chembox verifiedrevid 406365741 Name Pyridiniumchlorochromate ImageFile Pyridinium chlorochromate.PNG ImageSize 150px ImageName Chemical structure of the PyridiniumChlorochromate ImageFileL1 Pyridinium 3D balls.png ImageNameR1 Ball and stick model of the pyridinium cation ImageFileR1 Chlorochromate 3D balls.png ImageNameR1 Ball and stick model of the chlorochromate anion IUPACName Pyridiniumchlorochromate OtherNames PCC Section1 Chembox Identifiers InChI 1 C5H5N.ClH.Cr.3O c1 2 4 6 5 3 1 h1 5H 1H q 1 1 rC5H5N.ClCrO3 c1 2 4 6 5 3 1 1 2 3,4 5 h1 5H q 1 p 1 InChIKey LEHBURLTIWGHEM YOEUSAHMAN CASNo 26299 14 9 ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 10608386 SMILES O Cr O O Cl. nH 1ccccc1 StdInChI Ref stdinchicite correct chemspider StdInChI 1S C5H5N.ClH.Cr.3O c1 2 4 6 5 3 1 h1 5H 1H q 1 1 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey LEHBURLTIWGHEM UHFFFAOYSA ... , R43 , R50 53 SPhrases S53 , S45 , S60 , S61 Pyridiniumchlorochromate is a reddish orange solid reagent used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones . Pyridiniumchlorochromate ... and William Suggs in 1975. ref name corey cite journal author Corey, E.J. Suggs, W. title PyridiniumChlorochromate. An Efficient Reagent for Oxidation of Primary and Secondary Alcohols to Carbonyl Compounds ... X issue 31 ref Pyridinium dichromate is a similar oxidizing agent , which has the advantage of being ... 2 sub Cl sub 2 sub . ref cite journal author Agarwal, S Tiwari, H. P. Sharma, J. P. title PyridiniumChlorochromate an Improved Method for its Synthesis and use of Anhydrous acetic acid as catalyst ... doi 10.1016 S0040 4020 01 86776 4 issue 12 ref Chromium VI oxide is treated with pyridine pyridinium ... arokorhi lifescience phar PYRIDINIUM 20DICHROMATE.htm Datasheet PDC http www.npi.gov.au database ... de Pyridiniumchlorochromat es Clorocromato de piridinio fa fr Chlorochromate de pyridinium nl Pyridiniumchlorochromaat ja pt Clorocromato de pirid nio zh ... more details
Unreferenced stub auto yes date December 2009 Chembox verifiedrevid 444074249 ImageFileL1 Pyridinium.svg ImageSizeL1 80px ImageFileR1 Pyridinium 3D balls.png ImageSizeR1 120px IUPACName pyridinium OtherNames Section1 Chembox Identifiers InChI 1S C5H5N c1 2 4 6 5 3 1 h1 5H p 1 InChIKey1 JUJWROOIHBZHMG UHFFFAOYSA O InChI1 1S C5H5N c1 2 4 6 5 3 1 h1 5H p 1 CASNo 16969 45 2 CASNo Ref cascite correct CAS PubChem 4989215 ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 4169387 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey JUJWROOIHBZHMG UHFFFAOYSA O SMILES nH 1ccccc1 StdInChI Ref stdinchicite correct chemspider StdInChI 1S C5H5N c1 2 4 6 5 3 1 h1 5H p 1 Section2 Chembox Properties C 5 H 6 N 1 Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Pyridinium refers to the cationic form of pyridine . This can either be due to protonation of the ring nitrogen or because of addition of a substituent to the ring nitrogen, typically via alkylation . The lone pair of electron s on the nitrogen atom of pyridine is not delocalized , and thus pyridine can be protonated easily. Pyridine is often used as an organic base in chemical reactions, thus the pyridinium ion is produced as the counter ion to the leaving group in the reaction. This complex is often insoluble in the organic solvent, so precipitation of the pyridinium leaving group complex is an indication of the progress of the reaction. The pyridinium ion also plays a role in Friedel Crafts acylation . When pyridine is included, it forms a complex with the electrophillic acylium ion, rendering it even more reactive. See also Pyridinium chlorochromate Category Pyridines Organic compound stub es Piridinio fa fr Ion pyridinium nl Pyridinium ... more details
