N,N-二甲基-5-苯基噻吩-2-胺 | 109548-94-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N,N-二甲基-5-苯基噻吩-2-胺
• 英文名称: 2-(Dimethylamino)-5-phenylthiophene
• 英文别名: 2-Thiophenamine, N,N-dimethyl-5-phenyl-；N,N-dimethyl-5-phenylthiophen-2-amine
• CAS: 109548-94-9
• 化学式: C₁₂H₁₃NS
• 分子量: 203.308
• InChiKey: KJBIXTYEEOABDC-UHFFFAOYSA-N

物化性质

• 沸点：
  334.3±30.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  31.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二硫代苯甲酸甲酯 、 N-二甲基炔丙胺 生成 N,N-二甲基-5-苯基噻吩-2-胺
  参考文献：
  名称：

  由1-丙炔基胺或烯丙胺和硫代羰基化合物有效地一锅合成2,5-二取代噻吩

  摘要：

  的金属化的ynamine CH 3 CCNEt 2或丙二烯胺ħ 2 CCCHNR 2（R = CH 3或C 2 H ^ 5）与施罗瑟试剂丁基锂·叔丁醇钾，接着用硫代羰基化合物反应XCSSCH 3（X = Me 2 N，Et 2 N，CH 3 S，t-Bu，Ot-Bu，Ph或2-噻吩基），然后加水，得到2,5-二取代的噻吩（与Me 2 N或Et 2 N和X作为取代基），收率很高。

  DOI：

  10.1016/0022-328x(86)80509-5

文献信息

• Synthesis and Solvatochromic Properties of Donor-Acceptor-Substituted Oligothiophenes
  作者：Franz Effenberger、Frank Wuerthner、Felix Steybe

  DOI：10.1021/jo00112a032

  日期：1995.4

  The Pd-catalyzed cross coupling reaction of electron donor-substituted thiophenes 1 with electron acceptor-substituted halothiophenes 2,10 via organozinc intermediates or organotin compounds 5 to give bi-, ter-, and quaterthiophenes 3, 4, 6, 8, 12, 13, and 14 is described. (Dimethylamino)-bithiophenes 8 with acceptor groups of varying reactivity were prepared via 5d in 60-80% yield, whereas bithiophenes 6d,e were obtained as a mixture with phenylthiophenes 7d,e. Symmetrical substituted byproducts 11 were formed in the conversion of 1b with bromothiophenes 10 via organozinc compounds yielding oligothiophenes 6b and 12. The ter- and quaterthiophenes 13 and 14 were isolated in about 50-70% yield. The electronic interactions between donor and acceptor end groups in the conjugated bithiophenes 3, 4, and 8 are expressed in the intensive and markedly solvatochromic CT transitions. The solvatochromic behavior of 3, 4, and 8 was determined by linear regression analyses of absorption maxima in 11 solvents, whereby bithiophene 3d was found to be a very appropriate indicator dye whose absorption wavenumbers ($) over bar nu(max)(3d) in aliphatic and dipolar aprotic and-on consideration of the polarizability correction term d delta-in aromatic and chlorinated solvents excellently correlate with the pi* values defined by Kamlet and Taft.
• DE JONG R. L. P.; BRANDSMA L., J. ORGANOMET. CHEM., 316,(1986) N 3, C21-C23
  作者：DE JONG R. L. P.、 BRANDSMA L.

  DOI：——

  日期：——
• An efficient one-pot synthesis of 2,5-disubstituted thiophenes from 1-propynylamines or allenic amines and thiocarbonyl compounds
  作者：R.L.P. de Jong、L. Brandsma

  DOI：10.1016/0022-328x(86)80509-5

  日期：1986.12

  Metallation of the ynamine CH3CCNEt2 or the allenic amines H2CCCHNR2 (R = CH3 or C2H5) with Schlosser's reagent BuLi · t-BuOK, followed by reaction with a thiocarbonyl compound XCSSCH3 (X = Me2N, Et2N, CH3S, t-Bu, O-t-Bu, Ph or 2-thienyl) and then addition of water, gives 2,5-disubstituted thiophenes (with Me2N or Et2N and X as substituents) in good yields.

  的金属化的ynamine CH 3 CCNEt 2或丙二烯胺ħ 2 CCCHNR 2（R = CH 3或C 2 H ^ 5）与施罗瑟试剂丁基锂·叔丁醇钾，接着用硫代羰基化合物反应XCSSCH 3（X = Me 2 N，Et 2 N，CH 3 S，t-Bu，Ot-Bu，Ph或2-噻吩基），然后加水，得到2,5-二取代的噻吩（与Me 2 N或Et 2 N和X作为取代基），收率很高。