Tarry

For the preparation of phenol, the aqueous solution should be heated carefully to 50-55°, at which temperature the reaction proceeds smoothly above this temperature, how ever, the reaction may rapidly become veiy vigorous, and the heat of reaction will then cause a marked rise in the temperature and the production of a large amount of tarry byproducts. 

The tarry residue in the flask may be removed by warm diiute sodium hydroxide solution. 

When the volume of liquid in the flask is small, it is advisable to arrange the apparatus for distillation under reduced pressure (water pump) in order to completely separate the allyl cyanide from the solid residue. The final tarry residue may be removed by treatment with concentrated nitric acid, followed by water. 

The solution must be strongly acid in order to avoid the coupbng reaction between the undecomposed diazonium salt and the phenol (see under Azo Dyes). For the preparation of phenol and the cresols, the aqueous solution of the diazonium compound is warmed to about 50° at higher temperatures the reaction may become unduly vigorous and lead to appreciable quantities of tarry compounds... 

Below 5°, the reaction is too slow above 10°, appreciable amounts of tarry matter are formed. 

Since the formamide reaction solution is going to be a lot cleaner than the tarry mess of the original recipe, the chemist has yet another option to explore. Instead of hydrolyzing in the reaction pot, the chemist can add SOOmL of clean dHjO and stir just like in the crappy original method except that this time the chemist is going to look for a heavy oil layer that will settle at the bottom. The up-... 

Thus a second method was envisaged, the reaction of a nitrile, hydrogen selenide, and an a-halogenated ketone in the presence of a condensation catalyst, which can be POCl, or POCI3 with a Lewis acid such as PCI3 or anhydrous ZnCl. The use of fresh AICI3 leads to the formation of tarry side-products. 

Coating Theory. This theory includes fire retardants which form an impervious skin on the fiber surface. This coating may be formed during normal chemical finishing, or subsequently when the fire retardant and substrate are heated. It excludes the air necessary for flame propagation and traps any tarry volatiles produced during pyrolysis of the substrate. Examples of this type of agent include the easily fusible salts such as carbonates or borates. 

Uses. Boron triduoride is an excellent Lewis acid catalyst for numerous types of organic reactions. Its advantages are ease of handling as a gas and the absence of undesirable tarry by-products. As an electrophilic molecule, it is an excellent catalyst for Friedel-Crafts and many other types of reactions (63-65) (see Friedel-craftsreactions). 

Cmde diketene obtained from the dimeriza tion of ketene is dark brown and contains up to 10% higher ketene oligomers but can be used without further purification. In the cmde form, however, diketene has only limited stabHity. Therefore, especiaHy if it has to be stored for some time, the cmde diketene is distiHed to > 99.5% purity (124). The tarry distiHation residue, containing trike ten e (5) and other oligomers, tends to undergo violent Spontaneous decomposition and is neutralized immediately with water or a low alcohol. Ultrapure diketene (99.99%) can be obtained by crystallization (125,126). Diketene can be stabHized to some extent with agents such as alcohols and even smaH quantities of water [7732-18-5] (127), phenols, boron oxides, sulfur [7704-34-9] (128) and sulfate salts, eg, anhydrous copper sulfate [7758-98-7]. 

Ketene trimer can be recovered from the tarry residue of diketene distillation and converted into valuable building blocks like 1,3-cyclobutanedione and squaric acid [2892-51-5] (140,141), an important intermediate in the synthesis of pharmaceuticals and squaryHum dyes used in photostatic reproduction (142,143). 

At room temperature phenol is a white, crystalline mass. Phenol gradually turns pink if it contains impurities or is exposed to heat or light. It has a distinctive sweet, tarry odor, and burning taste. Phenol has limited solubiUty in water between 0 and 65°C. Above 65.3°C phenol and water are miscible in all proportions. It is very soluble in alcohol, ben2ene, chloroform, ether, and partially disassociated organics in general. It is less soluble in paraffinic hydrocarbons. The important physical properties of phenol are Hsted in Table 1. 

Otner Collectors Tarry particulates and other difficult-to-handle hquids have been collected on a dry, expendable phenol formaldehyde-bonded glass-fiber mat (Goldfield, J. Air Pollut. Control A.SSOC., 20, 466 (1970)] in roll form which is advanced intermittently into a filter frame. Superficial gas velocities are 2.5 to 3.5 m/s (8.2 to 11.5 ft/s), and pressure drop is typically 41 to 46 cm (16 to 18 in) of water. CoUection efficiencies of 99 percent have been obtained on submicrometer particles. Brady [Chem. Eng. Prog., 73(8), 45 (1977)] has discussed a cleanable modification of this approach in which the gas is passed through a reticulated foam filter that is slowly rotated and solvent-cleaned. 

Hygroscopic materials, condensation of moisture, or tarry adhesive components possibly causing crusty caking or plugging of the fabric or requiring special additives... 

The low yields of 2-furancarboxylic acid are due partly to the formation of tarry by-products and partly to loss through water solubility. The mother liquors contain about 2.5 g. of 2-furancarboxylic acid per 100 cc. This may be recovered by extraction with ether. 

Succeeding batches may be started in the same flask containing the aluminum turnings and the trace of tarry material without the addition of further catalyst these batches do not show any signs of an induction period. 

A yield of 84 per cent of u-nitrodiphenyl ether boiling at i83-i85°/8 mm. is obtained when o-nitrochloro benzene is used. For the preparation of j-nitro diphenyl ether, the method of Ullmann and Sponagel, using m-bromonitrobenzene, seems to be the best, since m-chloro nitrobenzene gives large amounts of tarry matter. 

The dehydrogenation reaction produces crude styrene which consists of approximately 37.0% styrene, 61% ethylbenzene and about 2% of aromatic hydrocarbon such as benzene and toluene with some tarry matter. The purification of the styrene is made rather difficult by the fact that the boiling point of styrene (145.2°C) is only 9°C higher than that of ethylbenzene and because of the strong tendency of styrene to polymerise at elevated temperatures. To achieve a successful distillation it is therefore necessary to provide suitable inhibitors for the styrene, to distil under a partial vacuum and to make use of specially designed distillation columns. 

Methylindole has also been prepared by lithium aluminum hydride reduction of 1-methylindoxyl. Compounds giving rise to NH absorption in the infrared (indole, skatole) can be completely removed by refluxing the crude 1-methylindole over sodium for 2 days and then distilling the unreacted 1-methylindole from the sodio derivatives and tarry decomposition products. 

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