DISPLAYTITLE Pyridinium p toluenesulfonate chembox verifiedrevid 450938033 Name Pyridinium p toluenesulfonate ImageFile1 Pyridinium p toluenesulfonate.svg IUPACName 4 methylbenzenesulfonate pyridin 1 ium OtherNames pyridinium p toluenesulfonate Section1 Chembox Identifiers Abbreviations PPTS CASNo 24057 28 1 PubChem 466102 ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 141806 SMILES Cc1ccc cc1 S O O O .c1cc nH cc1 InChI 1 C7H8O3S.C5H5N c1 6 2 4 7 5 3 6 11 8,9 10 1 2 4 6 5 3 1 h2 5H,1H3, H,8,9,10 1 5H InChIKey ZDYVRSLAEXCVBX UHFFFAOYAE StdInChI Ref stdinchicite correct chemspider StdInChI 1S C7H8O3S.C5H5N c1 6 2 4 7 5 3 6 11 8,9 10 1 2 4 6 5 3 1 h2 5H,1H3, H,8,9,10 1 5H StdInChIKey Ref stdinchicite correct chemspider StdInChIKey ZDYVRSLAEXCVBX UHFFFAOYSA N Section2 Chembox Properties C 12 H 13 N 1 O 3 S 1 Appearance Colourless solid Density Solubility MeltingPtC 120 Melting notes source ref cite web url http www.tokyokasei.co.jp catalog P0942.html author TOKYO CHEMICAL INDUSTRY CO., LTD title Pyridinium p Toluenesulfonate accessdate 2011 09 16 ref BoilingPtC pKa 5.21 ref cite web url http evans.harvard.edu pdf evans pKa table.pdf format PDF title Evans pKa Table author David A. Evans date 2005 11 04 accessdate 2011 09 16 ref Section3 Chembox Hazards RPhrases SPhrases Pyridinium p toluenesulfonate is a salt chemistry salt of pyridine and p Toluenesulfonic acid p toluenesulfonic acid . It is often called PPTS . It appears a colourless solid. Masaki Miyashita studied this compound and found it efficient to deprotection deprotect Tetrahydropyran tetrahydropyranyl group THP . ref cite journal ACS title Pyridinium p toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols author Miyashita, M. Yoshikoshi, A. Grieco, P. A. journal Journal of Organic Chemistry J. Org. Chem. year 1977 volume 42 issue 23 pages 3772 3774 doi 10.1021 jo00443a038 ref Uses In organic synthesis , p toluenesulfonate is used as a catalyst due to its weak ... more details
A chromate ester is a chemical structure that contains a chromium atom in a 6 oxidation state that is connected via an oxygen linkage to a carbon atom. The Cr itself is in its chromate form, with several oxygens attached, and the Cr O C attachment makes this chemical group structurally similar to other ester functional groups. They can be synthesized from various chromium VI metal compounds, such as CrO sub 3 sub , chromium chloride complexes, and aqueous chromate ions, and tend to react via redox reactions to liberate chromium IV . Chromate esters are the key reactive intermediate s in the Jones oxidation the mechanistically related oxidations using pyridinium dichromate or pyridinium chlorochromate . Chromate esters of allyl alcohol s may isomerize via formal Sigmatropic reaction 3,3 sigmatropic shift to give rearranged enone products. ref cite book title Modern Methods of Organic Synthesis edition 4th Edition authors Carruthers, W. Coldham, I. year 2004 isbn 9780521770972 page 381 ref An example of an isolable chromate ester is CH sub 3 sub sub 3 sub CO sub 2 sub CrO sub 2 sub . ref Fillmore Freeman, Di tert butyl Chromate Encyclopedia of Reagents for Organic Synthesis, 2001, John Wiley & Sons, Ltd. DOI 10.1002 047084289X.rd059m ref References reflist Category Chromium compounds Category Esters ester stub reaction stub ... more details
The Sarett oxidation is the oxidation of an alcohol to a ketone or an aldehyde using chromium trioxide and pyridine . Primary alcohol s will only be oxidised to the aldehyde and not on to carboxylic acid s. Image sarett.png The reagent is named after the American chemist Lewis Hastings Sarett 1917 1999 . See also Collins reagent Pyridinium chlorochromate Jones oxidation References cite journal title Approaches to the Total Synthesis of Adrenal Steroids.1 V. 4b Methyl 7 ethylenedioxy 1,2,3,4,4a ,4b,5,6,7,8,10,10a dodecahydrophenanthrene 4 ol 1 one and Related Tricyclic Derivatives author G. I. Poos, G. E. Arth, R. E. Beyler, and L. H. Sarett journal Journal of the American Chemical Society volume 75 issue 2 pages 422 429 year 1953 url doi 10.1021 ja01098a049 J. R. Holum, J. Org. Chem. 26, 4814 1961 E. J. Kris, Chemistry & Industry London 1961 1834 V. I. Stenberg, and R. J. Perkins, J. Org. Chems. 