3-dimethyl-amino-1,1,3-trimethoxypropane | 51513-20-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-dimethyl-amino-1,1,3-trimethoxypropane
• 英文别名: 1,1,3-trimethoxy-3-dimethylaminopropane；1-dimethylamino-1,3,3-trimethoxypropane；3-dimethylamino-1,1,3-trimethoxypropane；3-dimethylamino-1,3,3-trimethoxypropane；1,1,3-Trimethoxy-3-dimethylaminopropan；1,3,3-Trimethoxy-N,N-dimethylpropan-1-amine
• CAS: 51513-20-3
• 化学式: C₈H₁₉NO₃
• 分子量: 177.244
• InChiKey: ACKMLFWLHKIPGI-UHFFFAOYSA-N

物化性质

• 沸点：
  199.7±40.0 °C(Predicted)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-dimethyl-amino-1,1,3-trimethoxypropane 以70%的产率得到
  参考文献：
  名称：

  KRASNAYA ZH. A.; STYTSENKO T. S.; PROKOFEV E. P.; KUCHEROV V. F., IZV. AN CCCP. CEP. XIM., 1978, HO 1, 116-122

  摘要：

  DOI：
• 作为产物：
  描述：

  硫酸二甲酯 、 3-二甲氨基丙烯醛 生成 3-dimethyl-amino-1,1,3-trimethoxypropane
  参考文献：
  名称：

  Synthesis of estees of ?-aminopentadiene-carboxylic acids

  摘要：

  DOI：

  10.1007/bf00929384

文献信息

• Reactions of 2,2-disubstituted 1,1-dicyanoethenes with β-dimethylaminoacrolein aminal and 3-dimethylamino-1,1,3-trimethoxypropane
  作者：Zh. A. Krasnaya、E. O. Tret’yakova、V. V. Kachala、S. G. Zlotin

  DOI：10.1007/s11172-008-0219-0

  日期：2008.8

  A reaction of 2,2-disubstituted 1,1-dicyanoethenes with β-dimethylaminoacrolein aminal and 3-dimethylamino-1,1,3-trimethoxypropane leads to substituted 6,6-dicyano-1-dimethyl-aminohexatrienes and an organic salt containing 1,1,9,9-tetracyano-2,8-diphenylnona-2,4,6,8-tetraenide as the anion and (dimethylaminopropenylidene)dimethylammonium as the cation, on the basis of which new cation-anionic polymethine dyes were obtained.

  2,2-二取代的 1,1-二氰基乙烯与 β-二甲基氨基丙烯醛氨基和 3-二甲基氨基-1,1,3-三甲氧基丙烷反应，生成取代的 6,6-二氰基-1-二甲基氨基己三烯和含有 1、1,9,9-tetracyano-2,8-diphenylnona-2,4,6,8-tetraenide 作为阴离子，(dimethylaminopropenylidene)dimethylammonium 作为阳离子的有机盐。
• Cross-conjugated ω,ω′-bis(dimethylamino) ketones and dinitriles containing a cycloalkane or piperidine fragment: synthesis and study of spectroscopic properties
  作者：Zh. A. Krasnaya、L. A. Shvedova、A. S. Tatikolov、E. O. Tret’yakova、V. V. Kachala、S. G. Zlotin

  DOI：10.1007/s11172-010-0009-3

  日期：2009.2

  β-dimethylaminoacrolein aminals to give keto-cyanines containing a piperidine ring. A reaction of 3-dimethylamino-1, 1,3-trimethoxypropane with 1-ethoxycarbonylpiperidin-4-ylidenemalononitrile produces a cross-conjugated ω,ω′-bis-(dimethylamino) dinitrile. Its yield is doubled when ionic liquids are used. The spectroscopic properties of the compounds obtained are highly sensitive to the structure: replacement of the

  N-取代的 4-哌啶酮与 β-二甲氨基丙烯醛缩醛胺反应生成含有哌啶环的酮花青。3-二甲氨基-1, 1,3-三甲氧基丙烷与 1-乙氧基羰基哌啶-4-亚基丙二腈反应生成交叉共轭的 ω,ω'-双-（二甲氨基）二腈。当使用离子液体时，其产率加倍。所得化合物的光谱性质对结构高度敏感：酮花青中的 C=O 基团被 C=C(CN)2 基团取代导致吸收光谱发生相当大的红移，同时取代了中心桥(CH2)3 片段由 (CH2)4 导致低色移。所有获得的化合物都表现出正溶剂化显色。
• Synthesis and properties of cross-conjugated ω,ω′-bis-dimethylamino ketones and dinitriles with N-acetyl- and N-benzylpiperidine cycles
  作者：Zh. A. Krasnaya、E. O. Tret’yakova、V. V. Kachala、S. G. Zlotin

  DOI：10.1007/s11172-011-0306-5

  日期：2011.10

  Reactions of N-acetyl- and N-benzyl-4-piperidones with aminal of β-dimethylaminoac-rolein yielded ketocyanines bearing piperidine cycle. Reaction of 3-dimethylamino-1,1,3-trimethoxypropane with 1-acetylpiperidin-4-ylidenemalononitrile in the presence of ionic liquid, 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4), resulted in cross-conjugated ω,ω’-dimethylamino dinitrile. Protonation of ketocyanines bearing N-acetyl- and N-benzyl-piperidine cycles with Et2O·HBF4 (1 equiv.) furnished piperidinium salts, while protonation of the latter with Et2O·HBF4 (2 equiv.) afforded doubly charged 4-hydroxypolymethine salts. Unlike protonation, reaction of 3,5-bis(3-dimethylaminoprop-2-enylidene)-1-acetylpiperidin-4-one with Me2SO4 involved only the oxygen atom and led to a singly charged 4-methoxypolymethine salt. Methylation of 3,5-bis(3-dimethylaminoprop-2-enylidene)-1-benzylpiperidin-4-one with Me2SO4 (1 equiv.) involved cyclic nitrogen atom and resulted in piperidinium salt; heating of the latter with the excess of Me2SO4 afforded doubly charged bis-methoxysulfonate. Starting from 4-methoxytetrahydropyridinium salts, meso-methoxythiapentacarbocyanine dyes were synthesized.

