Pigment Yellow 16
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Pigment Yellow 16
Pigment Yellow 16 is an organic compound that is classified as a diarylide pigment. Pigment Yellow 16 is used as a yellow colorant, and is classified as an arylide yellow. Also called permanent yellow, its color index number is 20040. The compound is obtained via acetoacetylation of o-tolidine using diketene. The resulting bisacetoacetylated compound is coupled with two equiv of the diazonium salt obtained from 2,4-dichloroaniline Dichloroanilines are chemical compounds which consist of an aniline ring substituted with two chlorine atoms and have the molecular formula C6H5Cl2N. There are six isomers, varying in the positions of the chlorine atoms around the ring relative to ....K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. {{doi, 10.1002/14356007.a20_371 References Biphenyls Organic pigments Shades of yellow Chloroarenes Diarylide pigments ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ...
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Diarylide Pigment
Diarylide pigments are organic compounds that are used as pigments in inks and related materials. They often are yellow or yellow-green. To some extent, these organic compounds have displaced cadmium sulfide from the market. They exist as yellow powders of low solubility in water.K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. Production The formation of these pigments involves the reaction of diazotized aromatic diamines (derivatives of benzidine) with coupling components, typically derivatives of acetoacetanilide. By varying both of these components, a wide variety of pigments have been produced. A related family of organic pigments are the simpler arylides, which arise from the coupling of monodiazonium salts with the same coupling partners. The molecular structures of these molecules is more conjugated than represented in the images shown below. The pigments' colors can range from yellow to ...
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Color
Color (American English) or colour (British English) is the visual perceptual property deriving from the spectrum of light interacting with the photoreceptor cells of the eyes. Color categories and physical specifications of color are associated with objects or materials based on their physical properties such as light absorption, reflection, or emission spectra. By defining a color space, colors can be identified numerically by their coordinates. Because perception of color stems from the varying spectral sensitivity of different types of cone cells in the retina to different parts of the spectrum, colors may be defined and quantified by the degree to which they stimulate these cells. These physical or physiological quantifications of color, however, do not fully explain the psychophysical perception of color appearance. Color science includes the perception of color by the eye and brain, the origin of color in materials, color theory in art, and the physics of electr ...
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Arylide Yellow
Arylide yellow, also known as Hansa yellow and monoazo yellow, is a family of organic compounds used as pigments. They are primarily used as industrial colorants including plastics, building paints and inks. They are also used in artistic oil paints, acrylics and watercolors. These pigments are usually semi-transparent and range from orange-yellow to yellow-greens. Related organic pigments are the diarylide pigments. Overall, these pigments have partially displaced the toxic cadmium yellow in the marketplace. Painters such as Alexander Calder and Jackson Pollock are known to have employed arylide yellow in their artworks.Arylide Yellow
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Production

The compound is obtained by of

Colour Index International
Colour Index International is a reference database jointly maintained by the Society of Dyers and Colourists and the American Association of Textile Chemists and Colorists. It currently contains over 27,000 individual products listed under 13,000 Colour Index Generic Names. It was first printed in 1925 but is now published solely on the World Wide Web. The index serves as a common reference database of manufactured colour products and is used by manufacturers and consumers, such as artists and decorators. Colorants (both dyes and pigments) are listed using a dual classification which use the Colour Index Generic Name (the prime identifier) and Colour Index Constitution Numbers. These numbers are prefixed with C.I. or CI, for example, C.I. 15510. (This abbreviation is sometimes mistakenly thought to be CL, due to the font used to display it.) A detailed record of products available on the market is presented under each Colour Index reference. For each product name, Colour Index I ...
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Acetoacetylation
Diketene is an organic compound with the molecular formula , and which is sometimes written as . It is formed by dimerization of ketene, . Diketene is a member of the oxetane family. It is used as a reagent in organic chemistry. It is a colorless liquid. Production Ketene is generated by dehydrating acetic acid at 700–750 °C in the presence of triethyl phosphate as a catalyst or by the thermolysis of acetone at in the presence of carbon disulfide as a catalyst. :\begin\\ \ce & \ce & \ce & & \Delta H = +147 \text\\\\ \ce & \ce & \ce\\ \end The dimerization to diketene proceeds spontaneously at room temperature: Reactions Heating or irradiation with UV light regenerates the ketene monomer: :(C2H2O)2 2 CH2CO Alkylated ketenes also dimerize with ease and form substituted diketenes. Diketene readily hydrolyzes in water forming acetoacetic acid. Its half-life in water is approximately 45 min. a 25 °C at . Certain diketenes with two aliphatic chains, such as ...