28, 323 1963 P. G. Gassman and P. G. Pape, J. Org. Chem. 29, 160 1964 . External links http www.chempensoftware.com reactions RXN348.htm Sarett oxidation Category Organic redox reactions Reaction stub Category Name reactions ar fr Oxydation de Sarett nl Sarett oxidatie zh ... more details
hexavalent chromium oxide, such as pyridiniumchlorochromate and Collins reagent . Because of their toxicity ... to other pyridinium salts of hexavalent chromium oxide, such as pyridiniumchlorochromate PyH CrO ... its handling it is only slightly acidic owing to the presence of pyridinium cations. The Cornforth ... pyridinium dichromate in approtic media ref The oxidation is usually carried out at ambient ... unrelated to their water absorption capability. Among organic acids, acetic acid , pyridinium Trifluoroacetic acid trifluoroacetate or pyridinium tosyl ate can be added, the first one ... 0.01 and 0.1 mg m sup 3 sup in air depending on the country. As a strong oxidant, pyridinium dichromate ... more details
PCC may stand for Biology and chemistry pyrolytic chromium carbide coating Pyrolytic chromium carbide PCC coating by vacuum deposition Precipitated calcium carbonate Propionyl CoA carboxylase Pyridinium chlorochromate Medicine Pheochromocytoma , a neuroendocrine tumor Organizations and companies Partido Comunista de Canarias, the Communist Party of the Canaries Partido Comunista de Cuba, the Cuban Communist Party Partido Comunista Colombiano, the Colombian Communist Party Pacific Coast Conference , a defunct United States college athletic conference The Pacific Conference of Churches , the regional ecumenical organization in the Pacific region Palestinian cultural club Pakistan Christian Congress Palestinian Conciliation Commission Panama Canal Commission Partit dels i les Comunistes de Catalunya Perth City Council Pacific Coffee Company People s Computer Company Clef Club of Jazz and Performing Arts Plainfield Curling Club Plains Conservation Center Polynesian Cultural Center Power Computing Corporation Porirua Porirua City Council Power Corporation of Canada Pradesh Congress Committee , the provincial committee of the Congress Party in India Precision Castparts Corp. in Portland, Oregon Presbyterian Church in Canada Prerogative Court of Canterbury an important English court for probate The British Press Complaints Commission Printed Circuit Corporation Primeiro Comando da Capital , a Brazilian prison gang terrorist group PCC FoliaConcept , the largest design company in Northern Germany PCC Natural Markets , Puget Consumer s Co op Photo Card Caf , a greeting card company Colleges Pabna Cadet College Palmer College of Chiropractic Pasadena City College Pensacola Christian College Piedmont Community College Pitt Community College Pima Community College Polk State College , formerly Polk Community College Portland Community College Presentation College Chaguanas Punjab College of Commerce Penola Catholic College Governmental groups Parochial church council Patents Co ... more details
, pyridiniumchlorochromate , the Corey Chaykovsky reagent and acryloyl chloride . Key chemical transformations ... . The A ring was functionalized with a hydroxyl group through pyridiniumchlorochromate oxidation of ... alcohol 5 . The hydroxyl group was then oxidized to a carbonyl group giving ketone 6 by action of pyridinium ... Acetal Protection methanol, collidine p toluenesulfonate Deprotection pyridinium tosylate The carbonyl ... of the A ring to the C ring Scheme 4 . The aldehyde is later deprotected using pyridinium ... more details
