(S,S)-N,N'-dimethyl-2,3-diaminobutane | 862110-98-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S,S)-N,N'-dimethyl-2,3-diaminobutane
• 英文别名: (2S,3S)-2-N,3-N-dimethylbutane-2,3-diamine
• CAS: 862110-98-3
• 化学式: C₆H₁₆N₂
• 分子量: 116.206
• InChiKey: ISUMFQHWPMTXHE-WDSKDSINSA-N

物化性质

• 沸点：
  128.3±8.0 °C(Predicted)
• 密度：
  0.796±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dichlorobis(dimethyl sulfoxide)platinum(II) 、 (S,S)-N,N'-dimethyl-2,3-diaminobutane 以 甲醇 为溶剂， 生成 [(S,S)-N,N'-dimethyl-2,3-diaminobutane)PtCl2]
  参考文献：
  名称：

  Ground-State Stability and Rotational Activation Parameters for Individual Rotamers of (R,S,S,R)-(N,N‘-Dimethyl-2,3-diaminobutane)PtG₂ Complexes (G = 9-EtG, 3‘-GMP, and 5‘-GMP)

  摘要：

  Rate constants for guanine rotation about the Pt-N7 bond in (RS,S,R)-Me(2)DABPtG(2) complexes (Me(2)DAB = N,N'-dimethyl-2,3-diaminobutane; G = 9-EtG, 3'-GMP, and 5'-GMP) were evaluated from line-shape analysis of H8 resonances. Three diastereomers, two in head-to-tail (DeltaHT and LambdaHT) and one in head-to-head (HH) conformations, exist in equilibrium in solution. The two guanines are equivalent in DeltaHT and LambdaHT conformers and nonequivalent in the HH form; therefore, four rate constants (k(DeltaHT), k(LambdaHT), k(HHs), and k(HHd); sub-subscripts s and d stand for H8-shielded and -deshielded guanine, respectively) were evaluated. Activation parameters (DeltaHdouble dagger and DeltaSdouble dagger) were evaluated from the rate constant dependence on temperature. High values of DeltaHdouble dagger (78-93 kJ mol(-1)) and DeltaSdouble dagger (51-71 J K-1 mol(-1)) were found for G rotation in the preferred DeltaHT rotamer having the six-membered ring of each guanine more canted toward the cis-G and a favorable dipole-dipole internucleotide interaction. Lower values of DeltaHdouble dagger (64-76 kJ mol(-1)) and very small values of DeltaSdouble dagger (-7-11 J K-1 mol(-1)) were found for G rotation in the less favorable LambdaHT rotamer, indicating that the ground-state entropy of this rotamer is close to that of the activated complex and the ground-state enthalpy closer to that of the activated complex than for the LambdaHT rotamer. For the two guanines in the HH rotamer there is no large difference in activation parameters. In general DeltaHdouble dagger falls in the range 66-84 kJ mol(-1) (rather close to the values for the LambdaHT rotamer) and DeltaSdouble dagger in the range 14-41 J K-1 mol(-1). The equilibrium constant between HT and HH rotamers was also evaluated together with the corresponding thermodynamic parameters (DeltaH and DeltaS). It is found that the low enthalpy is the major stabilizing factor for DeltaHT as compared to HH, while the entropy factor would favor the latter rotamer. In contrast the greater entropy is the stabilizing factor for the LambdaHT rotamer (the second most abundant conformer for 9-EtG and 3'-GMP) over the HH rotamer. In the latter case the enthalpy would favor the HH rotamer. In the case of the 5'-GMP derivative the greater entropy of the LambdaHT rotamer is not such to compensate for the lower enthalpy of the HH rotamer, and the latter remains the second most abundant rotamer. This investigation has allowed for the first time the enthalpic and entropic contributions favoring different rotamers to be distinguished.

  DOI：

  10.1021/ic020506d

文献信息

• X-Ray Structural Characterization of the Bis-Guanine Derivative of a Cisplatin Analogue Having Just One Proton on Each Coordinated Nitrogen and a Head-to-Head Conformation: [Pt{(±)-<i>N</i>,<i>N</i>′-Dimethyl-2,3-diaminobutane}(9-ethyl-guanine)₂]dinitrate
  作者：Francesco P. Intini、Renzo Cini、Gabriella Tamasi、Michael B. Hursthouse、Luigi G. Marzilli、Giovanni Natile

  DOI：10.1021/ic100972s

  日期：2010.9.6

  conventional agreement factors of R1 = 0.0270 and wR2 = 0.0565. The guanine ligands assume the less common head-to-head (HH) orientation, disclosing full details of the intramolecular relationships between cis guanines and between guanine and cis amine. Moreover, an understanding has been gained of the steric factors determining induction of asymmetry (from carbons to adjacent nitrogen atoms) and puckering

  据报道，一种顺铂类似物的双鸟嘌呤衍生物的X射线结构和NMR表征被设计为将协调的鸟嘌呤核苷碱基的Pt-N7旋转速率降低100万倍以上。[Pt （±）-Me 2 dab}（9-EtG）2 ]（NO 3）2（Me 2 dab = N，N'-二甲基-2,3-二氨基丁烷，9-EtG = 9-乙基-鸟嘌呤）络合物在P 2 1 / n中结晶空间群，并且晶体包含复杂分子的外消旋混合物。在120±2 K下收集数据，并解析晶体和分子结构（包含一种无序硝酸盐）并将其精炼为常规的一致因子R1 = 0.0270和wR2 = 0.0565。鸟嘌呤配体采取不太常见的头对头（HH）方向，公开了顺式鸟嘌呤之间以及鸟嘌呤和顺式胺之间的分子内关系的完整细节。此外，对确定不对称感应（从碳到相邻氮原子）和螯合环起皱的空间位阻（R，S，S，R或S的δ或λ）已经有所了解。Me 2 dab配体中的N，C，C，N螯合环原子分别具有（R，
• Kiser, Danita; Intini, Francesco P.; Xu, Yinghai, Inorganic Chemistry, 1994, vol. 33, # 18, p. 4149 - 4158
  作者：Kiser, Danita、Intini, Francesco P.、Xu, Yinghai、Natile, Giovanni、Marzilli, Luigi G.

  DOI：——

  日期：——
• Cyclic Metal Amides and Vapor Deposition Using Them
  申请人：Gordon Roy G.

  公开号：US20120027937A1

  公开（公告）日：2012-02-02

  Novel cyclic amides containing tin or lead are disclosed. These cyclic amides can be used for atomic layer deposition or chemical vapor deposition of tin or lead as well as their oxides, sulfides, selenides, nitrides, phosphides, carbides, silicides or borides or other compounds. Tin(IV) oxide, SnO 2 , films were deposited by reaction of a cyclic tin amide vapor and H 2 O 2 or NO 2 as oxygen sources. The films have high purity, smoothness, transparency, electrical conductivity, density, and uniform thickness even inside very narrow holes or trenches. Deposition temperatures are low enough for thermally sensitive substrates such as plastics. Suitable applications of these films include displays, light-emitting diodes, solar cells and gas sensors. Doping SnO 2 with aluminum was used to reduce its conductivity, making material suitable as the active semiconductor layer in electron multipliers or transparent transistors. Deposition using the same tin precursor and H 2 S deposited tin monosulfide, SnS, a material suitable for solar cells.
• US8796483B2
  申请人：——

  公开号：US8796483B2

  公开（公告）日：2014-08-05