4-ピコリン 化学特性,用途語,生産方法
外観
無色～暗褐色, 澄明の液体
溶解性
水、エタノール及びアセトンに極めて溶けやすい。水、エタノール及びエーテルに可溶。
用途
溶媒、ニコチン酸の製造、 医薬品(イソニコチン酸ヒドラジド)、界面活性剤などの合成原料、溶剤、防水剤などの製造
用途
イソニコチン酸製造原料、医薬、樹脂、染料、加硫促進剤、溶剤などとして用いられる。
使用上の注意
不活性ガス封入
化学的特性
4-Methylpyridine is a Colorless to light yellow liquid with an obnoxious, sweetish odor. soluble in water, ethanol and ether.
天然物の起源
4-Methylpyridine is released by energy-related processes. It is present in coal gassification wastewater (Pellizzari et al 1979), the environment of coke ovens (Naizer and Mashek 1974) and in waters from shale oil waste production (Dobson et al 1985; Hawthorne et al 1985; Leenheer et al 1982). It is also present in coal tar (HSDB, 1988), cigarette smoke (Brunneman et al 1978; IARC 1976) and pyroligneous liquids from woods (Yasuhara and Sugiwara 1987). Methods for the biological treatment of wastewaters containing 4-methylpyridine have been developed (Roubickova 1986) and its movement through (Leenheer and Stuber 1981) and degradation (Sims and Somners 1985) in soils examined.
使用
4-Methylpyridine is used to manufacture isonicotinic
acid and derivatives, in waterproofing agents for fabric,
and as a solvent for resins, pharmaceuticals, dyestuffs,
rubber accelerators, and pesticides. It is also used as a catalyst
and curing agent.
定義
ChEBI: 4-methylpyridine is a methylpyridine in which the methyl substituent is at position 4.
調製方法
Currently, 4-methylpyridine is produced by vapor-phase condensation of acetaldehyde and ammonia (3:1) with subsequent isolation of 4-methylpyridine from the reaction mixture. Reactants are exposed to dehydration-dehydrogenation catalysis such as lead oxide, copper oxide on alumina, thorium oxide, zinc oxide or cadmium oxide on silica-alumina, or cadmium fluoride on silica-magnesia at 400-500°C. This results in a 60% yield of 4-methylpyridine which is isolated by fractional distillation (USEPA 1982). Another production method involves the isolation from by-products of coking operations. The crude pyridine extracts come from noncondensable and condensable coke-oven gasses that have been dehydrated and separated by fractional distillation, but only 45% of 4-methylpyridine is obtained (USEPA 1982). 4-Methylpyridine also can be isolated from a dry distillation of bones or coal (Hawley 1977).
一般的な説明
4-methyl pyridine is a colorless moderately volatile liquid. (NTP, 1992)
空気と水の反応
Highly flammable.
反応プロフィール
4-Methylpyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
健康ハザード
Data indicates that 4-methylpyridine is moderately toxic when administered orally and very toxic when given dermally and intraperitoneally (Smith 1982). Symptoms include occasional diarrhea, weight loss, anemia, and occular and facial paralysis.
工業用途
4-Methylpyridine is used as a water-proofing agent for fabrics; as solvents for resins; in the synthesis of pharmaceuticals, dyestuffs, rubber accelerators, pesticides and laboratory reagent; as a catalyst; and as a curing agent (Hawley 1977; Windholz et al 1983). It is used for the synthesis of pharmaceuticals, especially isoniazid (USEPA 1982) and also for the production of 4-vinylpyridine to improve dyeability (USEPA 1982).
安全性プロファイル
Poison by ingestion and
intraperitoneal routes. Moderately toxic by
sktn contact. Mildly toxic by inhalation. A
severe skin and eye irritant. Flammable
liquid when exposed to heat, flames,
oxidizers. To fight fire, use alcohol foam.
When heated to decomposition it emits toxic fumes of NOx.
職業ばく露
(o-isomer); Suspected reprotoxic hazard, Primary irritant (w/o allergic reaction), (m-isomer): Possible risk of forming tumors, Primary irritant (w/o allergic reaction). Picolines are used as intermediates in pharmaceutical manufacture, pesticide manufacture; and in the manufacture of dyes and rubber chemicals. It is also used as a solvent.
輸送方法
UN2313 Picolines, Hazard Class: 3; Labels: 3-Flammable liquid.
純化方法
It can be purified as for 2-methylpyridine. Biddescombe and Handley's method (above) for 3-methylpyridine is also applicable. Lidstone [J Chem Soc 242 1940] purified it via the oxalate (m 137-138o) by heating 100mL of 4-methylpyridine to 80o and adding slowly110g of anhydrous oxalic acid, followed by 150mL of boiling EtOH. After cooling and filtering, the precipitate is washed with a little EtOH, then recrystallised from EtOH, dissolved in the minimum quantity of water and distilled with excess 50% KOH. The distillate is dried with solid KOH and again distilled. Hydrocarbons can be removed from 4-methylpyridine by converting the latter to its hydrochloride, crystallising from EtOH/diethyl ether, regenerating the free base by adding alkali and distilling. As a final purification step, 4-methylpyridine can be fractionally crystallised by partial freezing to effect a separation from 3-methylpyridine. Contamination with 2,6-lutidine is detected by its strong absorption at 270nm. The hydrochloride has m 161o, and the picrate has m 167o(from Me2CO, EtOH or H2O). [Beilstein 20 III/IV 2732, 20/5 V 543.]
不和合性
Vapors may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Attacks copper and its alloys.
4-ピコリン 上流と下流の製品情報
原材料
準備製品