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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
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

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Chromates - Oxidation
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Chromates - Oxidation
  1. Chemical Synthesis 化学合成
  2. Specialty Synthesis 特殊合成技术
  3. Solid Supported Synthesis - Specialty Synthesis
  4. Supported Reagents - Solid Supported Synthesis
  5. Oxidizing Reagents - Supported Reagents
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Pyridinium Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Metal Compounds 金属化合物