1,2,3,4,5-Pentamethylcyclopentadiene, 94%, Thermo Scientific Chemicals
1,2,3,4,5-Pentamethylcyclopentadiene, 94%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1,2,3,4,5-Pentamethylcyclopentadiene, 94%, Thermo Scientific Chemicals

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25 g
Catalog number L10957.03
also known as L10957-03
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1,2,3,4,5-Pentamethylcyclopentadiene, 94%, Thermo Scientific Chemicals
Catalog numberL10957.03
Price (USD)/ Each
47.30
-
Add to cart
Chemical Identifiers
CAS4045-44-7
IUPAC Name1,2,3,4,5-pentamethylcyclopenta-1,3-diene
Molecular FormulaC10H16
InChI KeyWQIQNKQYEUMPBM-UHFFFAOYSA-N
SMILESCC1C(C)=C(C)C(C)=C1C
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SpecificationsSpecification SheetSpecification Sheet
Identification (FTIR)Conforms
Assay (GC)≥92.0%
Refractive Index1.4710-1.4780 @ 20?C
Appearance (Color)Clear colorless to yellow
FormLiquid
1,2,3,4,5-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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1,2,3,4,5-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.

Solubility
Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.

Notes
Light sensitive. Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Liu, J.; Cazelles, R.; Chen, Z. P.; Zhou, H.; Galarneau, A.; Antonietti, M. The bioinspired construction of an ordered carbon nitride array for photocatalytic mediated enzymatic reduction. Phys. Chem. Chem. Phys. 2014, 16, 14699-14705.
  2. Wulfers, M. J.; Jentoft, F. C. The Role of Cyclopentadienium Ions in Methanol-to-Hydrocarbons Chemistry. ACS Catal. 2014, 4 (10), 3521-3532.