  N- 乙酰基和 N-苄基-4-哌啶酮与β-二甲基氨基丙烯醛的氨基反应生成了带有哌啶循环的酮腈。在离子液体 1-丁基-3-甲基咪唑四氟硼酸盐（[bmim]BF4）存在下，3-二甲基氨基-1,1,3-三甲氧基丙烷与 1-乙酰基哌啶-4-亚甲基丙二腈反应，生成交叉共轭的 ω,ω'-二甲基氨基二腈。带有 N-乙酰基和 N-苄基哌啶循环的酮菁与 Et2O-HBF4（1 个等量物）发生质子化反应，生成哌啶盐，而后者与 Et2O-HBF4（2 个等量物）发生质子化反应，生成带双电荷的 4-羟基聚甲醛盐。与质子化反应不同，3,5-双（3-二甲基氨基丙-2-亚烯基）-1-乙酰基哌啶-4-酮与 Me2SO4 的反应只涉及氧原子，生成单电荷的 4-甲氧基聚甲基盐。3,5-双（3-二甲基氨基丙-2-亚烯基）-1-苄基哌啶-4-酮与 Me2SO4（1 个等量物）的甲基化涉及环状氮原子，生成哌啶盐；将后者与过量的 Me2SO4 一起加热，可得到带双电荷的双甲氧基磺酸盐。从 4-甲氧基四氢吡啶鎓盐开始，合成了中甲氧基硫杂羰花青染料。
• Reactions of β-dimethylaminoacrolein aminal and 3-dimethylamino-1,1,3-trimethoxypropane with 3-(dicyanomethylidene)indan-1-one and 1,3-bis(dicyanomethylidene)indane
  作者：Zh. A. Krasnaya、E. O. Tret’yakova、S. G. Zlotin

  DOI：10.1007/s11172-007-0355-y

  日期：2007.11

  Reactions of 3-(dicyanomethylidene)indan-1-one and 1,3-bis(dicyanomethylidene)indane with β-dimethylaminoacrolein aminal, 3-dimethylamino-1,1,3-trimethoxypropane, DMF acetal, and ethyl orthoformate were studied. The reaction of 3-(dicyanomethylidene)indan-1-one with 3-dimethylamino-1,1,3-trimethoxypropane gave the 1,3-bis(1-dicyanomethylidene-3-oxoindane)trimethineoxanine salt in high yield, which was used to obtain a number of novel cation-anionic polymethine dyes.

  研究了 3-(二氰亚甲基)茚-1-酮和 1,3-双(二氰亚甲基)茚与 β-二甲氨基丙烯醛、3-二甲氨基-1,1,3-三甲氧基丙烷、DMF 乙缩醛和原甲酸乙酯的反应。3-（二氰亚甲基）茚-1-酮与 3-二甲基氨基-1,1,3-三甲氧基丙烷反应生成了 1,3-双（1-二氰亚甲基-3-氧代茚烷）三甲氧基茚盐，产量很高。
• Synthesis, spectral properties, and conformations of nonlinear cross-conjugated polyenes containing pyrane or dihydropyridine fragment
  作者：Zh. A. Krasnaya、E. O. Dorofeeva、V. V. Kachala、A. S. Tatikolov、S. G. Zlotin

  DOI：10.1007/s11172-013-0292-x

  日期：2013.9

  spectroscopy (NOESY and ROESY): the chromophores are arranged at an acute or obtuse angle in the structures with the pyrane or dihydropyridine fragment, respectively. The conformational differences in polyenes result in a drastic change in their spectral properties: for the dyes with an acute angles between the chromophores, the long-wavelength absorption band is less intense, as a rule, than the shorter-wavelength

  合成了含有中心吡喃或 N-甲基二氢吡啶片段的新型交叉共轭 ω,ω'-二甲基氨基多烯。在新化合物中，氨基多烯发色团的相互作用是通过杂环 4 位的二氰基亚甲基、1-氰基-1-(4-硝基苯基)亚甲基或 1,3-二氧茚满-2-亚基发生的。合成化合物的构象通过 2D 1H NMR 光谱（NOESY 和 ROESY）确定：发色团在结构中分别以锐角或钝角排列，分别带有吡喃或二氢吡啶片段。多烯的构象差异导致其光谱性质发生剧烈变化：对于发色团之间呈锐角的染料，长波长吸收带通常不如短波长吸收带强，而钝角化合物的情况则相反。合成的具有二腈和其他受体基团的化合物的吸收光谱比相应的具有羰基受体基团的化合物的吸收光谱位于更长的波长区域。中心桥接取代基 NMe 降低了发色团相互作用的能量。