pyridin-1-ium chlorochromiumoylolate

• ChemBase编号: 74251
• 分子式: C5H6ClCrNO3
• 平均质量: 215.55514
• 单一同位素质量: 214.94412824
• SMILES: [nH+]1ccccc1.[Cr](=O)(=O)(Cl)[O-]
• Canonical SMILES: c1ccc[nH+]c1.[O-][Cr](=O)(=O)Cl
• InChI: InChI=1S/C5H5N.ClH.Cr.3O/c1-2-4-6-5-3-1;;;;;/h1-5H;1H;;;;/q;;+1;;;-1
• InChIKey: LEHBURLTIWGHEM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: pyridin-1-ium chlorochromiumoylolate
• IUPAC传统名: pyridium chlorochromiumoylolate
• 别名: 氯铬酸吡啶鎓; pyridin-1-ium chlorochromiumoylolate; PCC; Pyridinium chlorochromate; Pyridinium chlorochromate; Pyridinium chlorochromate 98%

登记号

• CAS号: 26299-14-9
• EC号: 247-595-5
• MDL号: MFCD00013106
• 默克索引号: 147974
• PubChem SID: 162039170
• PubChem CID: 0
• Chemspider ID: 10608386
• 维基百科标题: Pyridinium_chlorochromate

理论计算性质

• 质子受体: 0
• 质子供体: 1
• LogD (pH = 5.5): 0.6230428
• LogD (pH = 7.4): 0.75354445
• Log P: 0.7555734
• 摩尔折射率: 25.1598 cm^3
• 极化性: 9.677758 Å^3
• 极化表面积: 14.14 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: soluble in dichloromethane,; benzene, diethyl ether,; acetone, acetonitrile,; THF
• 外观: orange crystalline powder
• 熔点: 205°C; 205-208°C°C; ca 206°C dec.

安全信息

• 保存注意事项: Moisture Sensitive; Toxic
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 氧化性(Oxidising) (O); 有毒(Toxic) (T)
• 联合国危险货物编号: UN1479
• 联合国危险货物等级: 5.1
• 联合国危险货物包装类别(PG): II
• 危险公开号: 49-8-43-50/53; R49, R8, R43, R50/53
• 安全公开号: 53-45-60-61; S53, S45, S60, S61
• TSCA收录: 是
• GHS危险品标识: GHS03; GHS07; GHS08; GHS09
• 主要危害: Poison, contact hazard, inhalation hazard, enviromental hazard, carcinogenic, irritant
• NFPA704:
  

  3

  3
• GHS危险声明: H350-H272-H400-H410-H317
• GHS警示性声明: P221-P210-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 98%
• 成盐信息: GrO3Cl-

参考文献

• Mild, selective oxidant for alcohols to aldehydes or ketones: Tetrahedron Lett., 2647 (1975); review: Synthesis, 245 (1982). Superior results have been reported with a catalytic amount of acetic acid: Tetrahedron, 46, 4417 (1990). Adsorption of the reagent onto alumina simplifies work-up and enhances reactivity in hydrocarbon solvents: Synthesis, 223 (1980). Improved results have also been obtained in the presence of silica gel, where reaction times are shortened by sonication: J. Org. Chem., 54, 5387 (1989). Oxidation of methylarenes to benzaldehydes has been reported. Selective mono-oxidation of xylenes to tolualdehydes can be achieved: Synlett, 2769 (2005).
• For 18-crown-6 complexes of chlorochromates as mild, selective oxidants, see: J. Org. Chem., 60, 2267 (1995). See also 1H-Pyrazole, A14186.
• Trialkyl boranes are also oxidized to carbonyl compounds, non-terminal boranes giving ketones: J. Organomet. Chem., 162, C9 (1978) and terminal boranes giving aldehydes: J. Organomet. Chem., 172, C20 (1979). Similarly, aldehydes can be prepared from terminal alkenes by oxidation of their adducts with thexylborane: Synthesis, 151 (1980).
• In THF, arylhydroxylamines are selectively oxidized to nitroso compounds: Synth. Commun., 22, 1683 (1992).
• For a brief feature on novel oxidation reactions with this reagent, see: Synlett, 741 (2003).