Pyridinium chlorochromate 氯铬酸吡啶盐

CAS 26299-14-9 MFCD00013106

化学结构图

26299-14-9
SMILES: Cl.O=[Cr](=O)=O.c1ccncc1

化学属性

Mol. FormulaC5H6ClCrNO3
Mol. Weight215.56
Melting Point205-208°C
TSCAYes
Density1.422
SolubilityPartly miscible with water.
Stability对湿度敏感

别名和识别编码

Chemical NamePyridinium chlorochromate
Synonym PCC {LY} PCC {} {LY} PCC {} {} {LY} PCC {} {} {} {LY} PCC {} {} {} {} {LY} PCC {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} PCC
MDL NumberMFCD00013106
PubChem Substance ID46846327
Beilstein Registry Number7054643
EC Number247-595-5
CAS Number26299-14-9
Merck Number7974
Reaxys-RN7054643
Chemical Name Translation氯铬酸吡啶盐
InChIKeyJWIPGAFCGUDKEY-UHFFFAOYSA-L
LabNetwork Molecule IDLN03292520
InChIInChI=1S/C5H5N.ClH.Cr.3O/c1-2-4-6-5-3-1;;;;;/h1-5H;1H;;;;
Canonical SMILESCl[Cr]([O-])(=O)=O.C1=C[NH+]=CC=C1
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分类

  • {SNA} Chemical Synthesis, Chromates, Oxidizing Agents, Synthetic Reagents

产品应用

  • Usually used to oxidize an allylic methylene group.

相关文献及参考

  • Merck: 14,7974
  • For a brief feature on novel oxidation reactions with this reagent, see: Synlett, 741 (2003).
  • In THF, arylhydroxylamines are selectively oxidized to nitroso compounds: Synth. Commun., 22, 1683 (1992).
  • 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).
  • 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.

安全信息

GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P220 Keep/Store away from clothing/…/combustible materials. 保持远离/贮存远离服装/....../可燃材料。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P283 Wear fire/flame resistant/retardant clothing. 穿防火/阻燃/耐阻燃服。
  • P302+P350
  • P304+P340+P311
  • P305+P351+P338
  • P308+P313
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H271 May cause fire or explosion; strong oxidizer 可能会引起火宅或爆炸;强氧化剂。
  • H350 May cause cancer 可能致癌
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H272 May intensify fire; oxidizer 可能加剧火势;氧化剂。
WGK Germany2
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Signal word Danger
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Packing GroupII
UN Number 1479 3087 UN1479
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R49 May cause cancer by inhalation 吸入会致癌
  • R50/53
  • R8 Contact with combustible material may cause fire 遇到易燃物会导致起火
Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen {} {LY} 2-8°C, stored under nitrogen {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {}
Hazard Codes 5.1
Hazard Class5.1/6.1

其他信息

  • Used to oxidize an allylic methylene group in a synthesis of α,β-unsaturated lactones from D-glucose using Grubbs-catalyzed ring-closing metathesis. A stable versatile oxidizing agent for mild and selective oxidation of alcohols.
  • Sigma Aldrich:26299-14-9(sigmaaldrich)

系列性分类