tricarbon monoxide

• 分子结构分类: 有机化合物 - 乙炔化物 - 碳化物
• 英文名称: tricarbon monoxide
• 英文别名: Prop-2-ynylidyneoxidanium；prop-2-ynylidyneoxidanium
• 化学式: C₃O
• 分子量: 52.0324
• InChiKey: ZCNKODXATWVMAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  反丁烯二酰氯 生成 tricarbon monoxide
  参考文献：
  名称：

  The infrared spectrum and force field of tricarbon monoxide

  摘要：

  DOI：

  10.1021/ja00312a013

文献信息

• Flash photolysis of carbon suboxide
  作者：T. Morrow、W. D. McGrath

  DOI：10.1039/tf9666203142

  日期：——

  When carbon suboxide was flash-photolyzed isothermally the ultra-violet absorption spectrum of the C3 radical at 4050 Å was observed strongly at short delay times. In addition, a series of new diffuse systems were detected in the wavelength regions 4300–4450 Å, 3400–3700 Å, 3100–3300 Å and a strong continuous absorption extending from 3100 Å to shorter wavelengths. The effect of CO2, O2, N2, Ar, NO, CO, C2H2 and C2H4 on these systems has been investigated and the results obtained indicate that the new systems are due to either the singlet C2O radical or some species produced in the fast reaction of C2O (singlet) with C3O2. The reactions of O1D and O3P with C3O2 and those of C2O (singlet) with O3, NO2 and CN have also been investigated.

  当碳亚氧化物在等温条件下闪光光解时，强烈观察到在4050 Å处C3自由基的紫外吸收光谱，尤其是在短延迟时间内。此外，在4300–4450 Å、3400–3700 Å、3100–3300 Å波长区域发现了一系列新的扩散系统，以及从3100 Å延伸到更短波长的强连续吸收。对二氧化碳、氧气、氮气、氩气、一氧化氮、一氧化碳、乙炔和乙烯对这些系统的影响进行了研究，获得的结果表明这些新系统是由于单态C2O自由基或在单态C2O与C3O2快速反应中产生的某种物质所致。同时还研究了O1D和O3P与C3O2的反应，以及单态C2O与O3、NO2和CN的反应。
• CCCO: Generation by dc glow discharge in carbon suboxide, and microwave spectrum
  作者：Tong B. Tang、Hiroo Inokuchi、Shuji Saito、Chikashi Yamada、Eizi Hirota

  DOI：10.1016/0009-2614(85)80130-5

  日期：1985.4

  Generation of the CCCO molecule was observed through its microwave spectrum in a dc glow discharge of carbon suboxide. Thirteen rotational transitions J = 7-6 to 19-18 were measured in the frequency region 67–183 GHz with the use of a source-modulation microwave spectrometer. A least-squares analysis of 19 observed spectral lines, including the six previously reported by Brown et al., yielded the following

  CCCO分子的微波光谱在次氧化碳的直流辉光放电中观察到了CCCO分子的产生。使用源调制微波光谱仪在67–183 GHz频率范围内测量了13个旋转跃迁J = 7-6至19-18。对19条观察到的谱线进行最小二乘分析，包括Brown等人先前报告的6条谱线，得出CCCO的以下修正的分子常数：B o = 4810.88624（65）MHz和D o = 0.00077707（130）MHz，括号中为3σ。辉光放电中产生的CCO以及CCCO的浓度估计约为11 ppm。
• Multi-step photolysis of benzenetetracarboxylic dianhydrides in low-temperature argon matrices: exploration of reactive intermediates containing benzdiynes produced stepwise during photochemical reactions
  作者：Masaya Moriyama、Tadatake Sato、Tadafumi Uchimaru、Akira Yabe

  DOI：10.1039/a900212j

  日期：——

  Photolyses of 1,2;4,5- and 1,2;3,4-benzenetetracarboxylic dianhydrides (3a and 3b), which would be precursors of 1,4- and 1,3-benzdiyne (2a and 2b), were studied by a matrix isolation technique and a selective irradiation technique using three kinds of excimer lasers in order to directly observe intermediates produced stepwise. The photolyzed products in the matrix were characterized by FT-IR and UV–vis spectroscopies. As a result, sequential decarboxylation and decarbonylation from one anhydride moiety of 3a and 3b produced corresponding benzocyclopropenone and benzyne intermediates in the initial stage. In both the photolyses, further decomposition proceeded to form 1,3,5-hexatriyne (4) as a final product. Although neither 2a nor 2b was observed directly, it seems that the benzdiynes including another isomer, 1,2,3,5-tetradehydrobenzene (2c), participated as precursors to acyclic C4H–Câ–·C–H biradical 13 and/or carbene 14, which were formed in the reaction from benzdiyne to 4. Additionally, as a result of CCSD(T)/6-31G**//CASSCF(4,4)/6-31G** level calculations for 2a, 2b and 2c, it is clear that the energy of 2c was comparable to those of 2a and 2b, which supports the formation of 13 from 2a/2b and of 14 from 2c after isomerization of 2a→2c and 2b→2c.

