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 N Section2 Chembox Properties Formula C sub 5 sub H sub 5 sub NHClCrO sub 3 sub MolarMass 215.56 g mol Appearance orange crystalline powder MeltingPt 205 C Solvent other solvents SolubleOther soluble in dichloromethane , br benzene , diethyl ether , br acetone , acetonitrile , br THF Section7 ... 53 45 60 61 Pyridiniumchlorochromate is a reddish orange solid reagent used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones . Pyridiniumchlorochromate, or PCC , will not fully ... name corey cite journal author Corey, E.J. Suggs, W. title PyridiniumChlorochromate. An Efficient ... author Agarwal, S Tiwari, H. P. Sharma, J. P. title PyridiniumChlorochromate an Improved Method ... ca Clorocromat de piridini de Pyridiniumchlorochromat fr Chlorochromate de pyridinium ja ... Lett. year 1975 volume 16 pages 2647 2650 doi 10.1016 S0040 4039 00 75204 X ref Pyridinium dichromate ... Chromium VI oxide is treated with pyridine pyridinium chloride C sub 5 sub H sub 5 sub NH sup sup ... http www.chemicalland21.com arokorhi lifescience phar PYRIDINIUM 20DICHROMATE.htm Datasheet PDC http ... more details
Unreferenced stub auto yes date December 2009 Chembox verifiedrevid 408972818 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 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 fr Ion pyridinium nl Pyridinium ... more details
orphan date May 2010 unref date December 2010 Poly pyridinium salt s are members of a class of main chain polyelectrolyte s. DEFAULTSORT Poly Pyridinium Salt S Category Polyelectrolytes Category Organic polymers Polymer stub ... more details
Collins reagent is the complex of chromium trioxide chromium VI oxide with pyridine in dichloromethane . ref cite journal title Dipyridine chromium VI oxide oxidation of alcohols in dichloromethane author J. C. Collins, W. W. Hess and F. J. Frank journal Tetrahedron Lett. year 1968 volume 9 issue 30 pages 3363 3366 doi 10.1016 S0040 4039 00 89494 0 ref ref OrgSynth author J. C. Collins, W.W. Hess title Aldehydes from Primary Alcohols by Oxidation with Chromium Trioxide Heptanal collvol 6 collvolpages 644 prep cv6p0644 year 1988 ref It is used to selectively alcohol oxidation oxidize primary alcohol s to the aldehyde , and will tolerate many other functional group s within the molecule. Image Collins reagent.png center 300px It can be used as an alternative to the Jones reagent and pyridinium chlorochromate PCC when oxidising secondary alcohols to ketone s. Moreover, the Collins reagent is especially useful for oxidations of acid sensitive compounds. This complex is both difficult and dangerous to prepare, as it is very hygroscopic and can inflame during preparation. It is typically used in a sixfold excess in order to complete the reaction. Nowadays, PCC or PDC oxidation have largely supplanted Collins oxidation for these very reasons. chemistry stub See also Jones oxidation Pyridinium chlorochromate Pyridinium dichromate Sarett oxidation References references Category Oxidizing agents Category Chromium compounds de Collins Reagenz fr R actif de Collins pt Reagente de Collins es Reactivo de Collins ... 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 fr Oxydation de Sarett zh ... more details
and functions, the Cornforth reagent is closely related to other pyridinium salts of hexavalent chromium oxide, such as pyridiniumchlorochromate PyH CrO sub 3 sub Cl and to pyridine complexes such as the Collins ... and functions it is closely related to other compounds made from hexavalent chromium oxide, such as pyridiniumchlorochromate and Collins reagent . Because of their toxicity, these reagents are rarely ... to the presence of pyridinium cations. The Cornforth reagent is readily soluble in water, dimethylformamide ... Useful procedures for the oxidation of alcohols involving pyridinium dichromate in approtic media ... capability. Among organic acids, acetic acid , pyridinium Trifluoroacetic acid trifluoroacetate or pyridinium tosyl ate can be added, the first one being most efficient and easiest to remove. The achieved ... on the country. As a strong oxidant, pyridinium dichromate promotes fires, releasing carbon monoxide ... more details
PCC may stand for Biology and Chemistry PCC Coating , pyrolytic chromium carbide 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 Palestinian Conciliation Commission Panama Canal Commission Partit dels i les Comunistes de Catalunya Perth City Council 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 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 County Court Poison control center Other uses PCC streetcar Parochial church council Passp ... more details
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 http dx.doi.org 10.1002 0471264180.or053.01 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 chrom ... more details
, pyridiniumchlorochromate , the Corey Chaykovsky reagent and acryloyl chloride . Key chemical transformations ... . The A ring was functionalized with a hydroxyl group through PCC pyridiniumchlorochromate oxidation ... alcohol 5 . The hydroxyl group was then oxidized to a carbonyl group giving ketone 6 by action of pyridinium ... . Dimethyl Acetal Protection methanol, collidine p toluenesulfonate Deprotection pyridinium tosylate ... the addition of the A ring to the C ring Scheme 4 . The aldehyde is later deprotected using pyridinium ... more details
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 month November volume E58 issue 11 pages i105 i107 doi 10.1107 S1600536802019396 url http journals.iucr.org e issues 2002 11 00 br6066 br6066bdy.html ref Potassium trioxochlorochromate ref name kolitsch2002 , Potassium chlorochromate ref name csudh http www.csudh.edu oliver chemdata chemsyn.htm Synonyms Of Chemicals Bot generated title ref ref name altnamebook1 http books.google.com books?id QQZKAAAAMAAJ&q 22P C3 A9ligot 27s salt 22&dq 22P C3 A9ligot 27s salt 22&pgis 1 ref ref name altnamebook2 http books.google.com books?id 394yAAAAMAAJ&q 22P C3 A9ligot 27s salt 22&dq 22P C3 A9ligot 27s salt 22&pgis 1 ref , Peligot s salt , or P ligot s salt is a chemical substance named after Eug ne Melchior P ligot ref name sas http www.sas.org E Bulletin 2002 08 23 chem body.html Untitled Document Bot generated title ref . Its formula is KCrO sub 3 sub Cl ref name gloss http srb.npaci.edu cgi bin nsdl.cgi?uid 2004 07 19T23 32 41Z 2423943D27E2C38E2428B388E8938B20 archemm.html Glossary Bot generated title ref Peligot s salt is the potassium salt of chlorochromic acid chromic acid where chlorine has replaced one ... with its chlorine and produces chromic oxide ref name sas . Potassium chlorochromate can be prepared ... . 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 ... http journals.iucr.org e issues 2005 02 00 cv6410 cv6410bdy.html ref . Safety Potassium chlorochromate ... books.google.com books?id o VjWgh5mPUC&pg PA122&dq 22Potassium chlorochromate 22&sig ACfU3U1IuakBM5F4wJeuvVu7xANyFqJ2aw ... more details
carcinoma. PDC in DMF Corey and Schmidt Main pyridinium dichromate Pyridinium dichromate PDC is a bright ... 01 93515 4 title Useful procedures for the oxidation of alcohols involving pyridinium dichromate in approtic ... more details
a Birch reduction to diol 24 , oxidation with pyridiniumchlorochromate to ketoaldehyde 25 and a reverse ... bond is reduced with hydrazine and sequential diisobutylaluminum hydride reduction and pyridiniumchlorochromate oxidation of 21 forms the aldehyde 22 . A second Norrish reaction then adds another ... more details
26 by Pyridiniumchlorochromate PCC . class wikitable align center File Taxol total synthesis Wender ... confined to rings A and B. More protective groups were added to triol 15 as reaction with Pyridinium ... 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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