Pyridiniumdichromat

Cornforth reagent

HCID 2724130

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Grundinformationen

CAS: 20039-37-6
Standard-SMILES: [O]=[Cr](=[O])([O-])[O][Cr](=[O])(=[O])[O-].c1cc[nH+]cc1.c1cc[nH+]cc1
InChIKey: LMYWWPCAXXPJFF-UHFFFAOYSA-P
Summenformel: C10H12Cr2N2O7
Durchschnittliche Molmasse: 376,2 g/mol
Monoisotopische Masse: 375,94546572

Überblick

Pyridinium dichromate is a pyridinium salt that is the dipyridinium salt of dichromic acid. It is a strong oxidizing agent which can convert primary and secondary alcohols to aldehydes and ketones respectively. It has a role as an oxidising agent. It contains a dichromate(2-).

Namen und Bezeichner

Bevorzugter Name: Cornforth reagent
IUPAC: oxido-(oxido(dioxo)chromio)oxy-dioxochromium;bis(pyridin-1-ium)
Lokaler Name: Pyridiniumdichromat
Englischer Name: Pyridinium dichromate
Summenformel: C5H7Cr2NO7
Molmasse: 297.1

Namen und Synonyme

Cornforth reagentpyridiniumdichromatePyridinium Dichromate (PDC); bis(pyridium) chromate;C10H12Cr2N2O7pyridinium-dichromateCorey-Schmidt reagentSCHEMBL8634AKOS015833213FP31353dipyridinium mu-oxido(hexaoxido)dichromateNS00082243P0931

Weitere Namen anzeigen

PDCEscat? 11Escat? 103Cat.20569-9C5H5NH+)2Cr2O72-PYRIDINE DICHROMATEPYRIDINIUM DICHROMATEPyridiniumDichromate>PyridiniuM dichroMate 98%

dipyridin-1-ium mu-oxido(hexaoxido)dichromateD72509Q418276Dipyridin-1-ium mu-oxidohexakis(oxido)dichromate(2-)

Datenbank-Bezeichner

CAS: 20039-37-6
PubChem CID: 2724130
DTXSID: DTXSID60889393
ChEBI: CHEBI:176796

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 152 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 0
Schwere Atome: 21
Formalladung: 0
Komplexität: 225

Physikochemische Eigenschaften

Schmelzpunkt: 152 · 152-153 °C(lit.)
Dichte: 1.71 · 1.71[at 20℃]
Dampfdruck: 0 Pa · 0Pa at 25℃
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: soluble in DMSO
Aggregatzustand: Crystalline Powder
Farbe: Orange to brown
Wasserlöslichkeit: soluble
InChI: 1S/2C5H5N.2Cr.2H2O.5O/c2*1-2-4-6-5-3-1;;;;;;;;;/h2*1-5H;;;2*1H2;;;;;/q;;2*+1;;;;;;;/p-2
InChIKey: BNSOYWDFFBDEFB-UHFFFAOYSA-L
SMILES: c1ccncc1.c2ccncc2.O[Cr](=O)(=O)O[Cr](O)(=O)=O
LogP: -3.7 at · -3.7 at 20℃
CAS Datenbank: 20039 · 20039-37-6(CAS DataBase Reference)
EPA chemische Informationen: Chromic acid (H2Cr2O7), compd. with pyridine (1:2) (20039-37-6)

Sicherheit und Regulatorisches

Sicherheitsdaten

F: 3
wgk: 2
tsca: TSCA listed
ridadr: UN 1479 5.1/PG 2
hs_code: 29333100
risk_code: 49-8-43-50/53-61-60-46-45-20/21/22-40-36/37/38-34-11
hazard_code: O,T,N,Xn,F,Xi
safety_code: 53-45-60-61-37-29-24-17-36/37/39-27-22-26
hazard_class: 5.1
packing_group: II
Speicherklasse: 4.1A - Other explosive hazardous materials
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1Carc. 1B InhalationEye Dam. 1Flam. Sol. 1Skin Corr. 1BSkin Sens. 1

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenPyridinium dichromate (PDC) is an orange colored solid used as an oxidizing agent. Oxidizing agent for conversion of primary alcohols to aldehydes and ketones, acetals to esters, and didehydroketones to enones in the presence of tert-butyl hydroperoxide. Pyridinium Dichromate may be used as an alternative to PCC in nucleoside and carbohydrate oxidation, particularly for fragile molecules. PDC can also be used in conjunction with tertbutylhydroperoxide for a variety of oxidative transformations.

Darstellung

synthetischePyridinium dichromate can be obtained by gradual addition of a solution of chromic anhydride (Cr2O3) in water to pyridine in ice cold conditions.