N-acetylanthranilic acid
Encyclopedia
N-Acetylanthranilic acid is an organic compound with the molecular formula C9H9NO3. It is an intermediate product in catabolism
of quinaldine
in Arthrobacter sp.
, and is further metabolized to anthranilic acid
.
N-Acetylanthranilic acid can be synthesized from 2-bromoacetanilide via palladium
-catalyzed carbonylation
in tri-n-butylamine-water at 110-130 °C, under 3 atm
of carbon monoxide
.
N-Acetylanthranilic acid exhibits triboluminescence when crushed. The fractured crystals have large electrical potentials between areas of high and low charge. When the electrons suddenly migrate to neutralize these potentials, flashes of deep blue light are created.
Catabolism
Catabolism is the set of metabolic pathways that break down molecules into smaller units and release energy. In catabolism, large molecules such as polysaccharides, lipids, nucleic acids and proteins are broken down into smaller units such as monosaccharides, fatty acids, nucleotides, and amino...
of quinaldine
Quinaldine
Quinaldine or 2-methylquinoline is a simple derivative of a heterocyclic compound quinoline.Quinaldine has critical point at 787 K and 4.9 MPa and its refractive index is 1.8116....
in Arthrobacter sp.
Arthrobacter
Arthrobacter is a genus of bacteria that is commonly found in soil. All species in this genus are Gram-positive obligate aerobes that are rods during exponential growth and cocci in their stationary phase....
, and is further metabolized to anthranilic acid
Anthranilic acid
Anthranilic acid is the organic compound with the formula C6H4COOH. This amino acid is a white solid when pure, although commercial samples may appear yellow. The molecule consists of a benzene ring with two adjacent functional groups, a carboxylic acid and an amine...
.
N-Acetylanthranilic acid can be synthesized from 2-bromoacetanilide via palladium
Palladium
Palladium is a chemical element with the chemical symbol Pd and an atomic number of 46. It is a rare and lustrous silvery-white metal discovered in 1803 by William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired...
-catalyzed carbonylation
Carbonylation
Carbonylation refers to reactions that introduce carbon monoxide into organic and inorganic substrates. Carbon monoxide is abundantly available and conveniently reactive, so it is widely used as a reactant in industrial chemistry.-Organic chemistry:...
in tri-n-butylamine-water at 110-130 °C, under 3 atm
ATM
-In science and technology:*Adobe Type Manager, typeface management software from Adobe Systems Allocated*Air traffic management, synonym for air traffic control*Alternating Turing machine, model of computation used in theoretical computer science...
of carbon monoxide
Carbon monoxide
Carbon monoxide , also called carbonous oxide, is a colorless, odorless, and tasteless gas that is slightly lighter than air. It is highly toxic to humans and animals in higher quantities, although it is also produced in normal animal metabolism in low quantities, and is thought to have some normal...
.
N-Acetylanthranilic acid exhibits triboluminescence when crushed. The fractured crystals have large electrical potentials between areas of high and low charge. When the electrons suddenly migrate to neutralize these potentials, flashes of deep blue light are created.