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 |
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| Section1 = {{Chembox Identifiers |
| Section1 = {{Chembox Identifiers |
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| CASNo = |
| CASNo = 76719-54-5 |
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| CASNo_Ref = {{cascite| |
| CASNo_Ref = {{cascite|correct|CAS}} |
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| ChemSpiderID = 24735246 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}| SMILES = O=C1C(=O)C(=O)C1=O |
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| StdInChI = 1S/C4O4/c5-1-2(6)4(8)3(1)7 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}}| StdInChIKey = KDAVZOLBYGNLGF-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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|PubChem=5488007 |
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| Section2 = {{Chembox Properties |
| Section2 = {{Chembox Properties |
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| C = 4 |
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| O = 4 |
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| 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。 |
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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> |
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这种化合物似乎在热力学上不稳定。<ref> |
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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 |
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</ref>直到2000年,它还没有被大量合成,<ref name="rubin"> |
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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 |
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</ref><ref name="seitz"> |
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{{cite journal |
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|title=Oxocarbons and pseudooxocarbons |
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|author=Gunther Seitz |
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|coauthors=Peter Imming |
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|journal=Chemical Reviews |
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|year=1992 |
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|volume=92 |
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|issue=6 |
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|pages=1227–1260 |
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|doi=10.1021/cr00014a004 |
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|url=http://admin.pubs.acs.org/doi/pdf/10.1021/cr00014a004 |
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}}{{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> |
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{{cite journal |
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| title = Mass spectrometric studies of the oxocarbons CnOn (n = 3–6) |
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| author = Detlef Schröder, |
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| coauthors = [[Helmut Schwarz]], Suresh Dua, Stephen J. Blanksby and John H. Bowie |
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| doi = 10.1016/S1387-3806(98)14208-2 |
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| journal = International Journal of Mass Spectrometry |
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| volume = 188 |
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| issue = 1–2 |
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| pages = 17–25 |
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|date=May 1999}}</ref> |
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== 相关化合物 == |
== 相关化合物 == |
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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>{{ |
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> |
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[[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>{{ |
[[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> |
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== 参考资料 == |
== 参考资料 == |
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{{Reflist}} |
{{Reflist}} |
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* {{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}} |
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* 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 |
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== 参见 == |
== 参见 == |
2024年10月20日 (日) 09:13的最新版本
环丁四酮 | |
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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 |
PubChem | 5488007 |
ChemSpider | 24735246 |
SMILES |
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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]- ^ 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).
- ^ 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).
- ^ 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).
- ^ 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).
- ^ 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).
- ^ 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).
- Maahs, G.; Hegenberg, P. Syntheses and Derivatives of Squaric Acid. Angewandte Chemie International Edition in English. 1966-10, 5 (10): 888–893 [2022-03-02]. ISSN 0570-0833. doi:10.1002/anie.196608881. (原始内容存档于2022-03-02) (英语).