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1,2,3,4,5-Pentamethylcyclopentadiene

ALDRICH/214027 - 95%

Synonym: 1,2,3,4,5-Pentamethyl-1,3-cyclopentadiene

CAS Number: 4045-44-7
Empirical Formula (Hill Notation): C10H16
Molecular Weight: 136.23
EC Number: 223-743-4
MDL Number: MFCD00001354
Linear Formula: C10H16
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-214027-5G 5 g
$162.00
1/EA
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45-214027-25G 25 g
$463.00
1/EA
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assay 95%
bp 58 °C/13 mmHg (lit.)
density 0.87 g/mL at 25 °C (lit.)
InChI 1S/C10H16/c1-6-7(2)9(4)10(5)8(6)3/h6H,1-5H3
InChI key WQIQNKQYEUMPBM-UHFFFAOYSA-N
Quality Level 200 
refractive index n20/D 1.474 (lit.)
SMILES string CC1C(C)=C(C)C(C)=C1C
Application: 1,2,3,4,5-pentamethylcyclopentadiene was used as:
• Growth modifier chemical, during metal organic chemical vapour deposition of iron from iron pentacarbonyl.
• Ligand in "one-pot" iridium-catalyzed transformation of alcohols to amides via the intermediacy of oximes.
• Raw material for the synthesis of [Cp*Rh(bpy)H2O]2+ (Cp* = pentamethylcyclopentadienyl, bpy = 2,2′-bipyridyl), an electron mediator in the regeneration process of NADH.
General description: Mechanism 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.
Packaging: 5, 25 g in glass bottle
Symbol GHS02  GHS02
Signal word Warning
Hazard statements H226
Risk Statements 10
RIDADR UN 3295C 3 / PGIII
WGK Germany WGK 3
Flash Point(F) 111.2 °F - closed cup
Flash Point(C) 44 °C - closed cup
Purity 95%
bp 58 °C/13 mmHg (lit.)
Density 0.87 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.474 (lit.)
UNSPSC 12352100

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