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4-二甲基氨基吡啶_分子结构_CAS_1122-58-3)
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4-二甲基氨基吡啶

产品号 A13016 公司名称 Alfa Aesar
CAS号 1122-58-3 公司网站 http://www.alfa.com
分子式 C7H10N2 电 话
分子量 122.1677 传 真
纯 度 99% 电子邮件
保 存 Chembase数据库ID: 8556

产品价格信息

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产品别名

标题
4-(Dimethylamino)pyridine
IUPAC标准名
N,N-dimethylpyridin-4-amine
IUPAC传统名
4-dimethylaminopyridine

产品登记号

MDL号 MFCD00006418
Beilstein号 110354
EC号 214-353-5
CAS号 1122-58-3

产品性质

纯度 99%
沸点 162°C/50mm
闪点 124°C(255°F)
熔点 110-113°C
GHS危险品标识 GHS05
GHS危险品标识 GHS06
GHS危险声明 H301-H310-H314-H318
欧盟危险性物质标志 剧毒(Highly toxic) 剧毒(Highly toxic) (T+)
GHS警示性声明 P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A
危险公开号 22-27-34
RTECS编号 US9230000
安全公开号 26-27/28-36/37/39-45-60
TSCA收录
联合国危险货物等级 6.1
联合国危险货物编号 UN2928
联合国危险货物包装类别(PG) I

产品详细信息

参考文献

  • Hypernucleophilic catalyst. Greatly accelerates the acylation of hindered, including tertiary, alcohols; reviews: Angew. Chem. Int. Ed., 17, 569 (1978). Chem. Soc. Rev., 12, 129 (1983). Catalyst for acylation of alcohols using mixed anhydrides of hindered carboxylic acids with methanesulfonic acid: Synth. Commun., 12, 727 (1982), and with mixed carboxylic anhydrides: J. Org. Chem., 50, 560 (1985). In the Yamaguchi method of macrocyclic lactonization the mixed anhydride formed with 2,4,6-Trichlorobenzoyl chloride, L14159 is cyclized with 2 equiv. of DMAP; high dilution conditions are not required: Bull. Chem. Soc. Jpn., 52, 1989 (1979). For improved method in a high yield synthesis of erythronolide A, see: J. Org. Chem., 55, 7 (1990).
  • Greatly increases the rate of ester and thio ester formation in the carbodiimide method of coupling (Steglich esterification): Angew. Chem. Int. Ed., 17, 522 (1978). For similar use in macrolactonizations, see: J. Org. Chem., 50, 2394 (1985), and in carbodiimide peptide coupling reactions: Int. J. Pept. Prot. Res., 18, 459 (1981). For peptide reagents, see Appendix 6.
  • Effective catalyst for transesterification of ?-keto esters in toluene: J. Org. Chem., 50, 3618 (1985), and for smooth decarboalkoxylation of enolizable ?-keto esters in toluene containing a small amount of water: J. Org. Chem., 54, 3474 (1989). Under these conditions, other bases (N,N-dimethylaniline, pyridine, tetra-n-pentylammonium bromide) are ineffective.
  • Also useful as a catalyst for various alkylations. For use in formation of trityl ethers, see: Tetrahedron Lett., 95, (1979); extension to mono- and di-methoxytrityl ethers: Tetrahedron Lett., 21, 3899 (1980); J. Org. Chem., 47, 571 (1982); Chem. Lett., 15 (1982); J. Am. Chem. Soc., 104, 1316 (1982). Useful in silylation of alcohols to give TBDMS ethers: Tetrahedron Lett., 99, (1979).
  • Catalyst in a simple preparation of N-Boc-amides, using Di-tert-butyl dicarbonate, A14708: Acta Chem. Scand. B, 40, 745 (1986); and also of N-Boc-pyrroles: Org. Synth. Coll., 9, 121 (1998).
  • Reacts with thionyl chloride to form the chlorosulfinyl chloride, an effective reagent for the conversion of acids to their acid chlorides: Synth. Commun., 12, 1139 (1982), and for the dehydration of aldoximes to nitriles: Synthesis, 472 (1983).
  • For a brief feature on the uses of this reagent in synthesis, see: Synlett, 1568 (2003). Review of developments in the search for optimal reactivity and selectivity with 4-(dialkylamino)pyridines: Angew. Chem. Int. Ed., 43, 5436 (2004).