戊二酸双二甲基酰胺 | 13424-80-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 戊二酸双二甲基酰胺
• 英文名称: N,N,N′,N′-tetramethylglutaramide
• 英文别名: N,N,N',N'-tetramethylpentanediamide；N,N,N',N'-tetramethylglutaramide；TMGA；pentanedioic acid bis-dimethylamide；tetra-N-methyl-glutaramide；Tetra-N-methyl-glutaramid
• CAS: 13424-80-1
• 化学式: C₉H₁₈N₂O₂
• mdl: MFCD00040479
• 分子量: 186.254
• InChiKey: WFXSOGZBNQWNIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  戊二酸双二甲基酰胺 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 N,N'-Tetramethylpentane
  参考文献：
  名称：

  Exploring the Self-Assembly of Polar Dimeric Capsules Using Molecular Rulers

  摘要：

  A homologous series of N,N,N,N-tetramethylalkyl-N,N-dioxides is used to probe the level of guest induced fit attainable in the assembly of a dimeric capsule based on tetraurea benzyl calix[4]pyrrole components. A sensible enhancement of the capsule's volume was observed in response to guest size for n = 2, 3, and 4. In turn, larger guests adopted folded conformations to adapt to the capsule's dimensions.

  DOI：

  10.1021/ol302724e
• 作为产物：
  描述：

  戊二酸二甲酯 、 二甲胺 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 戊二酸双二甲基酰胺
  参考文献：
  名称：

  Exploring the Self-Assembly of Polar Dimeric Capsules Using Molecular Rulers

  摘要：

  A homologous series of N,N,N,N-tetramethylalkyl-N,N-dioxides is used to probe the level of guest induced fit attainable in the assembly of a dimeric capsule based on tetraurea benzyl calix[4]pyrrole components. A sensible enhancement of the capsule's volume was observed in response to guest size for n = 2, 3, and 4. In turn, larger guests adopted folded conformations to adapt to the capsule's dimensions.

  DOI：

  10.1021/ol302724e

文献信息

• Synthesis of Succinimido[3,4-b]indane and 1,2,3,4,5,6-Hexahydro-1,5-methano-3-benzazocine-2,4-dione by Sequential Alkylation and Intramolecular Arylation of Enolates Derived from <i>N,N,N</i><i>‘</i><i>N</i>‘-Tetramethylbutanediamides and <i>N,N,N</i><i>‘</i><i>N</i>‘-Tetramethylpentanediamides
  作者：Sushama A. Dandekar、Stacey N. Greenwood、Thomas D. Greenwood、Stéphane Mabic、Joseph S. Merola、James M. Tanko、James F. Wolfe

  DOI：10.1021/jo982000b

  日期：1999.3.1

  refluxing THF. Treatment of 20 with KNH(2) in liquid NH(3) led to intramolecular arylation and accompanying ammonolysis to afford trans-1-(N,N-dimethylcarboxamido)-1,2,3,4-tetrahydronaphthalene-3-carboxamide (21b). Conversion of 21b to 5 was similarly effected by means of NaH. Experiments designed to test the mechanistic aspects of the intramolecular arylations provided evidence for competing aryne and SET

  通过将N，N，N'，N'-四甲基丁二酰胺（6）和N，N，N'，N'-四甲基戊二酰胺（19）的单烯酸锂初始烷基化来合成三环标题化合物4和5于-60°C在液体NH（3）中生成-碘代苄基氯，得到2-（2-碘代苄基）-N，N，N'，N'-四甲基丁二酰胺（9）和2-（2-碘代苄基）-N，N ，N′，N′-四甲基戊二酰胺（20）的产率分别为88％和87％。在液体NH（3）中用KNH（2）处理9导致形成和分子内芳基化的程度较低，即取代的α-烯酸酯在60中产生反式1,2-双（N，N-二甲基甲酰胺基）茚满（10a） ％ 让。用Na（2）O（2）水溶液选择性水解10a，得到反式1-（N，N-二甲基羧酰胺基）茚满-2-羧酸（17），然后通过转化为反式-1-（N，N-二甲基羧酰胺基）茚满-2-羧酰胺（10c）将其转化为桥接的琥珀酰亚胺4，然后通过NaH在回流的THF中将该混合的伯/叔酰胺环化。用液体NH（3）中的
• General and Efficient α-Oxygenation of Carbonyl Compounds by TEMPO Induced by Single-Electron-Transfer Oxidation of Their Enolates
  作者：Emanuela Dinca、Philip Hartmann、Jakub Smrček、Ina Dix、Peter G. Jones、Ullrich Jahn

  DOI：10.1002/ejoc.201200736

  日期：2012.8

  for the synthesis of protected α-oxygenated carbonyl compounds is reported. It is based on the single-electron-transfer oxidation of easily generated enolates to the corresponding α-carbonyl radicals. Coupling with the stable free radical TEMPO provides α-(piperidinyloxy) ketones, esters, amides, acids or nitriles in moderate-to-excellent yields. Enolate aggregates influence the outcome of the oxygenation

