Cornforth reagent

Cornforth reagent
Names
	Other names Pyridinium dichromate
Identifiers
CAS Number	20039-37-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:176796;
ChemSpider	2006289 ;
ECHA InfoCard	100.039.511
EC Number	243-478-8;
PubChem CID	2724130;
UNII	Y7AV7UFN7K ;
CompTox Dashboard (EPA)	DTXSID60889393 ;
	InChI InChI=1S/2C5H5N.2Cr.7O/c21-2-4-6-5-3-1;;;;;;;;;/h21-5H;;;;;;;;;/q;;;;;;;;;2-1/p+2 Key: LMYWWPCAXXPJFF-UHFFFAOYSA-P ; InChI=1/2C5H5N.2Cr.7O/c21-2-4-6-5-3-1;;;;;;;;;/h21-5H;;;;;;;;;/q;;;;;;;;;2-1/p+2/r2C5H5N.Cr2O7/c21-2-4-6-5-3-1;3-1(4,5)9-2(6,7)8/h21-5H;/q;;-2/p+2 Key: LMYWWPCAXXPJFF-OXLJHMOQAP;
	SMILES [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O.c1cc[nH+]cc1.[nH+]1ccccc1;
Properties
Chemical formula	C10H12N2Cr2O7
Molar mass	376.2 g/mol
Appearance	orange to brown solid
Boiling point	145 to 147 °C (293 to 297 °F; 418 to 420 K)
Solubility in water	soluble in water
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H228, H272, H314, H315, H317, H319, H350, H410
Precautionary statements	P201, P202, P210, P220, P221, P240, P241, P260, P261, P264, P272, P273, P280, P281, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

The Cornforth reagent (pyridinium dichromate or PDC) is a pyridinium salt of dichromate with the chemical formula [C₅H₅NH]₂[Cr₂O₇]. This compound is named after the Australian-British chemist Sir John Warcup Cornforth (b. 1917) who introduced it in 1962.^[2]^[3] The Cornforth reagent is a strong oxidizing agent which can convert primary and secondary alcohols to aldehydes and ketones respectively. In its chemical structure and functions it is closely related to other compounds made from hexavalent chromium oxide, such as pyridinium chlorochromate and Collins reagent. Because of their toxicity, these reagents are rarely used nowadays.^[4]

^ ^a ^b ^c Pyridinium dichromate, MSDS, Alfa Caesar
^ Alexander Senning Elsevier's dictionary of chemoetymology: the whies and whences of chemical nomenclature and terminology, Elsevier, 2007, ISBN 0-444-52239-5 p. 94
^ Cornforth, R.H.; Cornforth, J.W.; Popjak, G. (1962). "Preparation of R-and S-mevalonolactones". Tetrahedron. 18 (12): 1351–4. doi:10.1016/S0040-4020(01)99289-0.
^ G. Tojo; M. Fernâandez (2006). Oxidation of alcohols to aldehydes and ketones: a guide to current common practice. New York: Springer. pp. 28, 29, 86. ISBN 0-387-23607-4.

[alfa-1] Pyridinium dichromate, MSDS, Alfa Caesar

[2] Alexander Senning Elsevier's dictionary of chemoetymology: the whies and whences of chemical nomenclature and terminology, Elsevier, 2007, ISBN 0-444-52239-5 p. 94

[3] Cornforth, R.H.; Cornforth, J.W.; Popjak, G. (1962). "Preparation of R-and S-mevalonolactones". Tetrahedron. 18 (12): 1351–4. doi:10.1016/S0040-4020(01)99289-0.

[b1-4] G. Tojo; M. Fernâandez (2006). Oxidation of alcohols to aldehydes and ketones: a guide to current common practice. New York: Springer. pp. 28, 29, 86. ISBN 0-387-23607-4.

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Cornforth reagent

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