羟基甲酮 | 2564-86-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 羟基甲酮
• 英文名称: carboxyl
• 英文别名: carbon monoxide-alcohol；Ameisensaeure-Radikal；Carboxyl-radikal；Carboxy-Radikal；Carboxylradikal；Hydroxycarbonyl
• CAS: 2564-86-5
• 化学式: CHO₂
• 分子量: 45.0177
• InChiKey: ORTFAQDWJHRMNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  3
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  羟基甲酮 在 氧气 作用下， 以 gaseous matrix 为溶剂， 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Detection and reactions of the HOCO radical in gas phase

  摘要：

  The HOCO radical has been successfully detected by a photoionization mass spectrometry in gas phase. The HOCO radical produced by the reaction of Cl+HCOOH (with small excess energy; 13.0 kcal mol−1) was found to be stable and its lifetime was confirmed to be very long (≳10 ms) at room temperature. On the other hand, the HOCO radical formed by the 193 nm photolysis of C2H3COOH (with large excess energy; 55.8 kcal mol−1) exhibited fast, nonexponential, and total pressure-dependent decay. This behavior was well interpreted by a competition of dissociation and relaxation of ‘‘hot’’ radicals. Further, the decay of ‘‘hot’’ radicals showed an apparent isotope effect (DOCO/HOCO). This fact together with an energetic consideration suggests that the observed decay is dominated by a tunneling dissociation to H+CO2, which implies the importance of the tunneling in the OH+CO reaction. The vibrational relaxation rate of the HOCO radical was roughly evaluated from the pressure dependence of the decay profile of ‘‘hot’’ HOCO radicals. The rate of reaction of HOCO radical with molecular oxygen has also been determined, and appeared pressure-independent.

  DOI：

  10.1063/1.466395
• 作为产物：
  描述：

  大鼠1,25-二羟基维生素D(1,25(OH)2D)试剂盒 在 CO 作用下， 以 水 为溶剂， 生成 羟基甲酮
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: O: MVol.8, 26, page 2586 - 2588

  摘要：

  DOI：

文献信息

• Reactivity of Excited Water Molecules in Photochemical Carboxylation
  作者：N. GETOFF

  DOI：10.1038/211408a0

  日期：1966.7

  WE have shown that carbon dioxide in aqueous solution can be reduced and converted into simple organic substances under the influence of ultra-violet light1–3. The reduction process is the result of the action of hydrogen atoms produced by the photolysis of water and also of excited molecules of water (H2O*) (refs. 2 and 3): for λ = 184.9 nm the quantum yield for H and OH is Φ = 0.6 (ref. 4).

  我们已经证明，在紫外线的作用下，水溶液中的二氧化碳可以还原并转化为简单的有机物1â3。还原过程是水和激发的水分子（H2O*）光解产生的氢原子作用的结果（参考文献 2 和 3）：当 Î" = 184.9 纳米时，H 和 OH 的量子产率为 Î = 0.6（参考文献 4）。
• Formation of Glyoxylic Acid in Interstellar Ices: A Key Entry Point for Prebiotic Chemistry
  作者：André K. Eckhardt、Alexandre Bergantini、Santosh K. Singh、Peter R. Schreiner、Ralf I. Kaiser

  DOI：10.1002/anie.201901059

  日期：2019.4.16

  identification of the biologically relevant α‐keto carboxylic acid, glyoxylic acid (HCOCOOH), is still elusive. Herein, the formation of glyoxylic acid via cosmic‐ray driven, non‐equilibrium chemistry in polar interstellar ices of carbon monoxide (CO) and water (H2O) at 5 K via barrierless recombination of formyl (HCO) and hydroxycarbonyl radicals (HOCO) is reported. In temperature‐programmed desorption

  在星际和星际环境中检测到将近200个分子，生物学上相关的α-酮基羧酸乙醛酸（HCOCOOH）的鉴定仍然难以实现。在此，一氧化碳（CO）和水（H 2报道了在5 K下通过甲酰基（HCO）和羟羰基自由基（HOCO）的无障碍重组产生的O）。在程序升温脱附实验中，结合电离能和独特的质荷比，结合利用反射式飞行时间质谱的同位素标记实验，对升华的中性分子进行了选择性光电离和鉴定。这些研究揭示了乙醛酸的关键反应路径，乙醛酸是在星际冰中形成的有机分子，然后在像SgrB2（N）这样的恒星形成区域升华，因此为益生元有机合成提供了关键的切入点。
• Products of the ultraviolet photodissociation of trifluoroacetic acid and acrylic acid
  作者：Michael C. Osborne、g Li、Ian W. M. Smith

  DOI：10.1039/a809064e

  日期：——

  The photodissociation of trifluoroacetic and acrylic acids by the ultraviolet light from a flashlamp has been investigated by measuring the relative yields of some of the major products by time-resolved infrared absorption using tunable, narrow band diode lasers. Yields of CO2 were measured both in the absence and presence of added O2. The former experiments measure the CO2 produced directly by decarboxylation of the acid, channel (2) below, the latter the sum of the yields from channels (1) and (2) since HOCO is rapidly converted to CO2. The yields of CO from the decarbonylation channel (3) have also been measured. For trifluoroacetic acid, the relative yields are found to be [HOCO]:[CO2]:[CO]=(0.28±0.07):(0.61±0.09):(0.11±0.06) and, for acrylic acid, [HOCO]:[CO2]:[CO]=(0.32±0.08):(0.37±0.08):(0.31±0.09). The results are discussed in relation to the other, limited, measurements on the photodissociation of these acids and whether these three processes are likely to occur independently of one another.

  通过使用可调谐窄带二极管激光器的时间分辨红外吸收来测量一些主要产物的相对产率，研究了闪光灯紫外光对三氟乙酸和丙烯酸的光解。在不存在和存在添加 O2 的情况下测量 CO2 产量。前一个实验测量了酸脱羧直接产生的 ，即下面的通道 (2)，后者是通道 (1) 和 (2) 的产量之和，因为 HOCO 快速转化为 。还测量了脱羰通道 (3) 的 CO 产量。对于三氟乙酸，相对产率为 [HOCO]:[ ]:[CO]=(0.28±0.07):(0.61±0.09):(0.11±0.06)，对于丙烯酸，[HOCO]： [ ]:[CO]=(0.32±0.08):(0.37±0.08):(0.31±0.09)。讨论的结果与这些酸的光解离的其他有限测量以及这三个过程是否可能彼此独立发生有关。
• Experimental study and kinetic modeling of propene oxidation in a jet stirred flow reactor
  作者：P. Dagaut、M. Cathonnet、J. C. Boettner

  DOI：10.1021/j100314a019

  日期：1988.2
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.C4, 6.4.5.2, page 162 - 163
  作者：

  DOI：——

  日期：——