to other oxidation methods such as Pyridiniumchlorochromate PCC and Dess Martin periodinane is that secondary ... Meerwein Ponndorf Verley reduction Dess Martin oxidation Pyridiniumchlorochromate PCC Jones oxidation ... more details
Orphan date December 2011 Oxidation with chromium VI amine complexes involves the conversion of alcohols to carbonyl compounds or more highly oxidized products through the action of chromium VI oxide amine adducts and salts. Representative members of this family of reagents include Collins reagent , pyridinium chlorochromate PCC , and pyridinium dichromate PDC . ref Luzzio, F. A. Org. React. 1998 , 53 , 1. doi 10.1002 0471264180.or053.01 ref Introduction Sarrett identified the adduct of pyridine and chromium VI oxide Collins reagent as a selective compound for the oxidation of primary and secondary alcohols to carbonyl compounds. ref Poos, G. I. Arth, G. E. Beyler, R. E. Sarrett, L. H. J. Am. Chem. Soc. , 1953 , 75 , 422. ref Despite its selectivity, Collins reagent suffers from difficulties associated with its preparation, stability, and efficiency. The less reactive adducts pyridinium chlorochromate PCC and pyridinium dichromate PDC are more easily handled and more selective than Collins reagent in oxidations of alcohols. These reagents, as well as other, more exotic adducts of nitrogen heterocycles with chromium VI , facilitate a number of oxidative transformations of organic compounds, including cyclization to form tetrahydrofuran derivatives and allylic transposition to afford enones from allyl ic alcohols. Oxidation with chromium VI amines has two primary limitations. Operationally, the tarry byproducts of chromium oxidations cause reduced yields and product sequestration. ref Ratcliffe, R. Rodehorst, R. J. Org. Chem. , 1970 , 35 , 4000. ref In addition, Cr VI amines particularly PCC may react with acid labile functionality. Thus, these agents have been employed in oxidations of relatively simple substrates, often in excess to account for reagent trapping and decomposition. The use of adsorbents such as Celite or silica gel facilitates the removal of chromium byproducts and eliminates many of the operational difficulties associated with chromium mediated oxida ... more details
alcohol group to the aldehyde 26 by Pyridiniumchlorochromate PCC . class wikitable align center ... 15 as reaction with Pyridinium tosylate PPTS and 2 methoxypropene gives the acetonide 16 . At this point ... more details
File Potassium chlorochromate.jpg thumb Potassium chlorochromate Image Potassium chlorochromate xtal 3D ionic.png thumb right Space filling model of part of the crystal structure of KCrO sub 3 sub Cl ref name kolitsch2002 cite journal title Redetermination of potassium chlorochromate, KCrO sub 3 sub Cl author U. Kolitsch journal Acta. Cryst. date 2002 volume E58 issue 11 pages i105 i107 doi 10.1107 S1600536802019396 ref Potassium trioxochlorochromate ref name kolitsch2002 , potassium chlorochromate ref name csudh http www.csudh.edu oliver chemdata chemsyn.htm Synonyms Of Chemicals . Csudh.edu 2003 09 16 . Retrieved on 2011 06 01. ref ref name altnamebook1 cite book author Merck & Co title Merck s index an encyclopedia for the chemist, pharmacist and physician url http books.google.com books?id QQZKAAAAMAAJ accessdate 1 June 2011 year 1930 publisher Merck & Co. ref ref name altnamebook2 cite book author1 Arthur Rose author2 Elizabeth Rose title The Condensed chemical dictionary url http books.google.com books?id 394yAAAAMAAJ accessdate 1 June 2011 year 1966 publisher Reinhold ref , Peligot s salt , or P ligot s salt is a chemical substance named after Eug ne Melchior P ligot . ref name ... chromic oxide ref name sas . Potassium chlorochromate can be prepared from potassium dichromate ... Kinetics and