Cas no 20039-37-6 (Pyridinium dichromate)

Pyridinium dichromate (PDC) is a stable, crystalline oxidizing agent commonly used in organic synthesis. It is particularly valued for its selective oxidation of primary and secondary alcohols to aldehydes and ketones, respectively, without over-oxidation to carboxylic acids. PDC is soluble in polar organic solvents, such as dichloromethane and dimethylformamide, facilitating its use in homogeneous reaction conditions. Its mild reactivity and ease of handling make it a preferred alternative to more aggressive oxidants like chromium trioxide or potassium permanganate. Additionally, PDC is less hygroscopic than pyridinium chlorochromate (PCC), enhancing its shelf stability and reproducibility in synthetic applications.
Pyridinium dichromate structure
Pyridinium dichromate structure
Product Name:Pyridinium dichromate
CAS No:20039-37-6
MF:C5H7Cr2NO7
MW:297.103784799576
MDL:MFCD00013105
CID:51454
PubChem ID:24852846
Update Time:2025-10-28

Pyridinium dichromate Chemical and Physical Properties

Names and Identifiers

    • PDC
    • PYRIDINIUM DICHROMATE
    • chromicacid(h2cr2o7),compd.withpyridine(1:2)
    • PYRIDINE DICHROMATE
    • Chromic acid compound with pyridine (1:2)
    • Cornforth reagent
    • oxido-(oxido(dioxo)chromio)oxy-dioxochromium,pyridin-1-ium
    • bis(pyridium) chromate
    • Pyridinium Dichromate (PDC)
    • Pyridinium dichromate, on cross-link polystyrene, 2.0m mol
    • Pyridinium dichromate, on cross-linked polystyrene, 2.0m mole
    • Chromic acid (H2Cr2O7), compd. with pyridine (1:2)
    • Pyridinium dichromate(PDC)
    • Pyridinium Dichromate (PDC); bis(pyridium) chromate;
    • oxido-(oxido(dioxo)chromio)oxy-dioxochromium; pyridin-1-ium
    • pyridiniumdichromate
    • pyridinium-dichromate
    • PyridiniumDichromate(PDC)
    • KSC204E9D
    • LMYWWPCAXXPJFF-UHFFFAOYSA-P
    • AB0052542
    • TR-
    • PyridiniuM dichroMate 98%
    • PyridiniuM dichroMate, 98% 250GR
    • PyridiniuM dichroMate, 98% 50GR
    • ANTI-PDC (CENTER) antibody produced in rabbit
    • Escat? 103
    • Escat? 11
    • Pyridinium dichromate
    • MDL: MFCD00013105
    • Inchi: 1S/C5H5N.2Cr.2H2O.5O/c1-2-4-6-5-3-1;;;;;;;;;/h1-5H;;;2*1H2;;;;;/q;2*+1;;;;;;;/p-2
    • InChI Key: BNSOYWDFFBDEFB-UHFFFAOYSA-L
    • SMILES: C1=CC=NC=C1.O([Cr](=O)(=O)O)[Cr](=O)(=O)O

Computed Properties

  • Exact Mass: 375.94500
  • Monoisotopic Mass: 375.945
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 0
  • Complexity: 225
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 152

Experimental Properties

  • Color/Form: Orange solid
  • Density: 1.713
  • Melting Point: 152-153?°C (lit.)
  • Boiling Point: No data available
  • Flash Point: No data available
  • Solubility: Soluble in dimethyl sulfoxide
  • Water Partition Coefficient: dissolution
  • PSA: 143.75000
  • LogP: 1.26600
  • Sensitiveness: Hygroscopic
  • Solubility: Soluble in DMF, DMSO, MeCN; Slightly soluble in CH2Cl2, CHCl3. It is frequently used in DMF and CH2Cl2.
  • Vapor Pressure: No data available

