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ChemicalBook Optimization Suppliers |
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| | 4-ジメチルアミノピリジン Usage And Synthesis |
| 外観 | 白色～うすい褐色, 結晶～結晶性粉末又はフレーク | | 溶解性 | 水, アルコール, アセトンに易溶。水、エタノール及びアセトンに溶けやすい。 | | 解説 | 4-ジメチルアミノピリジン，融点112～113 ℃．水，エタノール，ベンゼン，クロロホルムに易溶，エーテルに可溶．アルシル化やアルキル化の触媒に用いられる．酸無水物を用いた第三級アルコールのアシル化などで顕著な効果がみられる．
森北出版「化学辞典（第2版）
| | 用途 | N,N-ジメチル-4-アミノピリジン (N,N-dimethyl-4-aminopyridine) は様々な有機合成反応で触媒として用いられる求核剤、強塩基である。4-（ジメチルアミノ）ピリジン、4-ジメチルアミノピリジンとも呼ばれ、DMAP（ディーマップ）と略称される。利用例として酸無水物のエステル化、ベイリス?ヒルマン反応、シリル化、トリチル化、シュテークリヒ転位、シュタウディンガー反応などが挙げられる。
| | 用途 | ペプチド合成におけるカップリング反応用、有機合成原料。 | | 製造 | 4-ジメチルアミノピリジン，略号DMAP．4-アミノピリジンとメタノールを，塩化アルミニウムの存在下で300～350 ℃ に加熱してつくる． | | 化学的特性 | White solid | | 使用 | In a wide variety of organic syntheses as a catalyst. | | 使用 | 4-Dimethylaminopyridine (Valaciclovir EP Impurity G; Valacyclovir USP Related Compound G) is a highly efficient catalyst for acylation reactions. | | 使用 | DMAP is a useful highly basic nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement. | | 使用 | A highly fluorescent adenosine analogue, which in a dimethoxytrityl, phosphoramidite protected form, can be site-specifically inserted into oligonucleotides through a 3?5?phosphodiester linkage using an automated DNA synthesizer | | 使用 | 4-Dimethylaminopyridine is a versatile hypernucleophilic acylation catalyst, it is used to improve the yield, reduce the reaction time, improving relaxation process conditions. Widely used in perfumes, dyes, pigments, pesticides, pharmaceuticals and polymer compounds and other fields. Also used as a catalyst for the synthesis of polyurethane, a curing agent and a blowing catalyst. | | 定義 | ChEBI: 4-Dimethylaminopyridine is a dialkylarylamine and a tertiary amino compound. | | 一般的な説明 | Valacyclovir Related Compound G, also called as 4-(Dimethylamino)pyridine (DMAP) is an excellent catalyst for acylation of hindered alcohols and in chemical transformations. It is highly nucleophilic in nature. | | 危険性 | 4-Dimethylaminopyridine (4-DMAP) is readily absorbed through the skin and is highly toxic
by skin absorption. It also causes skin and eye burns. All skin and
eye contact and inhalation should be avoided. Appropriate OSHA/
MSHA-approved respirator, chemical-resistant gloves and impervious or disposable protective clothing should be worn. Work should
be carried out in a chemical fume hood. | | 燃焼性と爆発性 | Non flammable | | Solubility in organics | 4-Dimethylaminopyridine can be soluble in methanol, benzene, ethyl acetate, chloroform, methylene chloride, acetone, and acetic acid. Less soluble in ether,
diisopropyl ether, cyclohexane, hexane, and water. | | 純化方法 | Recrystallise DMAP from toluene [Sadownik et al. J Am Chem Soc 108 7789 1986]. [Beilstein 22 V 112.] § A polystyrene supported version (PS-DMAP) is commercially available. |
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