Pyridinium dichromate

Base Information

• Chemical Name: Pyridinium dichromate
• CAS No.: 20039-37-6
• Molecular Formula: 2(C5H5N)^.H2Cr2O7
• Molecular Weight: 376.206
• Hs Code.: 29333100
• European Community (EC) Number: 243-478-8
• DSSTox Substance ID: DTXSID60889393
• Wikipedia: Cornforth_reagent
• Wikidata: Q418276
• Mol file: 20039-37-6.mol

Synonyms:pyridinium dichromate

Chemical Property of Pyridinium dichromate

Chemical Property:

• Appearance/Colour: Orange solid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 152-153 °C(lit.)
• PSA: 143.75000
• Density: 1.71[at 20℃]
• LogP: 1.26600
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 375.945460
• Heavy Atom Count: 21
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

Pyridinium Dichromate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): O, T, N, Xn
• Hazard Codes: O,T,N,Xn,F,Xi
• Statements: 49-8-43-50/53-61-60-46-45-20/21/22-40-36/37/38-34-11
• Safety Statements: 53-45-60-61-37-29-24-17-36/37/39-27-22-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Chromium Compounds, Inorganic
• Canonical SMILES: C1=CC=[NH+]C=C1.C1=CC=[NH+]C=C1.[O-][Cr](=O)(=O)O[Cr](=O)(=O)[O-]
• Uses: Pyridinium 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. Pyridinium dichromate acts as a strong oxidizing agent used in the conversion of primary alcohols and secondary alcohols to aldehydes and ketones respectively. It plays an important role in the oxidation of unsaturated tertiary alcohols, silyl ethers, the carbon-boron bond, and oximes. Further, it is used in the conversion of acetals to esters and didehydroketones to enones in the presence of tert-butyl hydroperoxide.

Technology Process of Pyridinium dichromate

There total 1 articles about Pyridinium dichromate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

pyridine (110-86-1) + chromium(VI) oxide → dipyridinium dichromate (20039-37-6)

Guidance literature:

With water; for 0.166667h; Cooling with ice; Large scale;

Reference yield: 88.0%

dipyridinium dichromate (20039-37-6) + (Z)-4-decenal (30390-50-2,65405-70-1,21662-09-9) + methylmagnesium bromide (75-16-1) → (Z)-undec-5-en-2-one (21944-96-7,40657-56-5)

Guidance literature:

(Z)-4-decenal; methylmagnesium bromide; In tetrahydrofuran; at -78 - 20 ℃;

dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Solvent;

DOI:10.1021/jacs.5b04289

Reference yield:

dipyridinium dichromate (20039-37-6) + vinyl magnesium bromide (1826-67-1) + methyl 4-formylbenzoate (1571-08-0) → methyl 4-acryloyl-benzoate (187401-48-5)

Guidance literature:

With ammonium chloride; molecular sieve; In tetrahydrofuran; dichloromethane;

upstream raw materials:

pyridine

Downstream raw materials:

3-(trimethylsilyl)benzaldehyde

methyl 4-acryloyl-benzoate

(Z)-undec-5-en-2-one

Refernces

• 1、 Heidary Alizadeh, Babak,Foroumadi, Alireza,Kobarfard, Farzad,Saeedi, Mina,Shafiee, Abbas. "Synthesis of Novel Dibenzylbutyrolactones as Dimethylmatairesinol Analogues". . p. 1693 - 1698. Retrieved 2015/11/09.