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环丁四酮:修订间差异

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| OtherNames = 四氧代环丁烷
| OtherNames = 四氧代环丁烷
| Section1 = {{Chembox Identifiers
| Section1 = {{Chembox Identifiers
| CASNo = 3617-57-0
| CASNo = 76719-54-5
| CASNo_Ref = {{cascite|changed|??}}
| CASNo_Ref = {{cascite|correct|CAS}}
| ChemSpiderID = 24735246
| ChemSpiderID = 24735246
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}| SMILES = O=C1C(=O)C(=O)C1=O
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}| SMILES = O=C1C(=O)C(=O)C1=O
| StdInChI = 1S/C4O4/c5-1-2(6)4(8)3(1)7
| StdInChI = 1S/C4O4/c5-1-2(6)4(8)3(1)7
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}| StdInChIKey = KDAVZOLBYGNLGF-UHFFFAOYSA-N
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}| StdInChIKey = KDAVZOLBYGNLGF-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
|PubChem=5488007
}}
}}
| Section2 = {{Chembox Properties
| Section2 = {{Chembox Properties
| C = 4
| C = 4
| O = 4
| O = 4
| ExactMass = 111.979658488 g mol<sup>-1</sup>
}}
}}
}}
}}
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'''环丁四酮''',也称作'''四氧代环丁烷''',是一种假想的[[有机化合物]],化学式为C<sub>4</sub>O<sub>4</sub>或(-(C=O)-)<sub>4</sub>。 它是一种碳的氧化物,实际上[[一氧化碳]]的四聚体。
'''环丁四酮''',也称作'''四氧代环丁烷''',是一种假想的[[有机化合物]],化学式为C<sub>4</sub>O<sub>4</sub>或(-(C=O)-)<sub>4</sub>。 它是一种碳的氧化物,实际上[[一氧化碳]]的四聚体。


这种化合物似乎在热力学上不稳定。<ref>{{Cite journal|title=Stability of Tetraoxocyclobutane Revised: Perturbation Theory and Density Functional Scheme|url=https://pubs.acs.org/doi/10.1021/jp010738i|last=Jiao|first=Haijun|last2=Frapper|first2=Gilles|date=2001-06-01|journal=[[物理化学期刊A|The Journal of Physical Chemistry A]]|issue=24|doi=10.1021/jp010738i|volume=105|pages=5945–5947|language=en|issn=1089-5639|last3=Halet|first3=Jean-François|last4=Saillard|first4=Jean-Yves|access-date=2022-03-02|archive-date=2022-03-02|archive-url=https://web.archive.org/web/20220302151704/https://pubs.acs.org/doi/10.1021/jp010738i}}</ref>直到2000年,它还没有被大量合成,<ref name="rubin">{{Cite journal|title=The Chemistry of Vicinal Polycarbonyl Compounds|url=https://pubs.acs.org/doi/10.1021/cr960079j|last=Rubin|first=Mordecai B.|last2=Gleiter|first2=Rolf|date=2000-03-01|journal=Chemical Reviews|issue=3|doi=10.1021/cr960079j|volume=100|pages=1121–1164|language=en|issn=0009-2665|access-date=2022-03-02|archive-date=2022-03-02|archive-url=https://web.archive.org/web/20220302151653/https://pubs.acs.org/doi/10.1021/cr960079j}}</ref><ref name="seitz">{{Cite journal|title=Oxocarbons and pseudooxocarbons|url=https://pubs.acs.org/doi/abs/10.1021/cr00014a004|last=Seitz|first=Gunther|last2=Imming|first2=Peter|date=1992-09|journal=[[化学评论|Chemical Reviews]]|issue=6|doi=10.1021/cr00014a004|volume=92|pages=1227–1260|language=en|issn=0009-2665|access-date=2022-03-02|archive-date=2022-03-02|archive-url=https://web.archive.org/web/20220302151659/https://pubs.acs.org/doi/abs/10.1021/cr00014a004}}</ref>但是通过[[质谱法]]可能检测它的存在。<ref>{{Cite journal|title=Mass spectrometric studies of the oxocarbons CnOn (n = 3–6)|url=https://linkinghub.elsevier.com/retrieve/pii/S1387380698142082|last=Schröder|first=Detlef|last2=Schwarz|first2=Helmut|date=1999-05|journal=International Journal of Mass Spectrometry|issue=1-2|doi=10.1016/S1387-3806(98)14208-2|volume=188|pages=17–25|language=en|last3=Dua|first3=Suresh|last4=Blanksby|first4=Stephen J.|last5=Bowie|first5=John H.|access-date=2022-03-02|archive-date=2022-06-18|archive-url=https://web.archive.org/web/20220618182451/https://linkinghub.elsevier.com/retrieve/pii/S1387380698142082}}</ref>
这种化合物似乎在热力学上不稳定。<ref>
Haijun Jiao, Gilles Frapper, Jean-François Halet, and Jean-Yves Saillard (2001), ''Stability of Tetraoxocyclobutane Revised: Perturbation Theory and Density Functional Scheme''. J. Phys. Chem. A, volume 105 issue 24, pp. 5945–5947. DOI: 10.1021/jp010738i
</ref>直到2000年,它还没有被大量合成,<ref name="rubin">
Mordecai B. Rubin and Rolf Gleiter (2000), ''The Chemistry of Vicinal Polycarbonyl Compounds''. Chemical Reviews, volume 100 issue 3, pp. 1121–1164. DOI: 10.1021/cr960079j
</ref><ref name="seitz">
{{cite journal
|title=Oxocarbons and pseudooxocarbons
|author=Gunther Seitz
|coauthors=Peter Imming
|journal=Chemical Reviews
|year=1992
|volume=92
|issue=6
|pages=1227–1260
|doi=10.1021/cr00014a004
|url=http://admin.pubs.acs.org/doi/pdf/10.1021/cr00014a004
}}{{dead link|date=六月 2017 |bot=InternetArchiveBot }}</ref>但是通过[[质谱法]]可能检测它的存在。<ref>
{{cite journal
| title = Mass spectrometric studies of the oxocarbons CnOn (n = 3–6)
| author = Detlef Schröder,
| coauthors = [[Helmut Schwarz]], Suresh Dua, Stephen J. Blanksby and John H. Bowie
| doi = 10.1016/S1387-3806(98)14208-2
| journal = International Journal of Mass Spectrometry
| volume = 188
| issue = 1–2
| pages = 17–25
|date=May 1999}}</ref>


