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Copper chromite is an
inorganic compound In chemistry, an inorganic compound is typically a chemical compound that lacks carbon–hydrogen bonds, that is, a compound that is not an organic compound. The study of inorganic compounds is a subfield of chemistry known as '' inorganic chemi ...
with the formula Cu2Cr2O5. It is a black solid that is used to catalyze reactions in
organic synthesis Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one o ...
.


History

The material was first described in 1908. The catalyst was developed in North America by Homer Burton Adkins and Wilbur Arthur Lazier, partly based on interrogation of
German German(s) may refer to: * Germany (of or related to) **Germania (historical use) * Germans, citizens of Germany, people of German ancestry, or native speakers of the German language ** For citizens of Germany, see also German nationality law **Ger ...
chemists after
World War II World War II or the Second World War, often abbreviated as WWII or WW2, was a world war that lasted from 1939 to 1945. It involved the World War II by country, vast majority of the world's countries—including all of the great power ...
in relation to the
Fischer–Tropsch process The Fischer–Tropsch process is a collection of chemical reactions that converts a mixture of carbon monoxide and hydrogen, known as syngas, into liquid hydrocarbons. These reactions occur in the presence of metal catalysts, typically at temperatu ...
. For this reason it is sometimes referred to as the Adkins catalyst or the Lazier catalyst.


Chemical structure

The compound adopts a
spinel Spinel () is the magnesium/aluminium member of the larger spinel group of minerals. It has the formula in the cubic crystal system. Its name comes from the Latin word , which means ''spine'' in reference to its pointed crystals. Properties ...
structure. The
oxidation state In chemistry, the oxidation state, or oxidation number, is the hypothetical charge of an atom if all of its bonds to different atoms were fully ionic. It describes the degree of oxidation (loss of electrons) of an atom in a chemical compound. ...
s for the constituent metals are Cu(II) and Cr(III). A variety of compositions are recognized for the substance, including Cu2CrO4·CuO·BaCrO4 ( CAS# 99328-50-4) and Cu2Cr2O5 (CAS# 12053-18-8). Commercial samples often contain barium oxide and other components.


Production

Copper chromite is produced by
thermal decomposition Thermal decomposition, or thermolysis, is a chemical decomposition caused by heat. The decomposition temperature of a substance is the temperature at which the substance chemically decomposes. The reaction is usually endothermic as heat is req ...
of one of three substances. The traditional method is by the ignition of copper chromate: : 2 → 2 + Copper barium ammonium chromate is the most commonly used substance for production of copper chromite. The resulting copper chromite mixture produced by this method can only be used in procedures that contain materials inert to
barium Barium is a chemical element with the symbol Ba and atomic number 56. It is the fifth element in group 2 and is a soft, silvery alkaline earth metal. Because of its high chemical reactivity, barium is never found in nature as a free element. ...
, as barium is a product of the decomposition of copper barium ammonium chromate, and is thus present in the resulting mixture. The by-product copper oxide is removed using an
acetic acid Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main componen ...
extraction, consisting of washing with the acid,
decantation Decantation is a process for the separation of mixtures of immiscible liquids or of a liquid and a solid mixture such as a suspension. The layer closer to the top of the container—the less dense of the two liquids, or the liquid from which ...
and then heat drying of the remaining solid to yield isolated copper chromite. Copper chromite is produced by the exposure of copper barium ammonium chromate to temperatures of 350-450 °C, generally by a muffle furnace: : → + CuO + 2 Ba + 4 + 4 Cr + + 6 Copper ammonium chromate is also used for production of copper chromite. It is generally utilized as an alternative to the route of barium ammonium chromate for usage in chemicals reactive with barium. This can also be washed with acetic acid and dried to remove impurities. Copper chromite is produced through the exposure of copper ammonium chromate to temperatures of 350-450 °C: : → + CrO + 4 + An active copper chromite catalyst which includes
barium Barium is a chemical element with the symbol Ba and atomic number 56. It is the fifth element in group 2 and is a soft, silvery alkaline earth metal. Because of its high chemical reactivity, barium is never found in nature as a free element. ...
in its structure can be prepared from a solution containing
barium nitrate Barium nitrate is the inorganic compound with the chemical formula Ba( NO3)2. It, like most barium salts, is colorless, toxic, and water-soluble. It burns with a green flame and is an oxidizer; the compound is commonly used in pyrotechnics. Man ...
, copper(II) nitrate, and
ammonium chromate Ammonium chromate is a salt with the formula (NH4)2CrO4. It forms yellow, monoclinic crystals; made from ammonium hydroxide and ammonium dichromate; used in photography as a sensitizer for gelatin coatings. It is often used in photography, textile ...
. When these compounds are mixed a resulting precipitate is formed. This solid product is then calcined at 350–400 °C to yield the catalyst: : Cu(NO3)2 + Ba(NO3)2 + (NH4)2CrO4 → CuCr2O4·BaCr2O4


