Quercitron is a

yellow Yellow is the color between green and orange on the spectrum of light. It is evoked by light with a dominant wavelength of roughly 575585 nm. It is a primary color in subtractive color systems, used in painting or color printing. In ...

natural dye Natural dyes are dyes or colorants derived from plants, invertebrates, or minerals. The majority of natural dyes are vegetable dyes from plant sources—roots, berries, bark, leaves, and wood—and other biological sources such as fungi. Archae ...

obtained from the bark of the

Eastern Black Oak ''Quercus velutina'', the black oak, is a species of oak in the red oak group (''Quercus'' sect. ''Lobatae''), native and widespread in eastern and central North America. It is sometimes called the eastern black oak. ''Quercus velutina'' was pre ...

(''Quercus velutina''), a forest

tree In botany, a tree is a perennial plant with an elongated stem, or trunk, usually supporting branches and leaves. In some usages, the definition of a tree may be narrower, including only woody plants with secondary growth, plants that are ...

indigenous in North America. It was formerly called Dutch pink, English pink, or Italian pink. The name is a shortened form of quercicitron, from

Latin Latin (, or , ) is a classical language belonging to the Italic branch of the Indo-European languages. Latin was originally a dialect spoken in the lower Tiber area (then known as Latium) around present-day Rome, but through the power ...

''quercus'', oak, and ''citron'', lemon, and was invented by Edward Bancroft (1744–1821), who by act of parliament in 1785 was granted special privileges in regard to the importation and use of the substance. The dyestuff is prepared by grinding the bark in

mill Mill may refer to: Science and technology * * Mill (grinding) * Milling (machining) * Millwork * Textile manufacturing, Textile mill * Steel mill, a factory for the manufacture of steel * List of types of mill * Mill, the arithmetic unit of the A ...

s after it has been freed from its black epidermal layer, and sifting the product to separate the fibrous matter, the fine yellow powder which remains forming the quercitron of commerce. The ruddy-orange

decoction Decoction is a method of extraction by boiling herbal or plant material (which may include stems, roots, bark and rhizomes) to dissolve the chemicals of the material. It is the most common preparation method in various herbal-medicine systems. De ...

of quercitron contains quercitannic acid, whence its use in

tanning Tanning may refer to: * Tanning (leather), treating animal skins to produce leather * Sun tanning, using the sun to darken pale skin ** Indoor tanning, the use of artificial light in place of the sun ** Sunless tanning, application of a stain or d ...

, and an active dyeing principle,

quercitrin Quercitrin is a glycoside formed from the flavonoid quercetin and the deoxy sugar rhamnose. Austrian chemist Heinrich Hlasiwetz (1825-1875) is remembered for his chemical analysis of quercitrin. Occurrence Quercitrin is a constituent of the ...

, C₂₁H₂₀O₁₁. The latter substance is a

glycoside In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycoside ...

, and in aqueous solution under the influence of mineral acids it yields

quercetin Quercetin is a plant flavonol from the flavonoid group of polyphenols. It is found in many fruits, vegetables, leaves, seeds, and grains; capers, red onions, and kale are common foods containing appreciable amounts of it. It has a bitter flavor ...

, C₁₅H₁₀O₇, which is precipitated, and the methyl-

pentose In chemistry, a pentose is a monosaccharide (simple sugar) with five carbon atoms. The chemical formula of many pentoses is , and their molecular weight is 150.13 g/mol.rhamnose Rhamnose (Rha, Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl- pentose or a 6-deoxy- hexose. Rhamnose predominantly occurs in nature in its L-form as L-rhamnose (6-deoxy-L- mannose). This is unusual, since mo ...

. Quercetin is a crystalline powder of a brilliant citron yellow color, entirely insoluble in cold water and dissolving only sparingly in hot water, but quite soluble in alcohol. Either by itself or in some form of its glucoside quercitrin, quercetin is found in several vegetable substances, among others in cutch, in Persian berries (''

Rhamnus cathartica ''Rhamnus cathartica'', the European buckthorn, common buckthorn, purging buckthorn, or just buckthorn, is a species of small tree in the flowering plant family Rhamnaceae. It is native to Europe, northwest Africa and western Asia, from the ...

''),

buckwheat Buckwheat (''Fagopyrum esculentum''), or common buckwheat, is a flowering plant in the knotweed family Polygonaceae cultivated for its grain-like seeds and as a cover crop. The name "buckwheat" is used for several other species, such as '' Fago ...

leaves (''Fagopyrum esculentum''), Zante fustic wood ('' Rhus cotinus''), and in rose petals. Chemically, quercetin is a member of a fairly extensive class of natural coloring matters derived from phenyl benzoyl-pyrone or

flavone Flavone is an organic compound with the formula . A white solid, flavone is a derivative of chromone with a phenyl (Ph) substituent adjacent to the ether group. The compound is of little direct practical importance, but susbstituted derivatives, t ...

, the constitution of which followed on the researches of Stanisław Kostanecki, A. G. Perkin, Herzig,

Goldschmidt Goldschmidt is a German surname meaning "Goldsmith". It may refer to: * Adalbert von Goldschmidt (1848-1906), composer * Adolph Goldschmidt (1863–1944), art historian * Adolphe Goldschmidt (1838–1918), German-British banker * Berthold Goldschm ...

and others. Among the related, coloring matters are:

chrysin Chrysin, also called 5,7-dihydroxyflavone, is a flavone found in honey, propolis, the passion flowers, ''Passiflora caerulea'' and ''Passiflora incarnata'', and in ''Oroxylum indicum''. It is extracted from various plants, such as the blue passion ...

from poplar buds,

apigenin Apigenin (4′,5,7-trihydroxyflavone), found in many plants, is a natural product belonging to the flavone class that is the aglycone of several naturally occurring glycosides. It is a yellow crystalline solid that has been used to dye wool. ...

from

parsley Parsley, or garden parsley ('' Petroselinum crispum'') is a species of flowering plant in the family Apiaceae that is native to the central and eastern Mediterranean region (Sardinia, Lebanon, Israel, Cyprus, Turkey, southern Italy, Greece, ...

luteolin Luteolin is a flavone, a type of flavonoid, with a yellow crystalline appearance. Luteolin is the principal yellow dye compound that is obtained from the plant ''Reseda luteola'', which has been used as a source of the dye since at least the firs ...

from weld, mignonette and

dyer's broom ''Genista tinctoria'', the dyer's greenweed or dyer's broom, is a species of flowering plant in the family Fabaceae. Its other common names include dyer's whin, waxen woad and waxen wood. The Latin specific epithet ''tinctoria'' means "used as ...

, fisetin from young fustic and yellow cypress, galangin from

galangal Galangal () is a common name for several tropical rhizomatous spices. Differentiation The word ''galangal'', or its variant ''galanga'' or archaically ''galingale'', can refer in common usage to the aromatic rhizome of any of four plant spe ...

root, and myricetin from ''Nageia nagi''. In

Iowa Iowa () is a U.S. state, state in the Midwestern United States, Midwestern region of the United States, bordered by the Mississippi River to the east and the Missouri River and Big Sioux River to the west. It is bordered by six states: Wiscon ...

in the late 1840s and early 1850s, according to the historian Philip Dillon Jordan:

References

{{Glycosides Flavonoid glycosides Plant dyes