== 相关化合物 ==
== 相关化合物 ==


环丁四酮可以被看作[[方酸]]根离子C<sub>4</sub>O<sub>4</sub><sup>2−</sup>的中性类似物,而后者较稳定,至少在1959年就已了解。<ref>{{cite journal |last1= Cohen |first1= Sidney |last2= Lacher |first2= John R. |last3= Park |first3= Joseph D. |author9= Sidney Cohen, John R. Lacher, Joseph D. Park |year= 1959 |title= Diketocyclobutanediol |journal= J. Am. Chem. Soc. |volume= 81 |pages= 3480 |doi= 10.1021/ja01522a083 }}</ref>
环丁四酮可以被看作[[方酸]]根离子C<sub>4</sub>O<sub>4</sub><sup>2−</sup>的中性类似物,而后者较稳定,至少在1959年就已了解。<ref>{{Cite journal|title=DIKETOCYCLOBUTENEDIOL|url=https://pubs.acs.org/doi/abs/10.1021/ja01522a083|last=Cohen|first=Sidney|last2=Lacher|first2=John R.|date=1959-07|journal=[[美国化学会志|Journal of the American Chemical Society]]|issue=13|doi=10.1021/ja01522a083|volume=81|pages=3480–3480|language=en|issn=0002-7863|last3=Park|first3=Joseph D.|access-date=2022-03-02|archive-date=2022-03-02|archive-url=https://web.archive.org/web/20220302151657/https://pubs.acs.org/doi/abs/10.1021/ja01522a083}}</ref>


[[八羟基环丁烷]]或环丁烷-1,1,2,2,3,3,4,4-八醇(-C(OH)<sub>2</sub>-)<sub>4</sub>在文献中可简称为“环丁四酮水合物”。 <ref>{{ cite journal |last1= Skujins |first1= S. |last2= Delderfield |first2= J. |last3= Webb |first3= G.A. |author9= S. Skujins, J. Delderfield and G. A. Webb |year= 1967 |title= A mass spectrometric study of some monocyclic polycarbonyl compounds |journal= Tetrahedron |volume= 24 |issue= 13 |pages= 4805–4817 |doi= 10.1016/S0040-4020(01)98676-4 }}</ref>
[[八羟基环丁烷]]或环丁烷-1,1,2,2,3,3,4,4-八醇(-C(OH)<sub>2</sub>-)<sub>4</sub>在文献中可简称为“环丁四酮水合物”。 <ref>{{Cite journal|title=A mass spectrometric study of some monocyclic polycarbonyl compounds|url=https://linkinghub.elsevier.com/retrieve/pii/S0040402001986764|last=Skujins|first=S.|last2=Delderfield|first2=J.|date=1968-01|journal=Tetrahedron|issue=13|doi=10.1016/S0040-4020(01)98676-4|volume=24|pages=4805–4817|language=en|last3=Webb|first3=G.A.|access-date=2022-03-02|archive-date=2019-06-13|archive-url=https://web.archive.org/web/20190613233652/https://linkinghub.elsevier.com/retrieve/pii/S0040402001986764}}</ref>