Illustrative reactions

*
Hydrogenolysis Hydrogenolysis is a chemical reaction whereby a carbon–carbon or carbon–heteroatom single bond is cleaved or undergoes lysis (breakdown) by hydrogen.Ralph Connor, Homer Adkins. Hydrogenolysis Of Oxygenated Organic Compounds. J. Am. Chem. Soc. ...
of
ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...
compounds to the corresponding
alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ...
s, and carbon–carbon and carbon–oxygen double bonds to single bonds. For example, sebacoin, derived from the acyloin condensation of dimethyl sebacate, is hydrogenated to 1,2-cyclodecanediol by this catalyst.
Phenanthrene Phenanthrene is a polycyclic aromatic hydrocarbon (PAH) with formula C14H10, consisting of three fused benzene rings. It is a colorless, crystal-like solid, but can also appear yellow. Phenanthrene is used to make dyes, plastics and pesticides, ...
is also reduced, at the 9,10 position. *
Hydrogenolysis Hydrogenolysis is a chemical reaction whereby a carbon–carbon or carbon–heteroatom single bond is cleaved or undergoes lysis (breakdown) by hydrogen.Ralph Connor, Homer Adkins. Hydrogenolysis Of Oxygenated Organic Compounds. J. Am. Chem. Soc. ...
of tetrahydrofurfuryl alcohol to
1,5-pentanediol 1,5-Pentanediol is the organic compound with the formula HOCHCHCHCHCHOH. Like other diols, this viscous colourless liquid is used as plasticizer and also forms polyesters that are used as emulsifying agents and resin intermediates. 1,5-Pentanedi ...
at 250–300 °C under 3300-6000 psi of H2. *
Decarboxylation Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO2). Usually, decarboxylation refers to a reaction of carboxylic acids, removing a carbon atom from a carbon chain. The reverse process, which is ...
of α-phenylcinnamic acid to ''cis''- stilbene. Reactions involving hydrogen are conducted at relatively high gas pressure (135
atm ATM or atm often refers to: * Atmosphere (unit) or atm, a unit of atmospheric pressure * Automated teller machine, a cash dispenser or cash machine ATM or atm may also refer to: Computing * ATM (computer), a ZX Spectrum clone developed in Mo ...
) and high temperatures (150–300 °C) in a so-called hydrogenation bomb. More active catalysts, such as W-6 grade Raney nickel, also catalyze hydrogenations such as ester reductions. The latter catalyst benefits from requiring less vigorous conditions (i.e., it works at room temperature under similar hydrogenation pressures) but requires the chemist to use a higher ratio of catalyst to reagents.


See also

*
Amide reduction Amide reduction is a reaction in organic synthesis where an amide is reduced to either an amine or an aldehyde functional group. Catalytic hydrogenation Catalytic hydrogenation can be used to reduce amides to amines; however, the process often req ...


References


External links

*
CAS registry A CAS Registry Number (also referred to as CAS RN or informally CAS Number) is a unique identification number assigned by the Chemical Abstracts Service (CAS), US to every chemical substance described in the open scientific literature. It inclu ...
440-47-3 44 may refer to: * 44 (number) * one of the years 44 BC, AD 44, 1944, 2044 Military *44M Tas, a Hungarian medium/heavy tank design of World War II *44M Tas Rohamlöveg, a Hungarian tank destroyer design of World War II, derived from the 44M Tas t ...
& 317-38-0 {{Organic reactions Reagents for organic chemistry Copper(II) compounds Hydrogenation catalysts Chromium(III) compounds Chromium–oxygen compounds Substances discovered in the 1900s