1,2,3,4-tetrahydronaphthalene-1,4-diacetate | 79909-37-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1,2,3,4-tetrahydronaphthalene-1,4-diacetate
• 英文别名: 1,4-diacetyloxytetralin；1,4-diacetoxy-1,2,3,4-tetrahydronaphthalene；(4-Acetyloxy-1,2,3,4-tetrahydronaphthalen-1-yl) acetate；(4-acetyloxy-1,2,3,4-tetrahydronaphthalen-1-yl) acetate
• CAS: 79909-37-8
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: VUXLLLOLSITCEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  1,2,3,4-tetrahydronaphthalene-1,4-diacetate 80.0~180.0 ℃ 、5.33 kPa 条件下， 以99.8%的产率得到萘
  参考文献：
  名称：

  [EN] LEAVING SUBSTITUENT-CONTAINING COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL, ORGANIC SEMICONDUCTOR FILM CONTAINING THE MATERIAL, ORGANIC ELECTRONIC DEVICE CONTAINING THE FILM, METHOD FOR PRODUCING FILM-LIKE PRODUCT, PI-ELECTRON CONJUGATED COMPOUND AND ME
  [FR] COMPOSITION CONTENANT UN SUBSTITUANT PARTANT, MATÉRIAU SEMI-CONDUCTEUR ORGANIQUE, FILM SEMI-CONDUCTEUR ORGANIQUE CONTENANT CE MATÉRIAU, DISPOSITIF ÉLECTRONIQUE ORGANIQUE CONTENANT CE FILM, PROCÉDÉ DE PRODUCTION DE PRODUIT EN FORME DE FILM, COMPOSÉ À

  摘要：

  一种含有离去基团的化合物，包括由以下通用式（I）表示的部分结构：其中一对X1和X2或一对Y1和Y2分别代表氢原子；另一对分别代表从卤素原子和具有一个或多个碳原子的取代或未取代的酰氧基团组成的群中选择的基团；由X1和X2或Y1和Y2组成的酰氧基团对可以相同或不同，或者可以结合在一起形成环；R1至R4分别代表氢原子或取代基；Q1和Q2分别代表氢原子、卤素原子或一价有机基团，并且可以结合在一起形成环。

  公开号：

  WO2011030918A1
• 作为产物：
  描述：

  1,2,3,4-四氢萘 、 碘苯二乙酸 在 4-硝基苯磺酰胺 、 碘 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以63%的产率得到1,2,3,4-tetrahydronaphthalene-1,4-diacetate
  参考文献：
  名称：

  在催化量的TsNH 2和I 2存在下用PhI（OAc）2烷基苯的苯乙酰乙酰氧基化

  摘要：

  在催化量的对甲苯磺酰胺或对硝基苯磺酰胺的存在下，用（二乙酰氧基碘）苯处理烷基苯，在60°C下于1,2-二氯乙烷中用分子碘制得相应的（α-乙酰氧基）烷基苯。本反应是将乙酰氧基引入烷基苯的苄基位置的简单方法。

  DOI：

  10.1016/j.tetlet.2011.06.036

文献信息

• Yalpani, Mohamed; Lunow, Thomas; Koester, Roland, Chemische Berichte, 1989, vol. 122, p. 687 - 694
  作者：Yalpani, Mohamed、Lunow, Thomas、Koester, Roland

  DOI：——

  日期：——
• Asymmetric Acylation of <i>s</i><i>ec</i>-Alcohols with Twisted Amides Possessing Axial Chirality Induced by the Adjacent Asymmetric Center
  作者：Shinji Yamada、Hiroko Katsumata

  DOI：10.1021/jo990892p

  日期：1999.12.1

  This paper reports that axially chiral twisted amides serve as asymmetric acylating agents for sec-alcohols under neutral conditions. Kinetic resolution of various racemic sec-alcohols and desymmetrization of 1,2-, 1,3-, and 1,4-meso-diols were performed by using the twisted amides. The utility of this desymmetrization method was shown by the preparation of the synthetic intermediate 28 for macrolide antibiotic nodusmicin and 18-deoxynargenicin. The stereoselectivity of the acylation reactions is significantly dependent on the bulkiness of both the acyl group and the C-4 substituent of the chiral auxiliary. When an amide possessing an imidazolyl group at C-4 was employed, the stereoselectivity was reversed to give R esters. A possible working model of the acylation reaction is also described on the basis of the structural studies of the twisted amides by IR and H-1 and C-13 NMR spectroscopies and AM1 calculations. These studies suggested that rotamer II is thermodynamically more stable than the others. The rotamer II has an axial chirality about its C(O)-N linkage that is induced by the adjacent chiral center. This would enable discrimination of the two enantiomeric hydroxy groups of the racemic alcohols or meso-diols.
• JPS56118042A
  申请人：——

  公开号：JPS56118042A

  公开（公告）日：1981-09-16
• LEAVING SUBSTITUENT-CONTAINING COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL, ORGANIC SEMICONDUCTOR FILM CONTAINING THE MATERIAL, ORGANIC ELECTRONIC DEVICE CONTAINING THE FILM, METHOD FOR PRODUCING FILM-LIKE PRODUCT, PI-ELECTRON CONJUGATED COMPOUND AND METHOD FOR PRODUCING THE PI-ELECTRON CONJUGATED COMPOUND
  申请人：Goto Daisuke

  公开号：US20120153271A1

  公开（公告）日：2012-06-21

  A leaving substituent-containing compound including a partial structure represented by the following General Formula (I): where a pair of X 1 and X 2 or a pair of Y 1 and Y 2 each represent a hydrogen atom; the other pair each represent a group selected from the group consisting of a halogen atom and a substituted or unsubstituted acyloxy group having one or more carbon atoms; a pair of the acyloxy groups represented by the pair of X 1 and X 2 or the pair of Y 1 and Y 2 may be identical or different, or may be bonded together to form a ring; R 1 to R 4 each represent a hydrogen atom or a substituent; and Q 1 and Q 2 each represent a hydrogen atom, a halogen atom or a monovalent organic group, and may be bonded together to form a ring.
• US8680296B2
  申请人：——

  公开号：US8680296B2

  公开（公告）日：2014-03-25