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O-tolidine
2-Tolidine (orthotolidine, o-tolidine; not to be confused with ''o''-toluidine) is an organic compound with the chemical formula (C6H4(CH3)NH2)2. Several isomers are known; the 3-tolidine derivative is also important commercially. It is a colorless compound although commercial samples are often colored. It is slightly soluble in water. It forms salts with acids, such as the hydrochloride, which is commercially available. 2-Tolidine can be produced by a benzidine rearrangement from a hydrazine derivative derived from 2-nitrotoluene. :(CH3C6H4)2N2H2 → (C6H3(CH3)NH2)2 Uses 2-Tolidine is a commercial aromatic amine used mainly for dye production.K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. 2-Tolidine is an intermediate for the production of soluble azo dyes and insoluble pigments used particularly in the textile, leather and paper industries. : It has also for the production of certain elastome ...
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Diketene
Diketene is an organic compound with the molecular formula , and which is sometimes written as . It is formed by dimerization of ketene, . Diketene is a member of the oxetane family. It is used as a reagent in organic chemistry. It is a colorless liquid. Production Ketene is generated by dehydrating acetic acid at 700–750 °C in the presence of triethyl phosphate as a catalyst or by the thermolysis of acetone at in the presence of carbon disulfide as a catalyst. :\begin\\ \ce & \ce & \ce & & \Delta H = +147 \text\\\\ \ce & \ce & \ce\\ \end The dimerization to diketene proceeds spontaneously at room temperature: Reactions Heating or irradiation with UV light regenerates the ketene monomer: :(C2H2O)2 2 CH2CO Alkylated ketenes also dimerize with ease and form substituted diketenes. Diketene readily hydrolyzes in water forming acetoacetic acid. Its half-life in water is approximately 45 min. a 25 °C at . Certain diketenes with two aliphatic chains, such as al ...
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Diazonium Salt
Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide. General properties and reactivity Arenediazonium cations and related species According to X-ray crystallography the linkage is linear in typical diazonium salts. The bond distance in benzenediazonium tetrafluoroborate is 1.083(3)  Å, which is almost identical to that for dinitrogen molecule (N≡N). The linear free energy constants σm and σp indicate that the diazonium group is strongly electron-withdrawing. Thus, the diazonio-substituted phenols and benzoic acids have greatly reduced p''K''a values compared to their unsubstituted counterparts. The p''K''a of phenolic proton of 4-hydroxybenzenediazonium is 3.4, versus 9.9 for phenol itself. In other words, the diazonium group lowers the p''K''a (enhances the acidity) by a million-fold. The stabil ...
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2,4-dichloroaniline
Dichloroanilines are chemical compounds which consist of an aniline ring substituted with two chlorine atoms and have the molecular formula C6H5Cl2N. There are six isomers, varying in the positions of the chlorine atoms around the ring relative to the amino group. As aniline derivatives, they are named with the amino group in position 1. They are all colorless, although commercial samples can appear colored due to the presence of impurities. Several derivatives are used in the production of dyes and herbicides.Thomas Kahl, Kai-Wilfrid Schröder, F. R. Lawrence, W. J. Marshall, Hartmut Höke, Rudolf Jäckh "Aniline" in ''Ullmann's Encyclopedia of Industrial Chemistry'', 2007; John Wiley & Sons: New York. {, class="wikitable" , +Dichloroaniline isomers , - ! Compound name !! CAS# !! Chemical structure !! Melting point , - , 2,3-Dichloroaniline , , 608-27-5 , , , , , - , 2,4-Dichloroaniline , , 554-00-7 , , , , , - , 2,5-Dichloroaniline , , 95-82-9 , , , , , - , ...
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Organic Pigments
Organic may refer to: * Organic, of or relating to an organism, a living entity * Organic, of or relating to an anatomical organ Chemistry * Organic matter, matter that has come from a once-living organism, is capable of decay or is the product of decay, or is composed of organic compounds * Organic compound, a compound that contains carbon ** Organic chemistry, chemistry involving organic compounds Farming, certification and products * Organic farming, agriculture conducted according to certain standards, especially the use of stated methods of fertilization and pest control * Organic certification, accreditation process for producers of organically-farmed products * Organic horticulture, the science and art of growing fruits, vegetables, flowers, or ornamental plants by following the essential principles of organic agriculture * Organic products, "organics": ** Organic food, food produced from organic farming methods and often certified organic according to organic farming sta ...
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