Fulvene

{{chembox

| Watchedfields = changed

| verifiedrevid = 443829334

| Name =

| ImageFile =

| ImageFileL1 = Fulvene with hydrogens.svg

| ImageSizeL1 = 120px

| ImageFileR1 = Fulvene_3D.png

| ImageSizeR1 = 120px

| PIN = 5-Methylidenecyclopenta-1,3-diene{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = The Royal Society of Chemistry | date = 2014 | location = Cambridge | page = 379 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}

| SystematicName =

| OtherNames = Fulvene
5-Methylene-1,3-cyclopentadiene

| IUPACName =

| Section1 = {{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 120097

| InChI = 1/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2

| InChIKey = PGTKVMVZBBZCKQ-UHFFFAOYAV

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PGTKVMVZBBZCKQ-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|??}}

| CASNo=497-20-1

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 19W699IKIE

| PubChem=136323

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 51999

| SMILES = C=C1\C=C/C=C1

}}

| Section2 = {{Chembox Properties

| C=6|H=6

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

| MagSus = −42.9·10⁻⁶ cm³/mol

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Fulvene (pentafulvene) is a hydrocarbon with the formula (CH=CH)₂C=CH₂. It is a prototype of a cross-conjugated hydrocarbon.{{cite journal|author1=Preethanuj Preethalayam |author2=Syam krishnan, K.|author3=Sreeja Thulasi |author4= Sarath Chand, S. |author5=Jomy Joseph

|author6= Vijay Nair

|author7=Florian Jaroschik|author8=K.V.Radhakrishnan

|title= Recent Advances in the Chemistry of Pentafulvenes.

|journal = Chemical Reviews

|year=2017|volume= 117|issue=5|pages= 3930–3989

|doi=10.1021/acs.chemrev.6b00210|pmid=28151643}} Fulvene is rarely encountered,{{cite journal

| author = Bergmann, E. D.

| title = Fulvenes and Substituted Fulvenes

| journal = Chemical Reviews

| volume = 68

| pages = 41–84

| year = 1968

| doi = 10.1021/cr60251a002}} but substituted derivatives (fulvenes) are numerous. They are mainly of interest as ligands and precursors to ligands in organometallic chemistry.

Fulvene is an isomer of benzene, which when irradiated at 237 to 254 nm forms small amounts of fulvene along with benzvalene.{{Cite journal |last=Kaplan |first=Louis |last2=Wilzbach |first2=K. E. |date=1968 |title=Photolysis of benzene vapor. Benzvalene formation at wavelengths 2537-2370 A |url=https://pubs.acs.org/doi/abs/10.1021/ja01014a086 |journal=Journal of the American Chemical Society |language=en |volume=90 |issue=12 |pages=3291–3292 |doi=10.1021/ja01014a086 |issn=0002-7863}}