mechanism of the oxidation of benzyl alcohol by potassium chlorochromate year 1991 ... in 2002. ref name kolitsch2002 18 Crown 6 potassium chlorochromate Image 18 crown 6 potassium chlorochromate unit cell 3D vdW.png thumb right Space filling model of the unit cell of 18 crown 6 potassium chlorochromate 18 Crown 6 potassium chlorochromate 1,4,7,10,13,16 hexaoxacyclooctadecane k sup 6 sup O potassium chlorochromate or CrClO sub 3 sub is a crystal structure that contains a K sup ... chlorochromate year 2005 last1 Kotlyar first1 Sergei A. last2 Zubatyuk first2 Roman I. last3 Shishkin ... chlorochromate can be toxicity toxic upon ingestion may cause Poison acute poisoning and kidney ... more details
of nonsmall cell pulmonary carcinoma. PDC in DMF Corey and Schmidt Main pyridinium dichromate Pyridinium dichromate PDC is a bright orange solid with the formulae C sub 5 sub H sub 5 ... involving pyridinium dichromate in approtic media issue 52 ref that reaction of saturated primary ... more details
reduction and pyridiniumchlorochromate oxidation of 21 forms the aldehyde 22 . A second Norrish reaction ... in several steps a Birch reduction to diol 24 , oxidation with pyridiniumchlorochromate to ketoaldehyde ... more details
to form pyridiniumPyridiniumchlorochromate was developed by Elias James Corey and William Suggs in 1975 ... name corey cite journal author Corey, E.J. Suggs, W. title PyridiniumChlorochromate. An Efficient Reagent ... chromium VI oxide with pyridinium chloride ref cite journal author Agarwal, S Tiwari, H. P. Sharma, J. P. title PyridiniumChlorochromate an Improved Method for its Synthesis and use of Anhydrous ... 1351 4 doi 10.1016 S0040 4020 01 99289 0 issue 12 ref pyridiniumchlorochromate PCC , the Collins ... properties similar to those of tertiary amine s. The pKa of the conjugate acid is 5.25 , i.e. pyridinium ... a positively charged aromatic polyatomic ion called pyridinium . The bond length s and bond angle s in pyridine and pyridinium are almost identical. ref cite journal author T. M. Krygowski, H. Szatyowicz ... bonding Modifies Molecular Structure and Electron Delocalization in the Ring of Pyridine Pyridinium ... The pyridinium cation is isoelectronic with benzene. Pyridinium p toluenesulfonic acid toluenesulfonate PPTS is an illustrative pyridinium salt it is produced by treating pyridine with P Toluenesulfonic ... Pyridine 10.png 620px thumb center Resonance structures of pyridine File Pyridinium orbitals.svg 180px ... by the addition of an electrophile to the nitrogen atom is called pyridinium . gallery class centered ... of the pyridinium cation gallery Production Historically, pyridine was extracted from coal tar or obtained ... of pyridine forming pyridinium salts. The reaction with alkylhalide s leads to alkylation of the nitrogen ... in pyridinium compounds it has no relation to the chemical element zinc . Hydrogenation and reduction ... the resulting hydrogen halide to form a pyridinium salt. In esterification s and acylations pyridine ... pyridinium dichromate, PDC , ref cite journal author Cornforth, R.H. coauthors Cornforth, J.W. ... more details
Reagents He has developed several new synthetic reagents pyridiniumchlorochromate PCC pyridiniumchlorochromate , also referred to as the Corey Suggs reagent , and PDC pyridinium dichromate widely used for the oxidation of alcohol s to aldehyde s. ref Corey, E.J., and Suggs, W. PyridiniumChlorochromate ... more details
PPTS may refer to Palestine Pilgrims Text Society , a Victorian academic society Pulsed plasma thruster s, a type of spacecraft propulsion Prospective Piloted Transport System , a Russian spacecraft Pyridinium p toluenesulfonate , a chemical reagent See also Power point disambiguation disambig ja PPTS ... more details
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