== 参考资料 ==
== 参考资料 ==
{{Reflist}}
{{Reflist}}
* {{Cite journal|title=Syntheses and Derivatives of Squaric Acid|url=https://onlinelibrary.wiley.com/doi/10.1002/anie.196608881|last=Maahs|first=G.|last2=Hegenberg|first2=P.|date=1966-10|journal=Angewandte Chemie International Edition in English|issue=10|doi=10.1002/anie.196608881|volume=5|pages=888–893|language=en|issn=0570-0833|access-date=2022-03-02|archive-date=2022-03-02|archive-url=https://web.archive.org/web/20220302152904/https://onlinelibrary.wiley.com/doi/10.1002/anie.196608881}}
* G. Maahs, P. Hegenberg (2003), ''Syntheses and Derivatives of Squaric Acid''. Angewandte Chemie Int. Ed., Volume 5 Issue 10, Pages 888–893. DOI: 10.1002/anie.196608881


== 参见 ==
== 参见 ==

2024年10月20日 (日) 09:13的最新版本

环丁四酮
IUPAC名
环丁烷-1,2,3,4-四酮[來源請求]
别名 四氧代环丁烷
识别
CAS号 76719-54-5  checkY
PubChem 5488007
ChemSpider 24735246
SMILES
 
  • O=C1C(=O)C(=O)C1=O
性质
化学式 C4O4
摩尔质量 112.04 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

环丁四酮,也称作四氧代环丁烷,是一种假想的有机化合物,化学式为C4O4或(-(C=O)-)4。 它是一种碳的氧化物,实际上一氧化碳的四聚体。

这种化合物似乎在热力学上不稳定。[1]直到2000年,它还没有被大量合成,[2][3]但是通过质谱法可能检测它的存在。[4]

相关化合物

[编辑]

环丁四酮可以被看作方酸根离子C4O42−的中性类似物,而后者较稳定,至少在1959年就已了解。[5]

八羟基环丁烷或环丁烷-1,1,2,2,3,3,4,4-八醇(-C(OH)2-)4在文献中可简称为“环丁四酮水合物”。 [6]

参考资料

[编辑]
  1. ^ Jiao, Haijun; Frapper, Gilles; Halet, Jean-François; Saillard, Jean-Yves. Stability of Tetraoxocyclobutane Revised: Perturbation Theory and Density Functional Scheme. The Journal of Physical Chemistry A. 2001-06-01, 105 (24): 5945–5947 [2022-03-02]. ISSN 1089-5639. doi:10.1021/jp010738i. (原始内容存档于2022-03-02) (英语). 
  2. ^ Rubin, Mordecai B.; Gleiter, Rolf. The Chemistry of Vicinal Polycarbonyl Compounds. Chemical Reviews. 2000-03-01, 100 (3): 1121–1164 [2022-03-02]. ISSN 0009-2665. doi:10.1021/cr960079j. (原始内容存档于2022-03-02) (英语). 
  3. ^ Seitz, Gunther; Imming, Peter. Oxocarbons and pseudooxocarbons. Chemical Reviews. 1992-09, 92 (6): 1227–1260 [2022-03-02]. ISSN 0009-2665. doi:10.1021/cr00014a004. (原始内容存档于2022-03-02) (英语). 
  4. ^ Schröder, Detlef; Schwarz, Helmut; Dua, Suresh; Blanksby, Stephen J.; Bowie, John H. Mass spectrometric studies of the oxocarbons CnOn (n = 3–6). International Journal of Mass Spectrometry. 1999-05, 188 (1-2): 17–25 [2022-03-02]. doi:10.1016/S1387-3806(98)14208-2. (原始内容存档于2022-06-18) (英语). 
  5. ^ Cohen, Sidney; Lacher, John R.; Park, Joseph D. DIKETOCYCLOBUTENEDIOL. Journal of the American Chemical Society. 1959-07, 81 (13): 3480–3480 [2022-03-02]. ISSN 0002-7863. doi:10.1021/ja01522a083. (原始内容存档于2022-03-02) (英语). 
  6. ^ Skujins, S.; Delderfield, J.; Webb, G.A. A mass spectrometric study of some monocyclic polycarbonyl compounds. Tetrahedron. 1968-01, 24 (13): 4805–4817 [2022-03-02]. doi:10.1016/S0040-4020(01)98676-4. (原始内容存档于2019-06-13) (英语). 

参见

[编辑]