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1,4-cyclohexadiene
Sign in to saveAlso known as 1,4-dihydrobenzene, cyclohexa-1,4-diene
1,4-Cyclohexadiene is an organic compound with the formula C6H8. It is a colourless, flammable liquid that is of academic interest as a prototype of a large class of related compounds called terpenoids, an example being γ-terpinene. An isomer of this compound is 1,3-cyclohexadiene.
Chemical data
- Formula
- C6H8
- Molecular weight
- 80.13 g/mol
- IUPAC name
- cyclohexa-1,4-diene
- SMILES
- C1C=CCC=C1
- InChIKey
- UVJHQYIOXKWHFD-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 80.063
Show 7 more facts
- chemical formula
- C₆H₈
- canonical SMILES
- C1C=CCC=C1
- melting point
- -49.0
- Commons category
- 1,4-Cyclohexadiene
- density
- 0.847
- flash point
- -6
- boiling point
- 88
via Wikidata · CC0
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Encyclopedic overview
3 sectionsContents
- Synthesis and reactions
- References
- External links
1,4-Cyclohexadiene is an organic compound with the formula C6H8. It is a colourless, flammable liquid that is of academic interest as a prototype of a large class of related compounds called terpenoids, an example being γ-terpinene. An isomer of this compound is 1,3-cyclohexadiene.
==Synthesis and reactions== In the laboratory, substituted 1,4-cyclohexadienes are synthesized by Birch reduction of related aromatic compounds using an alkali metal dissolved in liquid ammonia and a proton donor such as an alcohol. In this way, over reduction to the fully saturated ring is avoided. Alternatively, 1,4-cyclohexadienes are the Diels-Alder product of butadiene and an electron-poor alkyne.
Excerpted from Wikipedia’s “1,4-cyclohexadiene” article, available under the CC BY-SA 4.0 licence.