  报道了一种普遍适用的合成受保护的 α-氧化羰基化合物的方法。它基于将容易生成的烯醇化物单电子转移氧化为相应的 α-羰基自由基。与稳定的自由基 TEMPO 结合以中等至优异的产率提供 α-(哌啶基氧基) 酮、酯、酰胺、酸或腈。烯醇化物聚集体显着影响氧化反应的结果。对竞争反应进行了分析，并提出了将其最小化的条件。产物的化学选择性还原导致 N-O 键裂解为 α-羟基羰基化合物或羰基官能团还原为单保护的 1,2-二醇或 O-保护的氨基醇。
• The chemistry of the trivalent actinoids. Part 5. Uranium(III) complexes with bidentate organic amides
  作者：Joseph I. Bullock、Anthony E. Storey、Peter Thompson

  DOI：10.1039/dt9790001040

  日期：——

  symmetry. The complexes are black, mauve, or green. Differences in the energies of f–d transitions are explained in terms of nephelauxetic effects. Similar changes have been observed in the energies of bands observed at shorter wavelengths, which are assigned to metal ion-to-ligand electron transfer. The spectra of NNN′N′-tetramethyldiamide and corresponding NNN′N′-tetraethyldiamide complexes are not noticeably

  铀（III）与酰胺Me 2 N·CO·[CH 2 ] n ·CO·NMe 2和Me 2 N·CO·CH 2 ·CMe 2 ·CH 2 ·CO·NMe 2 [系列（I; n = 1-4）]和Et 2 N·CO·[CH 2 ] n ·CO·NEt 2和Et 2 N·CO·CH 2 ·CMe 2 ·CH 2 ·CO·NEt 2 [系列（II; n = 1-4）]使用[BPh 4 ] –或[PF6 ] –作为抗衡阴离子。红外光谱结果表明，配体中的氧原子相互作用，阴离子不参与配位，导致UO 8发色团的对称性低。复合物是黑色，淡紫色或绿色。f - d跃迁能量的差异是用肾上腺素作用来解释的。在较短波长下观察到的谱带的能量中也观察到了类似的变化，这些谱带的能量与金属离子到配体的电子转移有关。的光谱NNN ' Ñ '-tetramethyldiamide和对应NNN ' Ñ' -四乙基二酰胺络合物没有显着差
• PRODUCT CONTAINING DIAMIDES, METHOD FOR MAKING SAME AND USES THEREOF
  申请人：Guglieri Massimo

  公开号：US20120029092A1

  公开（公告）日：2012-02-02

  The product comprises at least two diamide compounds selected from the diamide compounds of following formulae (Ia), (Ib), and (Ic): R 2 R 3 NOC-A a -CONR 4 R 5 (Ia) R 2 R 3 NOC-A b -CONR 4 R 5 (Ib) R 2 R 3 NOC-A c -CONR 4 R 5 (Ic) wherein: R 2 , R 3 , R 4 , and R 5 , either identical or different, are groups selected from saturated or unsaturated, linear or branched, optionally cyclic, optionally aromatic, optionally substituted, hydrocarbon groups comprising an average number of carbon atoms ranging from 1 to 36, R 2 and R 3 on the one hand and R 4 and R 5 on the other hand may optionally form together a ring, optionally substituted and/or optionally comprising a heteroatom, and A a , A b , and A c are linear divalent alkyl groups, each comprising a different number of carbon atoms.

  该产品包括至少两种从以下式(Ia)、(Ib)和(Ic)所示的二酰胺化合物中选择的二酰胺化合物：R2R3NOC-Aa-CONR4R5(Ia)R2R3NOC-Ab-CONR4R5(Ib)R2R3NOC-Ac-CONR4R5(Ic)其中：R2、R3、R4和R5，可以相同也可以不同，是从饱和或不饱和、线性或支链、可选环状、可选芳香、可选取代的烃基中选择的基团，其平均碳原子数范围为1到36，R2和R3一方面以及R4和R5另一方面可以选择性地形成一个环，可选取代和/或可包含杂原子，而Aa、Ab和Ac是线性双价烷基基团，每个基团包含不同数量的碳原子。
• Synthesis of phenols by the intramolecular condensation of β, β' ,δ ,δ'-tetraoxoalkanedioates a novel BF3 -promoted claisen condensation of
  作者：Masahiko Yamaguchi、Keisuke Shibato、Hisataka Nakashima、Toru Minami

  DOI：10.1016/s0040-4020(01)86179-2

  日期：1988.1

  The aromatization process of β, β', δ , δ'-tetraoxoalkanedioates, which were synthesized by the BF3-promoted Claisen condensation, was examined.

  考察了由BF 3促进的克莱森缩合反应合成的β，β'，δ，δ'-四氧代链烷二酸酯的芳构化过程。