编辑“︁盆苯”︁

{{NoteTA
|G1=Chemistry
}}
{{chembox
| verifiedrevid = 407630535
| ImageFile = Benzvalene.svg
| ImageSize = 
| IUPACName = Tricyclo[3.1.0.0<sup>2,6</sup>]hex-3-ene
| IUPACNameZh = 三环[3.1.0.0<sup>2,6</sup>]-3-己烯
| OtherNames = 休克尔苯<br>盆烯
| Section1 = {{Chembox Identifiers
| CASNo = 659-85-8
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 136470
| chEBI= 
| SMILES = C1=CC2C3C1C23
| InChI = 1/C6H6/c1-2-4-5-3(1)6(4)5/h1-6H
  }}
| Section2 = {{Chembox Properties
|   Formula = C<sub>6</sub>H<sub>6</sub>
|   MolarMass = 78.1
|   Appearance = 
|   Density = 
|   MeltingPt = 
|   BoilingPt = 
|   Solubility = 
  }}
| Section3 = {{Chembox Hazards
|   MainHazards = 
|   FlashPt = 
|   Autoignition = 
  }}
}}
'''盆苯'''（{{langx|en|Benzvalene}}），又称'''休克尔苯'''（{{langx|en|Hückel benzene}}）或'''盆烯'''<ref>{{Cite web |url=http://cdmd.cnki.com.cn/Article/CDMD-10475-2007144688.htm |title=盆烯分子与N掺杂锐钛矿型TiO_2体系所致的禁带宽度变窄现象的第一性原理研究 |accessdate=2014-12-30 |archive-date=2019-08-21 |archive-url=https://web.archive.org/web/20190821064826/http://cdmd.cnki.com.cn/Article/CDMD-10475-2007144688.htm |dead-url=no }}</ref><ref>{{Cite web |url=http://dayi.jd100.com/question/1376281/ |title=盆烯的一氯取代物有几种? |accessdate=2014-12-30 |archive-date=2019-06-30 |archive-url=https://web.archive.org/web/20190630091508/https://dayi.jd100.com/question/1376281/ |dead-url=no }}</ref>，是[[苯]]的[[价键异构体]]。盆苯性质不稳定，在室温即定量转变为苯。[[半衰期]]为10天。也可以看作苯的[[共振式]]。<ref name="Christl 1981 pp. 529–546">{{cite journal | last=Christl | first=Manfred | title=Benzvalene—Properties and Synthetic Potential | journal=Angewandte Chemie International Edition in English | publisher=Wiley-Blackwell | volume=20 | issue=67 | year=1981 | issn=0570-0833 | doi=10.1002/anie.198105291 | pages=529–546}}</ref>1971年，Thomas J. Katz等人成功合成了盆苯。<ref name="Katz Wang Acton 1971 pp. 3782–3783">{{cite journal | last=Katz | first=Thomas J. | last2=Wang | first2=E. Jang | last3=Acton | first3=Nancy | title=Benzvalene synthesis | journal=Journal of the American Chemical Society | publisher=American Chemical Society (ACS) | volume=93 | issue=15 | year=1971 | issn=0002-7863 | doi=10.1021/ja00744a045 | pages=3782–3783}}</ref><ref name="Katz Roth Acton Carnahan 1999 pp. 7663–7664">{{cite journal | last=Katz | first=Thomas J. | last2=Roth | first2=Ronald J. | last3=Acton | first3=Nancy | last4=Carnahan | first4=Eileen Jang | title=Synthesis of Benzvalene† | journal=The Journal of Organic Chemistry | publisher=American Chemical Society (ACS) | volume=64 | issue=20 | year=1999 | issn=0022-3263 | doi=10.1021/jo990883g | pages=7663–7664}}</ref>

1971年的合成路线是在[[二甲醚]]中用[[甲基锂]]与[[环戊二烯]]反应（温度为 -45°C）。溶液中的烃具有非常难闻的气味。因为这种物质存在很大的[[空间位阻应变]]，纯物质很容易[[爆炸]]，甚至受到摩擦时都会发生。

这种化合物转化成苯的[[化学半衰期]]大约为10天。这种[[对称禁阻]]的转化被认为是经过一个双自由基中间体。<ref>''Rearrangements and interconversions of compounds of the formula (CH)n'' Lawrence T. Scott, Maitland. Jones [[Chem. Rev.]], 1972, '''72''' (2), pp 181–202 {{DOI|10.1021/cr60276a004}}</ref>

==参考资料==
{{reflist}}

{{苯}}

[[Category:烃]]
[[Category:爆炸性化学品]]
[[Category:1970年代发现的物质]]
[[Category:三环化合物]]