  对1,2;4,5-和1,2;3,4-苯四羧酸二酐（3a和3b）的光解进行了研究，这些化合物是1,4-和1,3-苯二炔（2a和2b）的前体。采用基质隔离技术和选择性照射技术，使用三种类型的准分子激光器，以便直接观察逐步产生的中间体。在基质中光解产物通过FT-IR和紫外-可见光光谱进行表征。结果表明，从3a和3b的一个酐部分进行的顺序脱羧和脱羰反应在初始阶段产生了相应的苯环丙烯酮和苯二炔中间体。在这两种光解反应中，进一步分解最终形成了1,3,5-六炔（4）作为最终产物。尽管没有直接观察到2a或2b，但似乎包括另一异构体1,2,3,5-四脱氢苯（2c）在内的苯二炔作为前体，参与了反应形成非环状C4H–Câ–·C–H双自由基13和/或碳烯14。此外，对2a、2b和2c进行的CCSD(T)/6-31G**//CASSCF(4,4)/6-31G**等级计算表明，2c的能量与2a和2b相当，这支持了在2a→2c和2b→2c异构化后，13是由2a/2b形成，14是由2c形成的。
• Do the interstellar molecules CCCO and CCCS rearrange when energised?
  作者：Khoa Minh Tran、Andrew M. McAnoy、John H. Bowie

  DOI：10.1039/b316867k

  日期：——

  neutralisation-ionisation ((-)NR(+)) experiment. No rearrangement of the label in energised CC(13)CO or CC(13)CS occurs during these experiments. In contrast, minor rearrangement of (CC(13)CO)(+*) is observed [(CC(13)CO)(+*)-->(OCC(13)C)(+*), while significant rearrangement occurs for (CC(13)CS)(+*) [(CC(13)CS)(+*)-->(SCC(13)C)(+*)]. Theoretical calculations at the CCSD(T)/aug-cc-pVDZ//B3LYP/6-31G(d) level

  已通过前体阴离子自由基（CCCO）（-*），（CC（13）CO）的单电子垂直（Franck-Condon）氧化制备了中性化合物CCCO，CC（13）CO，CCCS和CC（13）CS （-*），（CCCS）（-*）和（CC（13）CS）（-*）分别位于反扇形质谱仪的碰撞池中。中性离子对分解阳离子的电离表明，中性离子在中和电离（（-）NR（+））实验的微秒持续时间内是稳定的。在这些实验过程中，未在通电的CC（13）CO或CC（13）CS中重新布置标签。相反，观察到（（CC（13）CO）（+ *）的较小重排[[CC（13）CO）（+ *）->（OCC（13）C）（+ *），但发生了重排用于（CC（13）CS）（+ *）[（CC（13）CS）（+ *）->（SCC（13）C）（+ *）]。在CCSD（T）/ aug-cc-pVDZ // B3LYP / 6-31G（d）的理论水平上的理论计算表明，
• C3O: ab initio calculations and matrix IR spectra
  作者：Peter Botschwina、Hans Peter Reisenauer

  DOI：10.1016/0009-2614(91)80053-z

  日期：1991.8

  The equilibrium geometry of linear C3O has been calculated with high precision (≈ 0.0005 Å accuracy) by combining experimental ground-state rotational constants and theoretical vibration-rotation coupling constants. The results are R1e (C1C2)=1.2717 Å, R2e(C2C3)=1.2965 Å and R3e(C3O)=1.1473 Å. New matrix IR spectra show a larger number of peaks not observed before which are assigned to overtones

  通过结合实验基态旋转常数和理论振动-旋转耦合常数，可以高精度（≈0.0005Å精度）计算线性C 3 O的平衡几何形状。结果是- [R 1E（C 1 C 2）= 1.2717埃，- [R 2E（C 2 C 3）= 1.2965埃和- [R 3e的（C 3 O）= 1.1473埃。新的矩阵红外光谱显示出大量未观察到的峰，在此之前它们被指定为泛音和组合音。此外，极弱ν 3基本被发现在939.1厘米-1。它的强度远小于我们中的一个人理论上预测的相应的第一泛音的强度。