acetone 4-phenylsemicarbazone | 78002-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: acetone 4-phenylsemicarbazone
• 英文别名: acetone N(4)-phenylsemicarbazone；acetone-N(4)-phenylsemicarbazone；propan-2-one 4-phenyl-semicarbazone；acetone-(4-phenyl semicarbazone)；Aceton-(4-phenyl-semicarbazon)；4-Phenyl-1-isopropyliden-semicarbazid；N-phenyl-2-(propan-2-ylidene)hydrazinecarboxamide；1-phenyl-3-(propan-2-ylideneamino)urea
• CAS: 78002-37-6
• 化学式: C₁₀H₁₃N₃O
• mdl: MFCD00463409
• 分子量: 191.233
• InChiKey: MUBXNIUEXMLKDP-UHFFFAOYSA-N

物化性质

• 熔点：
  156-157 °C(Solv: ethanol (64-17-5))
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  acetone 4-phenylsemicarbazone 在 lead(IV) acetate 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1,7,8-triaza-3,3,6,6-tetramethyl-5-oxa-2-oxo-1-phenylspiro<3,4>oct-7-ene
  参考文献：
  名称：

  Zoghbi, Michel; Warkentin, John, Canadian Journal of Chemistry, 1993, vol. 71, # 6, p. 912 - 918

  摘要：

  DOI：
• 作为产物：
  描述：

  苯胺 、 丙酮缩氨脲 生成 acetone 4-phenylsemicarbazone
  参考文献：
  名称：

  Borsche, Chemische Berichte, 1901, vol. 34, p. 4301

  摘要：

  DOI：

文献信息

• Anodic Cleavage of Several Ketone <i>N</i>-Phenylsemicarbazones into Methyl <i>N</i>-Phenylcarbamate and the Corresponding Dimethyl Acetals
  作者：Shinnosuke Nishikawa、Haruki Yamamori、Kousuke Ohashi、Mitsuhiro Okimoto、Masayuki Hoshi、Takashi Yoshida

  DOI：10.1080/00397911.2012.667184

  日期：2013.7.3

  Abstract Several ketone N-phenylsemicarbazones were electrooxidized in the presence of potassium iodide and a base using methanol as the solvent to give nearly commensurate amounts of methyl N-phenylcarbamate and the corresponding dimethyl acetals. Continuous evolution of gaseous nitrogen was observed from the anolyte during the electrooxidation. The reactions were carried out under very mild reaction

  摘要 在碘化钾和碱的存在下，以甲醇为溶剂，对几种酮 N-苯基氨基甲酸酯进行电氧化，得到几乎等量的 N-苯基氨基甲酸甲酯和相应的二甲基缩醛。在电氧化过程中观察到从阳极电解液中持续释放出气态氮。这些反应是在非常温和的反应条件下进行的，据推测是通过四电子氧化过程进行的，其中碘离子作为电子载体起着重要的作用。图形概要
• Synthesis, spectroscopic characterization, and antimicrobial activity of cobalt(II) complexes of acetone-N(4)-phenylsemicarbazone: crystal structure of [Co(HL)2(MeOH)2](NO3)2
  作者：V. L. Siji、M. R. Sudarsanakumar、S. Suma

  DOI：10.1007/s11243-011-9485-z

  日期：2011.5

  Four Co(II) complexes, [Co(HL)2](OAc)2, [Co(HL)2Cl2], [Co(HL)2(MeOH)2](NO3)2, and [Co2(HL)4(SO4)2] (HL = acetone-N(4)-phenylsemicarbazone) were synthesized and characterized by physicochemical and spectroscopic methods. The magnetic susceptibility measurements indicate that the complexes are paramagnetic with three unpaired electrons. In all the complexes, the semicarbazone is coordinated as a neutral bidentate ligand. The structure of [Co(HL)2(MeOH)2](NO3)2 was confirmed by single crystal X-ray crystallography. The ligand is neutral and bidentate, being coordinated to the cobalt atom through the carbonyl oxygen and the azomethine nitrogen. Intermolecular hydrogen bonding and C–H···π interactions combine to stabilize the crystal structure. The ligand and its two complexes [Co(HL)2Cl2] and [Co(HL)2(MeOH)2](NO3)2 were screened for their antibacterial and antifungal activities using disk diffusion methods.

  通过物理化学和光谱方法合成并表征了四种钴（II）配合物：[Co(HL)2](OAc)2、[Co(HL)2Cl2]、[Co(HL)2(MeOH)2](NO3)2 和 [Co2(HL)4(SO4)2] (HL = acetone-N(4)-phenylsemicarbazone) 。磁感应强度测量结果表明，这些配合物具有三个未成对电子的顺磁性。在所有配合物中，半咔唑酮作为中性双齿配体配位。单晶 X 射线晶体学证实了[Co(HL)2(MeOH)2](NO3)2 的结构。配体为中性双齿配体，通过羰基氧和氮杂羰基氮与钴原子配位。分子间氢键和 C-H---π 相互作用共同稳定了晶体结构。利用盘扩散法筛选了配体及其两种配合物 [Co(HL)2Cl2] 和 [Co(HL)2(MeOH)2](NO3)2 的抗菌和抗真菌活性。
• Hypervalent iodine oxidation of N-acylhydrazones and N-phenylsemicarbazone: an efficient method for the synthesis of derivatives of 1,3,4-oxadiazoles and .DELTA.3-1,3,4-oxadiazolines
  作者：Ruiyang Yang、Lixin Dai

  DOI：10.1021/jo00064a027

  日期：1993.6

  The oxidation of ketone N-acylhydrazones 1 by phenyliodine(III) diacetate (PIDA) in alcohol gave 2-alkoxy-DELTA3-1,3,4-oxadiazolines 4 in excellent yields, while the oxidative cyclization of aldehyde N-acylhydrazone 2 by PIDA in methanolic sodium acetate gave 2,5-disubstituted 1,3,4-oxadiazoles in good yields. The oxidation of acetone 4-phenylsemicarbazone afforded 2-(N-phenylimino)-DELTA3-1,3,4-oxadiazoline in excellent yield.
• Borsche, Chemische Berichte, 1901, vol. 34, p. 4301
  作者：Borsche

  DOI：——

  日期：——
• Blandov; Gindin; Kuznetsov, Russian Journal of Organic Chemistry, 1997, vol. 33, # 10, p. 1417 - 1423
  作者：Blandov、Gindin、Kuznetsov

  DOI：——

  日期：——