1,2,3,4,5-Pentamethylcyclopentadiene

1,2,3,4,5-Pentamethylcyclopentadiene Basic information
Product Name:1,2,3,4,5-Pentamethylcyclopentadiene
Synonyms:Cyclopentadiene, 1,2,3,4,5-pentamethyl-;1,2,3,4,5-PENTAMETHYLCYCLOPENTADIENE;1,2,3,4,5-pentamethyl-1,3-cyclopentadiene;1,2,3,4,5-Pentamethylcyclopentadiene, tech;1,2,3,5,5-pentamethylcyclopenta-1,3-diene;PENTAMETHYLCYCLOPENTADIENE;1,2,3,4,5-PENTAMETHYLCYCLOPENTADIENE, 95 %;PENTAMETHYLCYCLOPENTADIENE 98+%
CAS:4045-44-7
MF:C10H16
MW:136.23
EINECS:223-743-4
Product Categories:organic compound;In organic synthesis, high-energy rocket fuel, plasticizer, surface coating, curing agent, polymer synthetic materials;Alkenes;Cyclic;Organic Building Blocks
Mol File:4045-44-7.mol
1,2,3,4,5-Pentamethylcyclopentadiene Structure
1,2,3,4,5-Pentamethylcyclopentadiene Chemical Properties
Boiling point 58 °C13 mm Hg(lit.)
density 0.87 g/mL at 25 °C(lit.)
refractive index n20/D 1.474(lit.)
Fp 112 °F
storage temp. Store below +30°C.
form Liquid
color Clear colorless to yellow-orange, may darken on storage
Specific Gravity0.87
Water Solubility Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.
Sensitive Light Sensitive
BRN 1849832
Stability:store cold
CAS DataBase Reference4045-44-7(CAS DataBase Reference)
NIST Chemistry Reference1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-(4045-44-7)
Safety Information
Risk Statements 10
Safety Statements 16
RIDADR UN 3295 3/PG 3
WGK Germany 3
9-23
HazardClass 3
PackingGroup III
HS Code 29021990
MSDS Information
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1,2,3,4,5-Pentamethylcyclopentadiene Usage And Synthesis
Chemical Propertiesclear colorless to yellowish liquid
Uses1,2,3,4,5-Pentamethylcyclopentadiene serves as a precursor to the ligand 1,2,3,4,5-pentamethylcyclopentadienyl. It is used as a growth modifier chemical, during metal organic chemical vapor deposition of iron from iron pentacarbonyl. It is used as a ligand in "one-pot" iridium-catalyzed transformation of alcohols to amides. Further, it acts as an electron mediator in the regeneration process of nicotinamide adenine dinucleotide. In addition to this, it undergoes radical cation catalyzed cycloaddition reaction with allenes to get Diels-Alder product.
General DescriptionMechanism of the Diels-Alder reaction of paramagneticendohedral metallofullerene and 1,2,3,4,5-pentamethylcyclopentadiene has been studied. Three-step large-scale preparation of 1,2,3,4,5-pentamethylcyclopentadiene has been reported. Reaction of 1,2,3,4,5-pentamethylcyclopentadiene (HCp*) with actinide ions in gas phase has been investigated by laser ablation mass spectrometry. It undergoes radical cation catalyzed cycloaddition with electron rich allenes to form Diels-Alder product.
1,2,3,4,5-Pentamethylcyclopentadiene Preparation Products And Raw materials
Preparation ProductsADIPIC SEMIALDEHYDE METHYL ESTER-->Pentamethylcyclopentadienyltitanium trichloride-->SODIUM PENTAMETHYLCYCLOPENTADIENIDE
2'-ALLYL-2,3,4,5-TETRAETHYL-2'H-SPIRO[CYCLOPENTA[2,4]DIENE-1,1'-NAPHTHALENE] POTASSIUM PENTAMETHYLCYCLOPENTADIENIDE 2,3,4,5-TETRAETHYL-2'H-SPIRO[CYCLOPENTA[2,4]DIENE-1,1'-NAPHTHALENE] ETHYLTETRAMETHYLCYCLOPENTADIENE 1,2,3,4-TETRAMETHYL-1,3-CYCLOPENTADIENE SODIUM PENTAMETHYLCYCLOPENTADIENIDE SALOR-INT L161098-1EA SALOR-INT L160091-1EA 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE SALOR-INT L160768-1EA 1-CYCLOPENTYL-2,3,4,5-TETRAMETHYLCYCLOPENTADIENE SALOR-INT L162779-1EA 1,2,3,4,5-Pentamethylcyclopentadiene PENTAMETHYL CYCLOPENTADIENE-1,2,3,4,5-PENTACARBOXYLATE Tetraphenylcyclopentadienone Decamethylcyclopentasiloxane METHYLCYCLOPENTADIENE DIMER 1,3-Cyclopentadiene

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