1,2,3,4,5-Pentamethylcyclopentadiene

Synonym(s):1,2,3,4,5-Pentamethylcyclopentadiene

CAS NO.：4045-44-7
Empirical Formula: C10H16
Molecular Weight: 136.23
MDL number: MFCD00001354
EINECS: 223-743-4
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-07 08:31:03

1,2,3,4,5-Pentamethylcyclopentadiene Structural

What is 1,2,3,4,5-Pentamethylcyclopentadiene?

Chemical properties

clear colorless to yellowish liquid

The Uses of 1,2,3,4,5-Pentamethylcyclopentadiene

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.

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.

Properties of 1,2,3,4,5-Pentamethylcyclopentadiene

Boiling point:	58 °C13 mm Hg(lit.)
Density	0.87 g/mL at 25 °C(lit.)
refractive index	n20/D 1.474(lit.)
Flash point:	112 °F
storage temp.	Store below +30°C.
form	Liquid
color	Clear colorless to yellow-orange, may darken on storage
Specific Gravity	0.87
Water Solubility	Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.
Sensitive	Light Sensitive
BRN	1849832
Stability:	store cold
CAS DataBase Reference	4045-44-7(CAS DataBase Reference)
NIST Chemistry Reference	1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-(4045-44-7)

Safety information for 1,2,3,4,5-Pentamethylcyclopentadiene

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02
GHS Hazard Statements	H226:Flammable liquids
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge.