Orange development

Fig 1 Selective adsorbent for methyl orange developed by Dickey... 

To a cold aqueous solution of picric acid, add about an equal volume of dilute potassium cyanide solution. An orange coloration develops and rapidly darkens to a deep red. 

Reduction to aminophenol. Reduce about 0 5 g. of o-nitrophenol with cone. HCl and tin as described on p. 385. After a few minutes the yellow molten o-nitrophenol disappears completely, the solution becoming homogeneous and colourless due to the formation of 0-aminophenol (which is soluble in HCl). Cool and add 30% aqueous NaOH solution note that a white precipitate is first formed and then redissolvcs in an excess of NaOH, and that the solution does not develop an orange coloration, indicating that the nitro-group has been reduced. 

The utility of acid-base titrimetry improved when NaOH was first introduced as a strong base titrant in 1846. In addition, progress in synthesizing organic dyes led to the development of many new indicators. Phenolphthalein was first synthesized by Bayer in 1871 and used as a visual indicator for acid-base titrations in 1877. Other indicators, such as methyl orange, soon followed. Despite the increasing availability of indicators, the absence of a theory of acid-base reactivity made selecting a proper indicator difficult. 

In 1868, within a decade of the development of the spectroscope, an orange-yeUow line was observed in the sun s chromosphere that did not exactiy coincide with the D-lines of sodium. This line was attributed to a new element which was named helium, from the Greek hellos, the sun. In 1891 an inert gas isolated from the mineral uranite showed unusual spectral lines. In 1895 a similar gas was found in cleveite, another uranium mineral. This prominent yellow spectral line was then identified as that of helium, which to that time had been thought to exist only on the sun. In 1905 it was found that natural gas from a well near Dexter, Kansas, contained nearly 2% helium (see Gas, natural). 

Exceptions to the simple definition of an essential oil are, for example, gadic oil, onion oil, mustard oil, or sweet birch oils, each of which requires enzymatic release of the volatile components before steam distillation. In addition, the physical process of expression, appHed mostly to citms fmits such as orange, lemon, and lime, yields oils that contain from 2—15% nonvolatile material. Some flowers or resinoids obtained by solvent extraction often contain only a small portion of volatile oil, but nevertheless are called essential oils. Several oils are dry-distiUed and also contain a limited amount of volatiles nonetheless they also are labeled essential oils, eg, labdanum oil and balsam oil Pern. The yield of essential oils from plants varies widely. Eor example, nutmegs yield 10—12 wt % of oil, whereas onions yield less than 0.1% after enzymatic development. 

Both the m- and -phenylenediamines are used to manufacture sulfur dyes, either by refluxing in aqueous sodium polysulfide, or heating with elementary sulfur at 330°C to give the leuco form of the dye. These dyes are polymeric, high molecular weight compounds, and soluble in base. The color is developed by oxidation on the fabric. 2,4-Toluenediamine and sulfur give Sulfur Orange 1 (14). 

Stilbene dyes of importance aie mosdy direct yellow dyes for ceUulosic fibers, especially paper. There have been several red and blue stilbene-containing dyes reported, but they have not (ca 1996) been developed to commercial importance. There are brown leather dyes which are stilbene-based. The most important stilbene dyes are those known siace the 1880s. The commercial importance of Direct Yellow 11 (1883), Direct Orange 15 (1888), Direct Yellow 4 (1886), and Direct Yellow 106 (1936) attest to the value, properties, and durabiUty of stilbene yellow dyes. 

Minor levels of titanium are conveniently measured by spectrophotometry, eg, by the 410-nm absorbance of the yellow-orange peroxide complex that develops when hydrogen peroxide is added to acidic solutions of titanium. 

With Orange I [574-69-6] (34) (Cl Acid Orange 20 Cl 14600) the naphthalene moiety was iatroduced to azo chemistry. Basacid Red 340 [1658-56-6] (35) (Cl Acid Red 88 Cl 15620) the first red azo dye of technical value was discovered by BASF ia 1876. Its previous name was Fast Red AV and it is stiU produced ia large amounts ia the United States because of its low cost and good dyeiag and fastness properties. This dye became the prototype of a large number of red azo dyes that were developed simultaneously with the iatroduction of new derivatives of naphthalene. 

In an attempt to extend the firing range of these colors, the inclusion pigments (11,17) have been developed. In these pigments cadmium sulfoselenides are incorporated within a clear 2h con lattice. The superior stabiHty of 2h con is thus imparted to the pigment. Colors from yellow to orange-red are available. Deep red is not available, and the purity of these colors is limited. 

Anth nthrones. Halogenated derivatives have been developed to improve the dyeing properties of anthanthrones, which have low tinctorial strength and poor affinity to cellulose fibers. The only example of commercial significance is Cl Vat Orange 3 [4378-614] (4) Cl 59300). This compound is prepared from l,l -dinaphthyl-8,8 -dicarboxyhc acid (173) with oleum and bromine as follows ... 

The only practical method of preparing 1,4-aminonaphthol is from a-naphthol through an azo dye, the nitroso compound not being readily available. The majority of investigators have reduced technical Orange I with stannous chloride Mi.is.is.ir.is by the procedures discussed above, and benzeneazo-a-naphthol has been reduced by the same reagent. In order to make possible the use of crude, technical a-naphthol a method has been developed for the preparation of the benzeneazo compound, its separation from the isomeric dye coming from the d-naphthol present as well as from any disazo compound by extraction with alkali, and the reduction of the azo compound in alkaline solution with sodium hydrosulfite. The process, however, is tedious and yields an impure product. 

Strychnicine. This alkaloid, isolated from nux-vomica leaves grown in. lava, forms needles, m.p. 240° dec.), and is characterised by the following colour reaction. When sodium hydroxide solution is added drop by drop to a solution of a salt of the alkaloid in water, the precipitate formed dissolves on addition of more alkali, forming an orange-coloured liquid which develops a violet colour on addition of hydrochloric acid. Strychnicine is scarcely poisonous, but is said to produce tetanus in frogs. 

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