3,3-二甲基戊-4-炔醛 | 35849-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,3-二甲基戊-4-炔醛
• 英文名称: 3,3-dimethylpent-4-ynal
• 英文别名: 4-Pentynal, 3,3-dimethyl-
• CAS: 35849-64-0
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: CWORKEUBPFOPPV-UHFFFAOYSA-N

物化性质

• 沸点：
  75-80 °C(Press: 140 Torr)
• 密度：
  0.879±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-二甲基戊-4-炔醛 在 咪唑 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 22.0h， 生成 6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-8-trimethylsilanyl-octa-2,7-diyn-1-ol
  参考文献：
  名称：

  Rank, Elisabeth; Brueckner, Reinhard, European Journal of Organic Chemistry, 1998, # 6, p. 1045 - 1053

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-3-甲基-1-丁炔 在 lithium aluminium tetrahydride 、 草酰氯 、 水 、 sodium 、 二甲基亚砜 、 三乙胺 、 sodium chloride 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 35.0h， 生成 3,3-二甲基戊-4-炔醛
  参考文献：
  名称：

  Rank, Elisabeth; Brueckner, Reinhard, European Journal of Organic Chemistry, 1998, # 6, p. 1045 - 1053

  摘要：

  DOI：

文献信息

• Rhodium‐Catalyzed Intramolecular [5+2] Cycloaddition of Inverted 3‐Acyloxy‐1,4‐enyne and Alkyne: Experimental and Theoretical Studies
  作者：Xiaoxun Li、Wangze Song、Xiaona Ke、Xiufang Xu、Peng Liu、K. N. Houk、Xian‐liang Zhao、Weiping Tang

  DOI：10.1002/chem.201601195

  日期：2016.5.17

  By switching the position of the alkene and alkyne, a new type of 3‐acyloxy‐1,4‐enyne (ACE) five‐carbon building block was developed for Rh‐catalyzed intramolecular [5+2] cycloaddition. An electron‐withdrawing acyl group on the alkyne termini of the ACE was essential for a regioselective 1,2‐acyloxy migration. This new method provided bicyclic [5.3.0]decatrienes that are different from previous methods

  通过切换烯烃和炔烃的位置，开发了一种新型的3酰氧基-1,4-炔烃（ACE）五碳结构单元，用于Rh催化的分子内[5 + 2]环加成反应。ACE炔烃末端的吸电子酰基对于区域选择性的1,2-酰氧基迁移至关重要。由于烯烃和酰氧基的位置，该新方法提供了与先前方法不同的双环[5.3.0]十碳杂环丁烯。对于这种新的[5 + 2]环加成反应，多种机理途径成为可能，并且已通过计算研究对其进行了研究。
• [EN] 4-(4-PYRIDINYL)-BENZAMIDES AND THEIR USE AS ROCK ACTIVITY MODULATORS<br/>[FR] COMPOSÉS 4-(4-PYRIMIDYL)-BENZAMIDES ET UTILISATION DE CEUX-CI COMME MODULATEURS DE L'ACTIVITÉ DE KINASES RHO (ROCK)
  申请人：ABBOTT GMBH & CO KG

  公开号：WO2009027392A1

  公开（公告）日：2009-03-05

  The present invention relates to novel 4-(4-pyridyl)-benzamides of the formula (I). The compounds I possess valuable therapeutic properties and are suitable, in particular, for treating diseases that respond to modulation of Rho kinases (ROCKs). R1 and R2 are, independently of each other, hydrogen, hydroxy, cyano, C1-C8-alkyl, C1- C8-haloalkyl, C1-C8-alkoxy or C1-C8-haloalkoxy; R3, R4, R5 and R6 are, independently of each other, hydrogen, hydroxy, halogen, cyano, C1-C8-alkyl, C1-C8-haloalkyl, C1-C8-alkoxy, C1-C8-haloalkoxy, amino, C1-C8-alkylamino or di-(C1-C8-alkyl)-amino; R7 is hydrogen, C1-C8-alkyl, C1-C8-haloalkyl, aryl or aryl-C1-C8-alkyl; R8 is a group of the formula -X-W, where X is a single bond, C1-C4-alkylene or C1-C4-alkylene-O-, where the alkylene group in the three last-mentioned radicals may be linear or branched and may be partly or fully halogenated and/or may be substituted by a hydroxyl group and/or may be interrupted by an oxygen atom; and W is a cyclic radical selected from phenyl and a 5- or 6-membered saturated, partly unsaturated or aromatic heterocyclic ring which contains as ring members 1, 2 or 3 heteroatoms selected from O, S and N and optionally 1 or 2 carbonyl groups; R9 is a group of the formula -Y-Z, where Z is hydrogen, halogen, OR11, NR12R13, S(O)m-R14, phenyl which may carry 1, 2, 3 or 4 substituents R15 or a 5- or 6-membered saturated, partly unsaturated or aromatic heterocyclic ring; and Y is linear or branched C1C4-alkylene which may be partly or fully halogenated and/or may be substituted by a hydroxyl group and/or a phenyl ring; or, in case Z is phenyl or the 5- or 6-membered heterocyclic ring as defined above, Y can also be a single bond.

