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Quinoline Raw Materials, also known as benzopyridine and azaphthalene, is a heterocyclic aromatic organic compound that is a compound of pyridine and benzene in parallel. It is a colorless hygroscopic liquid with strong odor at room temperature, and will slowly turn into light yellow and further turn into brown when exposed to light, the molecular formula is C9H7N, slightly soluble in water, easily soluble in many organic solvents, such as ethanol, ether, etc. There are two kinds of parallelism, which are called quinoline and isoquinoline.
Quinoline Liquid exists in coal tar and bone tar, the crude quinoline made from coal tar contains about 4% of isoquinoline. Isoquinoline has a melting point of 26.5°C, a boiling point of 242.2°C (743 mmHg), a density of 1.0986 g/cm3 (20°C), and an odor completely different from that of quinoline. Both are alkaline, isoquinoline is more alkaline than quinoline, both can form salts with strong acids, such as picrates and dichromates; with haloalkanes to form tetraammonium salts, etc. Quinoline Liquid is very aromatic, and the part of benzene ring is easy to undergo electrophilic substitution reaction on the 5,8 two positions, for example, in the nitration or sulfonation, to produce 5- and 8-nitro and sulfonyl quinolines. The pyridine ring is partially stable, upon oxidation, the benzene ring is destroyed while the pyridine ring remains unchanged.
The infrared spectrum of Quinoline CAS 91-22-5 has an absorption peak off 3.27 microns similar to that of 1-methylnaphthalene, and the infrared absorption of isoquinoline is very similar to that of naphthalene. The nature of isoquinoline is similar to that of quinoline, nitration and sulfonation occur at the 5 position of benzene ring, and nucleophilic reaction occurs at the 1 position, such as reacting with sodium amide to produce 1-aminoisoquinoline, while quinoline is aminated at the 2 position. The acid sulfate of Quinoline CAS 91-22-5 is commonly used industrially to separate the acid sulfate of Quinoline CAS 91-22-5 by its solubility in ethanol, while the acid sulfate of isoquinoline is insoluble.
Quinoline Liquid is toxic and short-term exposure to quinoline vapors results in corrosion of the nose, eyes, and respiratory tract, and may also cause dizziness and nausea. The effects of prolonged exposure are uncertain, however Quinoline Raw Materials has been linked to liver damage.
Applications / Functions of Quinoline Liquid
Quinoline Raw Materials are used in the preparation of nicotinic acid and hydroxyquinoline drugs, cyanine blue and photographic pigments, rubber accelerators, and the pesticide 8-hydroxyquinolone. The oral LD50 for rats is 460mg/kg.
Quinoline CAS 91-22-5 can also be used as acid, solvent, preservative, etc. It is used to make nicotinic acid and 8-hydroxyquinoline drugs in pharmaceutical industry; used to make blue pigment and photographic pigment in printing and dyeing industry; used to make accelerator in rubber industry; and used to make pesticides such as 8-hydroxyquinoline ketone in agriculture.
Physicochemical Property of Quinoline Liquid
Quinoline Liquid is colorless liquid. Melting point -15.6 ℃, boiling point 238.05 ℃, 114 ℃ (2.27kPa), relative density 1.0929 (20/4 ℃), refractive index 1.62683. flash point 101 ℃, Quinoline Raw Materials can be miscible with alcohols, ethers and carbon disulfide, soluble in hot water, insoluble in cold water. Hygroscopic, can absorb water from the air to 22% water content, can be volatile with water vapor. It is weakly alkaline.
production methodprocess of Quinoline Liquid
Quinoline Liquid can be extracted from coal tar wash oil or naphthalene oil. The naphthalene oil fraction and wash oil fraction are washed with dilute sulfuric acid to get quinoline sulfate salt-based solution, and the impurities such as neutral oil are removed by steam, and then decomposed by alkali or ammonia. The separated crude quinoline and its congeners were dehydrated and distilled with high yield distillation tower, cutting the fraction section with boiling range of 237.5-239.5°C, and the crude quinoline containing 83% quinoline and 15% isoquinoline could be obtained. The crude quinoline is treated with an aqueous solution of phosphoric acid at a concentration of 60%, and then filtered after cooling to obtain quinoline phosphate crystals. After decomposition with alkali, the purity of the product is 90%-92%. Repeat the treatment with phosphoric acid, recrystallization, can get the purity of 98%-99% quinoline. The most representative method for synthesizing quinoline is the Sklopp synthesis: aniline, glycerol, sulfuric acid, and an oxidant (e.g., nitrobenzene) are heated together and dehydrogenated by cyclization to produce Quinoline CAS 91-22-5.
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