(E)-1,4-dibenzoyloxy-2-butene | 1576-92-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-1,4-dibenzoyloxy-2-butene
• 英文别名: 1,4-dibenzoyloxy-butene-(2t)；1,4-Dibenzoyloxy-buten-(2t)；1,4-dibenzoyloxy-2-butene；[(E)-4-benzoyloxybut-2-enyl] benzoate
• CAS: 1576-92-7
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: NHXWRJSADJMRDM-BQYQJAHWSA-N

物化性质

• 熔点：
  98.5-100 °C
• 沸点：
  435.8±33.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1,4-dibenzoyloxy-2-butene 生成 二(苯甲酸)四亚甲基酯
  参考文献：
  名称：

  赤藓基-2-氨基-1，3，4-三羟基丁烷的立体定向合成

  摘要：

  左旋赤型-2-氨基-1,3,4-三羟基丁烷按以下立体定向方式合成：由反式-1,4-二苄氧基-2-丁烯（II）制备的反式环氧化物III通过氨解反应制得dl-赤型-2-氨基-1,3,4-三羟基丁烷-1,4-二苄基醚（IV），其已被L-谷氨酸裂解。通过氢解反应形成的去氧-2-氨基-1,3,4-三羟基丁烷与通过消耗臭氧并随后还原而从三乙酰基鞘氨醇获得的制备物相同。

  DOI：

  10.1002/hlca.19600430144
• 作为产物：
  描述：

  1,4-bis-benzoyloxy-but-2-yne 以68%的产率得到
  参考文献：
  名称：

  MOZOLIS V. V.; KUODIS Z. P.; JOKUBAJTITE S. P., LIET. TSR MOKSLU, AKAD., DARBAI,

  摘要：

  DOI：

文献信息

• Electrophilic chloro(ω-alkoxy)lation of alkenes employing 1-chloro-1,2-benziodoxol-3-one: facile synthesis of β-chloroethers
  作者：Yimin Jia、Long Chen、Huaibin Zhang、Ying Zheng、Zhong-Xing Jiang、Zhigang Yang

  DOI：10.1039/c8ob01634h

  日期：——

  reaction for electrophilic chloro(ω-alkoxy)lation of alkenes has been described. The stable chloro-iodine(III) reagent and SOCl2 were used as electrophilic and nucleophilic chlorine sources, respectively. This approach provides a straightforward way to synthesize various useful β-chloro ω-chloroalkyl ethers from a wide range of alkenes, including electron-deficient, aromatic and unactivated alkenes. The synthetic

  已经描述了用于烯烃的亲电氯（ω-烷氧基）化的四组分反应。稳定的氯碘（III）试剂和SOCl 2分别用作亲电子和亲核氯源。这种方法提供了一种直接的方法，可以从多种烯烃（包括缺电子的，芳族的和未活化的烯烃）中合成各种有用的β-氯ω-氯烷基醚。在一些有用的转换中也探索了这种方法的综合应用。
• Photodecarbonylation of chiral cyclobutanones
  作者：Jailall Ramnauth、Edward Lee-Ruff

  DOI：10.1139/v97-060

  日期：1997.5.1

  Triplet photosensitized irradiation of 2(S),3(R)-bis[(benzoyloxy)methyl]cyclobutanone gave optically pure (−)E-1(S),2(S)-bis(benzoyloxymethyl)cyclopropane as a major product in the nonpolar fraction along with its stereoisomer and cycloelimination products. The absolute stereochemistry of the chiral cyclopropane was established by independent synthesis and X-ray crystal structure determination of a synthetic precursor. The distribution of decarbonylation and cycloelimination products was inversely dependent on the concentration of the substrate. Irradiation of the same ketone in tetrahydrofuran or benzene gave mostly cycloelimination products. Addition of Michler's ketone increased the ratio of photodecarbonylation, suggesting a triplet state pathway for this process. This was corroborated by the addition of dicyanoethylene, which showed significant quenching of photodecarbonylation. Irradiation of 2(S)-[(benzoyloxy)methyl]cyclobutane in acetone gave the corresponding cyclopropane as the principal product. Keywords: photodecarbonylation, chiral cyclopropanes, cyclobutanones, triplet sensitization.

  三重光敏辐照2(S),3(R)-双[(苯甲酰氧基)甲基]环丁酮，在非极性分馏物中主要生成光学纯的(−)E-1(S),2(S)-双(苯甲酰氧基甲基)环丙烷，同时还有其立体异构体和环消除产物。手性环丙烷的绝对立体化学通过独立合成和合成前体的X射线晶体结构测定来确定。脱羰基化和环消除产物的分布与底物浓度呈反比关系。在四氢呋喃或苯中辐照相同的酮主要生成环消除产物。添加米克勒酮增加了光解脱羰作用的比例，表明了这一过程的三重态途径。通过添加二氰乙烯来证实这一点，显示了光解脱羰作用的显著猝灭。在丙酮中辐照2(S)-[(苯甲酰氧基)甲基]环丁烷产生相应的环丙烷作为主要产物。关键词：光解脱羰作用，手性环丙烷，环丁酮，三重敏化。
• [EN] OLEFIN METATHESIS CATALYSTS<br/>[FR] CATALYSEURS DE MÉTATHÈSE D'OLÉFINES
  申请人：MATERIA INC

  公开号：WO2017100585A1

  公开（公告）日：2017-06-15

  This invention relates generally to metathesis catalysts and the use of such catalysts in the metathesis of olefins and olefin compounds, more particularly, in the use of such catalysts in Z and E selective olefin metathesis reactions. The invention has utility in the fields of organometallics and organic synthesis.

  这项发明通常涉及重整催化剂以及在烯烃和烯烃化合物的重整中使用此类催化剂，更具体地，在Z和E选择性烯烃重整反应中使用此类催化剂。该发明在有机金属化合物和有机合成领域具有实用性。
• Lipase-catalyzed monoprotection of 1,4-diols in an organic solvent using vinyl benzoate as acyl transfer agent
  作者：Pierangela Ciuffreda、Silvana Casati、Enzo Santaniello

  DOI：10.1016/s0040-4039(03)00694-4

  日期：2003.4

  Lipase from Mucor miehei (MML) has been selected as the most suitable enzyme to catalyze the efficient monobenzoylation of 1,4-diols using vinyl benzoate as acyl transfer reagent in tert-butyl methyl ether. The regioselectivity of the monobenzoylation of 2-substituted-1,4-diols has been studied as well.

  来自Mucor miehei（MML）的脂肪酶已被选为最合适的酶，用于催化在叔丁基甲基醚中使用苯甲酸乙烯酯作为酰基转移试剂对1,4-二醇进行有效的单苯甲酰化。还研究了2-取代的1，4-二醇的单苯甲酰基化的区域选择性。
• CATALYSTS FOR (E)-SELECTIVE OLEFIN METATHESIS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20170022231A1

  公开（公告）日：2017-01-26

  This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, and the use of such catalysts in the metathesis of olefins and olefin compounds, more particularly, in the use of such catalysts in (E)-selective olefin metathesis reactions. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and industrial and fine chemicals chemistry.

  本发明涉及烯烃交换催化剂化合物的一般性质，这些化合物的制备以及在烯烃和烯烃化合物的交换中使用此类催化剂，更具体地，在(E)-选择性烯烃交换反应中使用此类催化剂。本发明在催化、有机合成、聚合物化学以及工业和精细化学品化学领域具有实用性。