  本发明涉及公式（I）的新型4-(4-吡啶基)-苯甲酰胺。化合物I具有有价值的治疗性能，并且特别适用于治疗对Rho激酶（ROCKs）调节产生反应的疾病。R1和R2分别为氢、羟基、氰基、C1-C8-烷基、C1-C8-卤代烷基、C1-C8-烷氧基或C1-C8-卤代烷氧基；R3、R4、R5和R6分别为氢、羟基、卤素、氰基、C1-C8-烷基、C1-C8-卤代烷基、C1-C8-烷氧基、C1-C8-卤代烷氧基、氨基、C1-C8-烷基氨基或二(C1-C8-烷基)-氨基；R7为氢、C1-C8-烷基、C1-C8-卤代烷基、芳基或芳基-C1-C8-烷基；R8为-X-W的基团，其中X为单键、C1-C4-烷基或C1-C4-烷基-O-，在上述最后三个基团中的烷基可以是直链或支链，可以部分或完全卤代，和/或可以被羟基取代，和/或可以被氧原子打断；W为选择自苯基和含有1、2或3个来自O、S和N的杂原子以及可选地包含1或2个羰基的5-或6-成员饱和、部分不饱和或芳香杂环的环基；R9为-Y-Z的基团，其中Z为氢、卤素、OR11、NR12R13、S(O)m-R14、可能携带1、2、3或4个取代基R15的苯基或5-或6-成员饱和、部分不饱和或芳香杂环的环基；Y为线性或支链的C1-C4-烷基，可以部分或完全卤代，和/或可以被羟基取代，和/或可以是苯环；或者，如果Z为苯基或上述定义的5-或6-成员杂环环，Y也可以是单键。
• Total Synthesis of (±)-3-Hydroxy-β-ionone through a Ring-Closing Enyne Metathesis
  作者：Kozo Shishido、Daisuke Kikuchi、Masahiro Yoshida

  DOI：10.1055/s-0031-1290353

  日期：2012.3

  having allelopathic activity, has been accomplished employing an enyne metathesis for the construction of the C1-C8 segment and two-carbon elongation via a nitrile oxide-alkene [3+2] cycloaddition as the key steps. enyne metathesis - total synthesis - ionones - nitrile oxide - cycloaddition

  （±）-3-羟基-β-紫罗兰酮（一种具有化感活性的双去倍半萜烯）的总合成已通过使用烯炔复分解来构建C1-C8链段和通过一氧化氮-烯烃进行二碳延伸而完成[ 3 + 2]作为关键步骤。 烯炔复分解-全合成-紫罗酮-氧化亚氮-环加成
• NOVEL 9,10-BIS(1,3-DITHIOL-2-YLIDENE)-9,10-DIHYDROANTHRACENE POLYMERS AND USE THEREOF
  申请人：HAEUPLER Bernhard

  公开号：US20170179525A1

  公开（公告）日：2017-06-22

  The problem addressed was that of providing novel polymers which are preparable with a low level of complexity, with the possibility of controlled influence on the physicochemical properties thereof within wide limits in the course of synthesis, and which are usable as active media in electrical charge storage elements for high storage capacity, long lifetime and stable charging/discharging plateaus. 9,10-Bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene polymers consisting of an oligomeric or polymeric compound of the general formula I have been found.

  所解决的问题是提供可用于高储存容量、长寿命和稳定充放电平台的电荷储存元件的活性介质的新型聚合物，其制备复杂度低，并且在合成过程中可以对其物理化学性质进行广泛控制。已发现由一般式I的寡聚物或聚合物化合物组成的9,10-双(1,3-二硫代-2-亚甲基)-9,10-二氢蒽聚合物。
• Synthesis of macrocyclic terpenoids by intramolecular carbonyl coupling: flexibilene and humulene
  作者：John E. McMurry、James R. Matz、Kenneth L. Kees

  DOI：10.1016/s0040-4020(01)87732-2

  日期：1987.1

  Total syntheses of two macrocyclic sesquiterpene hydrocarbons, humulene (1) and flexibilene (2) are discussed in detail. Both were prepared in high overall yield by titanium-induced cyclization of the appropriate keto aldehyde precursors (4 and 9, respectively), themselves obtained by coupling of the vinylic zirconium reagent 22 with pi-allylpalladiums 26 and 23.

  2大环倍半萜烃类，葎草烯（的全合成1）和flexibilene（2）进行了详细讨论。两者都是通过钛诱导的适当的酮醛前体（分别为4和9）的环化反应而以高总收率制备的，它们本身是通过乙烯基锆试剂22与pi-allpalladiums 26和23偶联而获得的。