Pyridinium dichromate Security Information

  • Symbol: GHS02 GHS03 GHS05 GHS08 GHS09
  • Prompt:dangerous
  • Signal Word:Danger
  • Hazard Statement: H228H272,H314,H350i,H410
  • Warning Statement: P201,P210,P220,P273,P280,P305+P351+P338
  • Hazardous Material transportation number:UN 1479 5.1/PG 2
  • WGK Germany:2
  • Hazard Category Code: 49-8-11-34-50/53
  • Safety Instruction: S53-S45-S60-S61-S37-S29-S24-S17
  • FLUKA BRAND F CODES:3
  • Hazardous Material Identification: O F T N
  • HazardClass:5.1
  • PackingGroup:II
  • TSCA:Yes
  • Storage Condition:Store at room temperature
  • Packing Group:II
  • Hazard Level:5.1
  • Safety Term:5.1
  • Packing Group:II
  • Risk Phrases:R20/21/22; R43; R45; R46; R49; R50/53; R60; R61; R8

Pyridinium dichromate Customs Data

  • HS CODE:29333100

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Pyridinium dichromate Related Literature

Additional information on Pyridinium dichromate

Pyridinium Dichromate (CAS No. 20039-37-6): A Versatile Oxidizing Agent in Modern Organic Synthesis

Pyridinium dichromate (PDC), with the CAS number 20039-37-6, is a well-known oxidizing agent widely used in organic chemistry. Its unique properties make it a preferred choice for the selective oxidation of alcohols to aldehydes, ketones, and carboxylic acids. The compound's molecular formula is (C5H5NH)2Cr2O7, and it is often compared to other oxidizing agents like PCC (Pyridinium chlorochromate) and Jones reagent. Researchers and chemists frequently search for "PDC oxidation mechanism", "PDC vs. PCC", and "safety precautions for PDC", reflecting its relevance in laboratory settings.

One of the standout features of Pyridinium dichromate is its mild reactivity, which allows for controlled oxidation reactions without over-oxidizing sensitive substrates. This characteristic has made it a staple in synthetic routes for pharmaceuticals, fragrances, and fine chemicals. For instance, the conversion of primary alcohols to aldehydes using PDC is a common query among organic chemists, especially those working on green chemistry and sustainable synthesis. The compound's compatibility with various solvents, including dichloromethane (DCM) and dimethylformamide (DMF), further enhances its utility.

In recent years, the demand for eco-friendly oxidation methods has grown, and Pyridinium dichromate has been part of this discussion. While it is not as green as some newer alternatives, its efficiency and selectivity keep it in use. Searches for "PDC alternatives" and "biodegradable oxidizing agents" highlight the evolving landscape of chemical synthesis. Additionally, the compound's stability under ambient conditions makes it a practical choice for industrial applications, though proper storage and handling are essential to maintain its efficacy.

The mechanism of PDC involves the transfer of oxygen atoms from the dichromate ion to the substrate, a process that has been extensively studied. Chemists often explore "PDC reaction conditions" and "optimizing PDC oxidation yields" to achieve the best results. The compound's versatility is further demonstrated in its ability to oxidize secondary alcohols to ketones, a transformation critical in the synthesis of complex molecules. This has led to its inclusion in numerous academic curricula and research papers, cementing its role in chemical education.

Another area of interest is the scale-up of PDC reactions for industrial use. Manufacturers and researchers frequently search for "large-scale PDC oxidation" and "cost-effective PDC synthesis" to improve process efficiency. While Pyridinium dichromate is not the newest oxidizing agent available, its reliability and well-documented protocols ensure its continued use. As the field of organic synthesis advances, PDC remains a valuable tool for both novice and experienced chemists alike.

In summary, Pyridinium dichromate (CAS No. 20039-37-6) is a cornerstone of organic oxidation chemistry. Its balanced reactivity, compatibility with diverse substrates, and established protocols make it indispensable. Whether in academic research or industrial applications, PDC continues to play a pivotal role, driven by ongoing innovations and the enduring need for efficient synthetic methods.

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