] (4). Photolytically activated reactions of [MnCp(CO)3] and [MnCp′(CO)3] (Cp′?=?C5H4CH3) afforded [MnCp(CO)2(η2-trifluorovinylferrocene)] (5a) and [MnCp′(CO)2(η2-trifluorovinylferrocene)] (5b) respectively. [Ni(η2-trifluorovinylferrocene)(Cy2P(CH2)2PCy2)] (6) could be obtained by reaction with [Ni(COD)2] and Cy2P(CH2)2PCy2. Furthermore the C[sbnd]F bond activation by oxidative addition in the presence of lithium iodide yielding two isomers of [PtI{η1-difluorovinylferrocene}(PPh3)2] (7a/7b) is presented. Molecular structures of 1, 4 and 7a were elucidated using X-ray single crystal diffraction. The spectroscopic and structural data of these complexes prove the powerful π acceptor abilities of these ligands.