6,6-dimethylfulvene

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Structural formula
Structural formula of 6,6-dimethylfulvene
General
Surname 6,6-dimethylfulvene
other names
  • 5- (1-methylethylidene) -1,3-cyclopentadiene
  • 5-isopropylidene-1,3-cyclopentadiene
Molecular formula C 8 H 10
Brief description

orange-yellow, oily liquid

External identifiers / databases
CAS number 2175-91-9
EC number 629-062-2
ECHA InfoCard 100.157.277
PubChem 137467
Wikidata Q17310082
properties
Molar mass 106.17 g mol −1
Physical state

liquid

density

0.881 g cm −3

Melting point

1.4 ° C

boiling point

155 ° C

Refractive index

1.5474

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 08 - Dangerous to health

danger

H and P phrases H: 226-304
P: 301 + 310-331
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

6,6-Dimethylfulvene is a chemical compound from the fulvene group , which was first described in 1900 by Johannes Thiele .

Synthesis and use

6,6-Dimethylfulvene can be obtained by reacting cyclopentadiene (CpH) with acetone and pyrrolidine as a base and auxiliary reagent.

The compound is used for various laboratory syntheses.

literature

Individual evidence

  1. Polymerization of methyl methacrylate with zirconocenes p. 103
  2. a b c data sheet 6,6-dimethylfulvene, ≥97.0% from Sigma-Aldrich , accessed on June 17, 2014 ( PDF ).
  3. a b c David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-350.
  4. Johannes Thiele: About ketone reactions in the Cyclopentadien . In: Reports of the German Chemical Society . tape 33 , no. 1 , January 1900, p. 666–673 , doi : 10.1002 / cber.190003301113 ( digitized on Gallica ).
  5. Synthesis and electrochemical investigations of intermetallic interactions on C1-bridged homo- and heterobimetallic transition metal complexes p. 7
  6. Ryonosuke Muneyuki, Hiroshi Tanida: Cycloaddition of 6,6-Dimethylfulvene with Benzynes . In: The Journal of Organic Chemistry . tape 31 , no. 6 June 1966, p. 1988-1990 , doi : 10.1021 / jo01344a517 .