cis-2,3-bisbenzoyloxybutane | 5320-92-3

• 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: cis-2,3-bisbenzoyloxybutane
• 英文别名: meso-2,3-dibenzoyloxy-butane；meso-2,3-Dibenzoyloxy-butan；[(2S,3R)-3-benzoyloxybutan-2-yl] benzoate
• CAS: 5320-92-3
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: ISWJTHCRPQHMNB-OKILXGFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R,3S)-2,3-butanediol 、 苯甲酰氯 在 N,N-二甲基苯胺 作用下， 生成 cis-2,3-bisbenzoyloxybutane
  参考文献：
  名称：

  Wilson; Lucas, Journal of the American Chemical Society, 1936, vol. 58, p. 2399

  摘要：

  DOI：

文献信息

• NOVEL PHOTOACID GENERATOR, RESIST COMPOSITION, AND PATTERNING PROCESS
  申请人：Ohsawa Youichi

  公开号：US20090246694A1

  公开（公告）日：2009-10-01

  Photoacid generators generate sulfonic acids of formula ( 1 a) upon exposure to high-energy radiation. ROC(═O)R 1 —COOCH 2 CF 2 SO 3 − H + (1a) RO is OH or C 1 -C 20 organoxy, R 1 is a divalent C 1 -C 20 aliphatic group or forms a cyclic structure with RO. The photoacid generators are compatible with resins and can control acid diffusion and are thus suited for use in chemically amplified resist compositions.

  光酸发生剂在高能辐射作用下生成式（1a）的磺酸。 ROC(═O)R1—COOCH2CF2SO3−H+(1a) RO为OH或C1-C20有机氧基，R1为二价的C1-C20脂肪族基团或与RO形成环状结构。这些光酸发生剂与树脂相容，可以控制酸的扩散，因此适用于化学增感抗蚀组合物的使用。
• Novel photoacid generators, resist compositions, and patterning process
  申请人：Ohsawa Youichi

  公开号：US20080085469A1

  公开（公告）日：2008-04-10

  Photoacid generators generate sulfonic acids of formula (1a) upon exposure to high-energy radiation. RC(═O)R 1 —COOCH(CF 3 )CF 2 SO 3 − H + (1a) R is hydroxyl, alkyl, aryl, hetero-aryl, alkoxy, aryloxy or hetero-aryloxy, R 1 is a divalent organic group which may have a heteroatom (O, N or S) containing substituent, or R 1 may form a cyclic structure with R. The photoacid generators are compatible with resins and can control acid diffusion and are thus suited for use in chemically amplified resist compositions.

  光酸发生剂在高能辐射作用下生成式（1a）的磺酸。RC(═O)R1—COOCH(CF3)CF2SO3−H+(1a)中，R为羟基、烷基、芳基、杂芳基、烷氧基、芳氧基或杂芳氧基，R1为可能含有杂原子（O、N或S）取代基的二价有机基团，或R1可与R形成环状结构。这些光酸发生剂与树脂相容，可以控制酸的扩散，因此适用于化学增感抗蚀组合物中的使用。
• Truncated Cinchona alkaloids as catalysts in enantioselective monobenzoylation of meso-1,2-diols
  作者：E. Peter Kündig、Alvaro Enriquez Garcia、Thierry Lomberget、Pablo Perez Garcia、Patrick Romanens

  DOI：10.1039/b808268e

  日期：——

  Readily synthesised quincorine and quincoridine derived chiral diamines efficiently catalyse the asymmetric monobenzoylation of cyclic and acyclic meso-1,2-diols.

  容易合成的喹啉和喹吖啶衍生手性二胺可高效催化环状和非环状介-1,2-二醇的不对称单苯甲酰化反应。
• Asymmetric acylation of meso-diols with benzoyl halide in the presence of a chiral diamine
  作者：Takeshi Oriyama、Keisuke Imai、Takeshi Hosoya、Tomohumi Sano

  DOI：10.1016/s0040-4039(97)10558-5

  日期：1998.1

  Nonenzymatic desymmetrization of cis-1,2-cyclohexanediol by the asymmetric acylation with achiral benzoyl chloride in the presence of a chiral diamine derived from (S)-proline took place to give monobenzoate in high optical yield. (C) 1997 Elsevier Science Ltd. All rights reserved.
• Reduction of Diesters of 1,2-Diols. Regioselective C−O Bond Cleavage of the Anionic Forms
  作者：Norma A. Macías-Ruvalcaba、Cheryl L. Moy、Zi-Rong Zheng、Dennis H. Evans

  DOI：10.1021/jo060535w

  日期：2006.6.1

  [GRAPHICS]The electrochemical reduction of benzoate diesters of glycols has been studied in acetonitrile and N, N-dimethylformamide as solvents. The reductions occur in two closely spaced one-electron steps, and it was found that the dianion diradicals decompose by one of two routes, depending on the substituents on the ethylene moiety: cleavage of two benzoates to produce alkene or formation of benzil by way of a postulated cyclic intermediate to produce also the dianion of the diol. These correspond to cleavage of the R-OC( O) Ar bonds and the RO-C( O) Ar bonds, respectively. When the radical formed by the former cleavage is a primary or secondary radical, the reaction is too slow to compete with the latter reaction that produces benzil. However, when that radical is either tertiary or benzylic, the former cleavage reaction is fast and no benzil is detected. The dianions of p-cyano-and p-nitrobenzoate esters are rather stable on the voltammetric time scale. However, the addition of lithium ions results in detectable formation of 4,4'-dicyanobenzil from four different p-cyanobenzoate diesters.