CAS 26299-14-9|Pyridinium chlorochromate 98%|pyridin-1-ium chlorochromiumoylolate|pyridium chlorochromiumoylolate|pyridin-1-ium chlorochromiumoylolate|Pyridinium chlorochromate|PCC|氯铬酸吡啶鎓|Pyri...

General Information

Structure

Molecular Formula

C₅H₆ClCrNO₃

Molecular Mass

215.55514

Exact Mass

214.94412824

Charge

InChI

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

InChIKey

LEHBURLTIWGHEM-UHFFFAOYSA-N

Canonic Smiles

c1ccc[nH+]c1.[O-][Cr](=O)(=O)Cl

Isomeric Smiles

[nH+]1ccccc1.[Cr](=O)(=O)(Cl)[O-]

Calculated Properties

JChem

LogD (pH = 7.4)

0.75

LogD (pH = 5.5)

0.62

Log P

0.76

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

5.12

Polar Surface Area

14.14

Polarizability

8.66

Molar Refractivity

25.16

LOG S

-0.10

Data Source

Names and Identifiers

IUPAC Traditional name

pyridium chlorochromiumoylolate pyridinium chlorochromate

IUPAC name

pyridin-1-ium chlorochromiumoylolate

Synonyms

Pyridinium chlorochromate 98%pyridin-1-ium chlorochromiumoylolatePCCPyridinium chlorochromate氯铬酸吡啶鎓Pyridinium chlorochromatepyridinium chlorochromatepyridin-1-ium chlorido(trioxido)chromatePCC

Names and Identifiers

Registration numbers

EC Number

Merck Index

MDL Number

CAS Number

Chemspider ID

Wikipedia Title

Pyridinium_chlorochromate

PubChem CID

PubChem SID

16203917085375854

PubMed Citation Links

1087256833742969263790502243691133855562951671624895258282877261526158194890323289953716414610

Agricola Citation

Reaxys Registry

CHEBI ID

CompTox Database

SureChEMBL Database

Registration numbers

Properties

Physical Property

Melting Point

205-208°C°C

205°C

ca 206°C dec.

Solubility

soluble in dichloromethane,
benzene, diethyl ether,
acetone, acetonitrile,
THF

Apperance

orange crystalline powder

Product Information

Salt Data

GrO3Cl-

Purity

98%

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Pyridinium_chlorochromate

ChEBI

CHEBI:176795

A pyridinium salt having chlorochromate as the counterion. It is used as an oxidizing agent to convert primary and secondary alcohols to aldehydes and ketones respectively.

Molecule Details

References

PubChem Literature

From Data Sources

• 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 a brief feature on novel oxidation reactions with this reagent, see: Synlett, 741 (2003).

• For 18-crown-6 complexes of chlorochromates as mild, selective oxidants, see: J. Org. Chem., 60, 2267 (1995). See also 1H-Pyrazole, A14186.

• 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).

• In THF, arylhydroxylamines are selectively oxidized to nitroso compounds: Synth. Commun., 22, 1683 (1992).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

pyridium chlorochromiumoylolate pyridinium chlorochromate

IUPAC name

pyridin-1-ium chlorochromiumoylolate

Synonyms

Registration numbers

EC Number

Merck Index

MDL Number

CAS Number

Chemspider ID

Wikipedia Title

Pyridinium_chlorochromate

PubChem CID

PubChem SID

16203917085375854

PubMed Citation Links

1087256833742969263790502243691133855562951671624895258282877261526158194890323289953716414610

Agricola Citation

Reaxys Registry

CHEBI ID

CompTox Database

SureChEMBL Database

Molecule Details

Pyridinium_chlorochromate

ChEBI

CHEBI:176795

A pyridinium salt having chlorochromate as the counterion. It is used as an oxidizing agent to convert primary and secondary alcohols to aldehydes and ketones respectively.

References

PubChem Literature

From Data Sources

• For a brief feature on novel oxidation reactions with this reagent, see: Synlett, 741 (2003).

• For 18-crown-6 complexes of chlorochromates as mild, selective oxidants, see: J. Org. Chem., 60, 2267 (1995). See also 1H-Pyrazole, A14186.

• In THF, arylhydroxylamines are selectively oxidized to nitroso compounds: Synth. Commun., 22, 1683 (1992).

Bioactivity

PubChem BioAssay

Properties

Physical Property

Melting Point

205-208°C°C

205°C

ca 206°C dec.

Solubility

soluble in dichloromethane,
benzene, diethyl ether,
acetone, acetonitrile,
THF

Apperance

orange crystalline powder

Product Information

Salt Data

GrO3Cl-

Purity

98%

Molecule

ID:74251