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Chromate ester information


A chromate ester is a chemical structure that contains a chromium atom (symbol Cr) in a +6 oxidation state that is connected via an oxygen (O) linkage to a carbon (C) atom. The Cr itself is in its chromate form, with several oxygens attached, and the Cr–O–C attachment makes this chemical group structurally similar to other ester functional groups. They can be synthesized from various chromium(VI) metal compounds, such as CrO3, chromium chloride complexes, and aqueous chromate ions, and tend to react via redox reactions to liberate chromium(IV).

Chromate esters are the key reactive intermediates in the Jones oxidation, the mechanistically related oxidations using pyridinium dichromate or pyridinium chlorochromate. Chromate esters of allyl alcohols may isomerize via formal [3,3]-sigmatropic shift to give rearranged enone products.[1]

An example of an isolable chromate ester is ((CH3)3CO)2CrO2.[2]

  1. ^ Carruthers, W.; Coldham, I. (2004). Modern Methods of Organic Synthesis (4th ed.). p. 381. ISBN 978-0-521-77097-2.
  2. ^ Fillmore Freeman, "Di-tert-butyl Chromate" Encyclopedia of Reagents for Organic Synthesis, 2001, John Wiley & Sons, Ltd. doi:10.1002/047084289X.rd059m

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Chromate ester

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A chromate ester is a chemical structure that contains a chromium atom (symbol Cr) in a +6 oxidation state that is connected via an oxygen (O) linkage...

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Chromate and dichromate

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Chromate salts contain the chromate anion, CrO2− 4. Dichromate salts contain the dichromate anion, Cr 2O2− 7. They are oxyanions of chromium in the +6...

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Potassium chromate

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Potassium chromate is the inorganic compound with the formula K2CrO4. This yellow solid is the potassium salt of the chromate anion. It is a common laboratory...

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Jones oxidation

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formation of a mixed chromate ester: These esters have the formula CrO3(OCH2R)− CrO3(OH)− + RCH2OH → CrO3(OCH2R)− + H2O Like conventional esters, the formation...

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Zinc chromate

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Zinc chromate, ZnCrO4, is a chemical compound, a salt containing the chromate anion, appearing as odorless yellow powder or yellow-green crystals, but...

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Ester

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acid forms di-tert-butyl chromate (((CH3)3C−O−)2Cr(=O)2) Inorganic acids that exist as tautomers form two or more types of esters. Thiosulfuric acid forms...

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Sodium chromate

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Sodium chromate is the inorganic compound with the formula Na2CrO4. It exists as a yellow hygroscopic solid, which can form tetra-, hexa-, and decahydrates...

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Babler oxidation

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through the formation of a chromate ester (1) from nucleophilic attack of the chlorochromate by the allylic alcohol. The ester then undergoes a [3,3]-sigmatropic...

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Pyridinium chlorochromate

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triterpene lupeol was oxidized to lupenone: With tertiary alcohols, the chromate ester formed from PCC can isomerize via a [3,3]-sigmatropic reaction and following...

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Silver chromate

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Silver chromate is an inorganic compound with formula Ag2CrO4 which appears as distinctively coloured brown-red crystals. The compound is insoluble and...

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Strontium chromate

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Strontium chromate is an inorganic compound with the formula SrCrO4. Strontium chromate is prepared from strontium chloride and sodium chromate, or from...

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Potassium dichromate

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sodium dichromate. Alternatively, it can be also obtained from potassium chromate by roasting chromite ore with potassium hydroxide. It is soluble in water...

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Barium chromate

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Barium chromate, is a yellow sand like powder with the formula BaCrO4. It is a known oxidizing agent and produces a green flame when heated, a result of...

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Ammonium chromate

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Ammonium chromate is a salt with the formula (NH4)2CrO4. It forms yellow, monoclinic crystals; made from ammonium hydroxide and ammonium dichromate; used...

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Phillips catalyst

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the catalytic mechanism. The active catalyst is often depicted as a chromate ester bound to the silica surface. The mechanism for the polymerization process...

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Cadmium chromate

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Cadmium chromate is the inorganic compound with the formula CdCrO4. It is relevant to chromate conversion coating, which is used to passivate common metal...

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Calcium chromate

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Calcium chromate is an inorganic compound with the formula CaCrO4, i.e. the chromate salt of calcium. It is a bright yellow solid which is normally found...

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Magnesium chromate

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Magnesium chromate is a chemical compound, with the formula MgCrO4. It is a yellow, odorless, water-soluble salt with several important industrial uses...

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Sodium dichromate

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material. It is crystallised around 30 to 35 degrees C Dichromate and chromate salts are oxidizing agents. For the tanning of leather, sodium dichromate...

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Cornforth reagent

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Chlorochromates KCrO3Cl [C5H5NH]CrO3Cl Chromate esters CrO2(OC(CH3)3)2 CrO2(OSi(OCH3)3)2...

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Organophosphate

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In organic chemistry, organophosphates (also known as phosphate esters, phosphorates(V) or OPEs) are a class of organophosphorus compounds with the general...

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Chromic acid

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Hexavalent chromium compounds (including chromium trioxide, chromic acids, chromates, chlorochromates) are toxic and carcinogenic. Chromium trioxide and chromic...

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Copper chromite

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traditional method is by the ignition of copper chromate: 2 CuCrO 4 → 2 CuCrO 3 + O 2 Copper barium ammonium chromate is the most commonly used substance for...

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Caesium chromate

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Caesium chromate or cesium chromate is an inorganic compound with the formula Cs2CrO4. It is a yellow crystalline solid that is the caesium salt of chromic...

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Ammonium dichromate

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inorganic compound with the formula (NH4)2Cr2O7. In this compound, as in all chromates and dichromates, chromium is in a +6 oxidation state, commonly known as...

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