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Methylenecyclopropene

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EntityQ751796· pop 13· linked from 7 articles

Methylenecyclopropene

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3-Methylenecyclopropene, also called methylenecyclopropene or triafulvene, is a hydrocarbon with chemical formula . It is a colourless gas that polymerizes readily as a liquid or in solution but is stable as a gas. This highly strained and reactive molecule was synthesized and characterized for the first time in 1984, and has been the subject of considerable experimental and theoretical interest. It is an example of a cross-conjugated alkene, being composed of cyclopropene with an exocyclic double bond attached.

Chemical data

Formula
C4H4
Molecular weight
52.07 g/mol
IUPAC name
3-methylidenecyclopropene
SMILES
C=C1C=C1
InChIKey
GOSMMPKSWSOPRZ-UHFFFAOYSA-N
XLogP
1.2
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Subclass of
fulvenes
Has part
hydrogen
Mass
52.0313
Show 3 more facts
canonical SMILES
C=C1C=C1
chemical formula
C₄H₄
Commons category
Methylenecyclopropene
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

5 sections
Contents
  • Description
  • Reactivity
  • See also
  • References
  • External links

3-Methylenecyclopropene, also called methylenecyclopropene or triafulvene, is a hydrocarbon with chemical formula . It is a colourless gas that polymerizes readily as a liquid or in solution but is stable as a gas. This highly strained and reactive molecule was synthesized and characterized for the first time in 1984, and has been the subject of considerable experimental and theoretical interest. It is an example of a cross-conjugated alkene, being composed of cyclopropene with an exocyclic double bond attached.

==Description== Methylenecyclopropene is the smallest of the fulvenes (a family of unstable, cyclic molecules, conjugated transversally with an odd number of carbon atoms in the ring).

Excerpted from Wikipedia’s “Methylenecyclopropene” article, available under the CC BY-SA 4.0 licence.