Pentamethylcyclopentadiene

Pentamethylcyclopentadiene
Skeletal formula of pentamethylcyclopentadiene
Ball-and-stick model of the pentamethylcyclopentadiene molecule
Names
Preferred IUPAC name
1,2,3,4,5-Pentamethylcyclopenta-1,3-diene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.021.586 Edit this at Wikidata
UNII
  • InChI=1S/C10H16/c1-6-7(2)9(4)10(5)8(6)3/h6H,1-5H3 ☒N
    Key: WQIQNKQYEUMPBM-UHFFFAOYSA-N ☒N
  • InChI=1/C10H16/c1-6-7(2)9(4)10(5)8(6)3/h6H,1-5H3
    Key: WQIQNKQYEUMPBM-UHFFFAOYAI
  • CC1=C(C)C(C)C(C)=C1C
Properties
C10H16
Molar mass 136.238 g·mol−1
Appearance Colorless liquid[1]
Odor Mild[1]
Density 0.87 g/cm3[2]
Boiling point 55 to 60 °C (131 to 140 °F; 328 to 333 K) at 13 mmHg (1.7 kPa)
Sparingly soluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Flammable
GHS labelling:
GHS02: Flammable
Warning
H226
Flash point 114 °C (237 °F; 387 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,2,3,4,5-Pentamethylcyclopentadiene is a cyclic diene with the formula C5(CH3)5H, often written C5Me5H, where Me is CH3.[3] It is a colorless liquid.[1]

1,2,3,4,5-Pentamethylcyclopentadiene is the precursor to the ligand 1,2,3,4,5-pentamethylcyclopentadienyl, which is often denoted Cp* (C5Me5) and read as "C P star", the "star" signifying the five methyl groups radiating from the core of the ligand. Thus, the 1,2,3,4,5-pentamethylcyclopentadiene's formula is also written Cp*H. In contrast to less-substituted cyclopentadiene derivatives, Cp*H is not prone to dimerization.

  1. ^ a b c "1,2,3,4,5-Pentamethylcyclopentadiene".
  2. ^ https://www.sigmaaldrich.com/GB/en/sds/aldrich/214027 [bare URL]
  3. ^ Elschenbroich, C.; Salzer, A. (1989). Organometallics: A Concise Introduction. VCH. p. 47. ISBN 9783527278183.