Methylcyclopentadienyl manganese tricarbonyl

Methylcyclopentadienyl manganese tricarbonyl Basic information
Product Name:Methylcyclopentadienyl manganese tricarbonyl
Synonyms:(methylcyclopentadienyl)manganesetricarbonyl[qr];(methylcyclopentadienyl)tricarbonyl-manganes;(Methylcyclopentadienyl)tricarbonylmanganese;(methylcyclopentadienyl)tricarbonylmanganese[qr];2-methylcyclopentadienyl;2-methylcyclopentadienylmanganesetricarbonyl[qr];Ak-33x;ak-33x[qr]
CAS:12108-13-3
MF:C9H7MnO35*
MW:218.09
EINECS:235-166-5
Product Categories:metallocene;Catalysis and Inorganic Chemistry;Organometallics;Chemical Synthesis;Manganese
Mol File:12108-13-3.mol
Methylcyclopentadienyl manganese tricarbonyl Structure
Methylcyclopentadienyl manganese tricarbonyl Chemical Properties
Melting point -1 °C (lit.)
Boiling point 232-233 °C (lit.)
density 1.38 g/mL at 25 °C (lit.)
vapor density >1 (vs air)
vapor pressure 0.05 mm Hg ( 20 °C)
refractive index n20/D 1.584(lit.)
Fp 205 °F
storage temp. Poison room
form liquid
Specific Gravity1.388
color yellow
Water Solubility Insoluble in water. Soluble in hydrocarbon solvents, alcohols, ether, acetone
Sensitive Air Sensitive
Merck 14,6223
Exposure limitsACGIH: TWA 0.2 mg/m3 (Skin)
OSHA: Ceiling 5 mg/m3
NIOSH: IDLH 500 mg/m3; TWA 0.2 mg/m3; TWA 1 mg/m3; STEL 3 mg/m3
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyLYHJNAIHGFWRKM-UHFFFAOYSA-N
LogP3.4 at 26℃
CAS DataBase Reference12108-13-3(CAS DataBase Reference)
EPA Substance Registry SystemMethylcyclopentadienyl manganese tricarbonyl (12108-13-3)
Safety Information
Hazard Codes T,N,T+
Risk Statements 23/24/25-40-50/53-48/23-38-26-24/25
Safety Statements 23-26-36/37/39-45-61-60-36/37-28
RIDADR UN 3281 6.1/PG 2
WGK Germany 3
RTECS OP1450000
TSCA Yes
HazardClass 6.1
PackingGroup II
Hazardous Substances Data12108-13-3(Hazardous Substances Data)
ToxicityLD50 orally in mice, guinea pig, rabbit: 352; 905; 95 mg/kg; orally in male, female rats: 175 ±33; 89 ±14; LC50 inhalation in rat: 0.22 mg/l (Stara)
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Methylcyclopentadienyl manganese tricarbonyl Usage And Synthesis
Chemical PropertiesAn orange liquid with a pleasant odor. Slightly soluble in water and denser than water. May be toxic by inhalation, ingestion and/or skin absorption. Faintly pleasant, herb-like odor.
UsesMethylcyclopentadienyl manganese tricarbonyl is used for doping of ZnSe nanocrystals
It can also be used as a reactant for:
Aldol addition reactions
Preparation of homo- and heteronuclear mixed biscarbene complexes with conjugated bithiophene units
Molecular fragmentation using shaped femtosecond laser pulses
Preparation of MnAs thin films grown on GaAs(001) by metalorganic vapour phase epitaxy (MOVPE)
UsesAntiknock fuel additive; dopant for Mn.
UsesOctane enhancer in gasoline; reduces smoke emissions from home, commercial, industrial, and marine burners
Definition Methylcyclopentadienyl Manganese Tricarbonyl is a dark orange liquid with a faintly pleasant odor. It is used as a fuel additive to abate smoke and as a gasolinc additive in antiknock mixes.
PreparationInto a reaction flask under nitrogen was placed 1.26 parts bis(methylcyclopentadienyl) manganese (91.8% pure), 0.93 parts manganous acetate, 0.78 parts tetrahydrofuran (THF) and 17.31 parts toluene. Over a period of 15 minutes, a solution of 1.24 parts triethyl aluminum (TEA) in 8.70 parts of toluene was added to the above mixture with a vigorous stirring (Al/Mn atom ratio 1/1, TEA/THF mole ratio 1/1). The solution darkened slightly. This solution of the intermediate complex was transferred under nitrogen to a stainless steel autoclave. The autoclave was sealed, pressurized twice to 300 psig with carbon monoxide and vented and finally pressurized with carbon monoxide to 600 psig and heated while stirring to 100° C. Carbon monoxide was added as needed to maintain 600 psig. After two hours at 100° C., the temperature was raised to 150° C. for 30 minutes. The autoclave was then cooled, vented and discharged. The mixture was hydrolyzed with 10% aqueous HCl. An equal volume of pentane was added to extract the MMT. The pentane phase was analyzed by gas chromoatograph (GC) using a pentadecane internal standard to show a yield of Methylcyclopentadienyl manganese tricarbonyl(MMT) based on manganese of 84% and, based on MCP, of 89%.
General DescriptionMethylcyclopentadienyl manganese tricarbonyl (hereinafter "MMT") is an antiknock agent for gasoline discovered in the fifties and sold commercially by Ethyl Corporation. It can be made by the reaction of carbon monoxide with bis(methylcyclopentadienyl) manganese referred to as "carbonylation". 
Air & Water ReactionsSlightly soluble in water.
Reactivity ProfileMETHYLCYCLOPENTADIENYLMANGANESE TRICARBONYL decomposes when exposed to light. METHYLCYCLOPENTADIENYLMANGANESE TRICARBONYL is stable in water.
HazardToxic by ingestion, inhalation, and skinabsorption. Central nervous system impairment;lung, liver and kidney damage.
Health HazardIn concentrated form METHYLCYCLOPENTADIENYLMANGANESE TRICARBONYL is highly toxic by all routes of exposure. Approximately 5-15 ml, when spilled on the hand and wrist of a worker, produced toxic effects within 3-5 minutes.
Fire HazardWhen heated to decomposition, METHYLCYCLOPENTADIENYLMANGANESE TRICARBONYL emits toxic fumes of carbon monoxide. Hazardous polymerization may not occur.
Flammability and ExplosibilityNonflammable
Safety ProfilePoison by ingestion, inhalation, skin contact, intravenous, and intraperitoneal routes. A slimn irritant. When heated to decomposition it emits toxic fumes of CO. See also MANGANESE COMPOUNDS and CARBONYLS.
Potential ExposureMMT is used as an octane improver in unleaded gasoline, other distillate fuels, and fuel oils; as a smoke abater in fuels.
ShippingUN3281 Metal carbonyls, liquid n.o.s. Hazard class 6.1. Technical name required, Potential Inhalation Hazard (Special Provision 5).
IncompatibilitiesLight causes decomposition. May be air-reactive. A strong reducing agent. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, halogens.
Waste DisposalGenerators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number N450, must conform to USEPA regulations for storage, transportation, treatment, and disposal of waste. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Dispose of contents and container to an approved waste disposal plant. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. All federal, state, and local environmental regulations must be observed. Do not discharge into drains or sewers.
Methylcyclopentadienyl manganese tricarbonyl Preparation Products And Raw materials
Raw materialsFerrocene
ETHYLCYCLOPENTADIENYLMANGANESE TRICARBONYL CARBON MONOXIDE Methylcyclopentane CYCLOPENTADIENYLMANGANESE TRICARBONYL HYDROXYISOPROPYLCYCLOPENTADIENYLMANGANESE TRICARBONYL Manganese ACETYLCYCLOPENTADIENYLMANGANESE(I) TRIC& Methylcyclopentadienyl manganese tricarbonyl

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