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Pyridinium chlorochromate

Product Name
Pyridinium chlorochromate
CAS No.
26299-14-9
Chemical Name
Pyridinium chlorochromate
Synonyms
PCC;pyridinium;dipyridinium dichromate;chromate(1-),chlorotrioxo-,(beta-4)-,hydrogen,compd.withpyridine(1:1);The PCC;Urine Luck;orochromate;Pyridinium chL;Corey's reagent;Pyridinium chlorochr
CBNumber
CB4667463
Molecular Formula
C5H6ClCrNO3
Formula Weight
215.55
MOL File
26299-14-9.mol
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Pyridinium chlorochromate Property

Melting point:
205-208 °C(lit.)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in acetone, benzene, dichloromethane, acetonitrile and tetrahydrofuran.
form 
Crystalline Powder
color 
Orange
Sensitive 
Moisture Sensitive
Merck 
14,7974
BRN 
7054643
Exposure limits
OSHA: Ceiling 0.1 mg/m3
NIOSH: IDLH 15 mg/m3; TWA 0.0002 mg/m3
Stability:
Stable. May react with easily oxidized materials. Incompatible with reducing agents, combustible material, metals, strong reducing agents.
InChI
InChI=1S/C5H5N.ClH.Cr.3O/c1-2-4-6-5-3-1;;;;;/h1-5H;1H;;;;
InChIKey
LEHBURLTIWGHEM-UHFFFAOYSA-N
SMILES
C1=CC=NC=C1.[Cr](=O)(=O)(=O)[Cl-].[H+]
CAS DataBase Reference
26299-14-9(CAS DataBase Reference)
EPA Substance Registry System
Pyridinium chlorochromate (26299-14-9)
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Safety

Hazard Codes 
O,T,N
Risk Statements 
49-8-43-50/53-20/21/22
Safety Statements 
53-45-60-61-37-24-17-44-36/37/39-22
RIDADR 
UN 1479 5.1/PG 2
WGK Germany 
2
TSCA 
Yes
HazardClass 
5.1
PackingGroup 
III
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H272May intensify fire; oxidizer

H317May cause an allergic skin reaction

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
190144
Product name
Pyridinium chlorochromate
Purity
98%
Packaging
25g
Price
$35.3
Updated
2024/03/01
Sigma-Aldrich
Product number
190144
Product name
Pyridinium chlorochromate
Purity
98%
Packaging
100g
Price
$89.1
Updated
2024/03/01
TCI Chemical
Product number
P0930
Product name
Pyridinium Chlorochromate
Purity
>98.0%(T)
Packaging
25g
Price
$19
Updated
2024/03/01
TCI Chemical
Product number
P0930
Product name
Pyridinium Chlorochromate
Purity
>98.0%(T)
Packaging
100g
Price
$45
Updated
2024/03/01
Alfa Aesar
Product number
A11752
Product name
Pyridinium chlorochromate, 98%
Packaging
25g
Price
$27.65
Updated
2024/03/01
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Pyridinium chlorochromate Chemical Properties,Usage,Production

Chemical Properties

Pyridinium chlorochromate is orange crystalline powder

Uses

Oxidizing agent in organic synthesis.
PCC is pyridinium chlorochromate; PDC is pyridinium dichromate. Both are used in dichloromethane.

Uses

Pyridinium chlorochromate is usually used to oxidize an allylic methylene group.
Oxidation of primary alcohols to aldehydes

Pyridinium dichromate (PDC) or pyridinium chlorochromate (PCC) in anhydrous media such as dichloromethane oxidizes primary alcohols to aldehydes while avoiding overoxidation to carboxylic acids.

Uses

Pyridinium chlorochromate is used as an oxidizing agent to convert primary and secondary alcohols to aldehydes and ketones respectively. It is involved in the preparation of cyclohexanone, (-)-pulegone and lactones. It plays an important role in the selective mono-oxidation of xylenes to tolualdehydes and arylhydroxyamines to nitroso compounds. Furthermore, it is utilized as an oxidant for amino acids, L-cystine, aniline, cycloalkanols, vicinal and non-vicinal diols as well as in the Babler oxidation reaction.

Reactions

Pyridinium chlorochromate (PCC) is a widespread used oxidation reagent but lacks of selectivity with unsaturated compounds. Furthermore, the workup procedure is quite tedious. Absorption of PCC onto silica gel improves the oxidation but then a reagent excess is necessary to reach appropriate rates. These drawbacks can be overcome by sonication leading to short reaction times and only an small excess of 1.2.-1.5 eq. of PCC is required. Using this reagent has been used to oxidise borneol to camphor in 85% yield.

Purification Methods

Dry it in a vacuum for 1hour. It is not hygroscopic and can be stored for extended periods at room temperature without change. If the purity is very suspect, it can be readily prepared. [Corey & Scuggs Tetrahedron Lett 2647 1975, Piancatelli et al. Synthesis 245 1982.] (Possible CARCINOGEN.) § Available commercially on a polymer support.

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View Lastest Price from Pyridinium chlorochromate manufacturers

Hubei Lidu New Material Technology Co., Ltd
Product
PYRIDINIUM CHLOROCHROMATE 26299-14-9
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2024-10-30
R&D Scientific Inc.
Product
Pyridinium Chloro Chromate 26299-14-9
Price
US $85.00/Kg
Min. Order
0.100Kg
Purity
98
Supply Ability
1000 Kg
Release date
2024-10-04
Hebei Zhanyao Biotechnology Co. Ltd
Product
Pyridinium chlorochromate (PCC) 26299-14-9
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2021-10-29

26299-14-9, Pyridinium chlorochromateRelated Search:


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  • 26299-14-9
  • 26299-04-9
  • 26299-14-19
  • C5H5NClCrO3H
  • C5H5NHCrO3Cl
  • C5H6ClCrNO3
  • C5H6NClCrO3
  • Pyridinium Compounds
  • Cr (Chromium) Compounds
  • Transition Metal Compounds
  • Oxidation
  • Classes of Metal Compounds
  • Specialty Synthesis
  • Supported Synthesis
  • Supported Reagents
  • Synthetic Reagents
  • Oxidizing Reagents