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190144

Sigma-Aldrich

Pyridinium chlorochromate

98%

Synonym(s):

PCC

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About This Item

Linear Formula:
C5H6NClCrO3
CAS Number:
26299-14-9
Molecular Weight:
215.56
Beilstein:
7054643
EC Number:
247-595-5
MDL number:
MFCD00013106
UNSPSC Code:
12352005
PubChem Substance ID:
24851416
NACRES:
NA.22

Assay

98%

form

solid

reaction suitability

reagent type: oxidant

mp

205-208 °C (lit.)

SMILES string

O[Cr](Cl)(=O)=O.c1ccncc1

InChI

1S/C5H5N.ClH.Cr.H2O.2O/c1-2-4-6-5-3-1;;;;;/h1-5H;1H;;1H2;;/q;;+2;;;/p-2

InChI key

JWIPGAFCGUDKEY-UHFFFAOYSA-L

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General description

PCC is an important organic reagent used for oxidation reactions.

Application

Stable versatile oxidizing agent for mild and selective oxidation of alcohols.
Used to oxidize an allylic methylene group in a synthesis of α,ß-unsaturated lactones from D-glucose using Grubbs-catalyzed ring-closing metathesis.

Signal Word

Danger

Hazard Statements

H272,H317,H350i,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B Inhalation - Ox. Sol. 2 - Skin Sens. 1

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Recent advances in application of pyridinium chlorochromate (PCC) in organic synthesis
M Heravi M, et al.
Current Organic Synthesis, 13(2), 220-254 (2016)
Tetrahedron, 62, 11165-11165 (2006)
Anna M Larsson et al.
Journal of experimental botany, 68(14), 3857-3867 (2017-04-04)
Cyanobacterial CO2 fixation is promoted by encapsulating and co-localizing the CO2-fixing enzymes within a protein shell, the carboxysome. A key feature of the carboxysome is its ability to control selectively the flux of metabolites in and out of the shell.
Cheryl Peters et al.
Pediatric critical care medicine : a journal of the Society of Critical Care Medicine and the World Federation of Pediatric Intensive and Critical Care Societies, 19(8), e394-e402 (2018-06-26)
We evaluated adapting the quick Sequential (Sepsis-Related) Organ Failure Assessment score (fast respiratory rate, altered mental status, low blood pressure) for pediatric use by selecting thresholds from three commonly used definitions: Pediatric Logistic Organ Dysfunction 2, Pediatric Advanced Life Support
Perrine Ferré et al.
Language, cognition and neuroscience, 34(8), 949-972 (2019-08-29)
Most of the current knowledge about age-related differences in brain neurofunctional organization stems from neuroimaging studies using either a "resting state" paradigm, or cognitive tasks for which performance decreases with age. However, it remains to be known if comparable age-related
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