cis-2,3-dicarbethoxy-1,2,3,4-tetrahydronaphthalene | 38373-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: cis-2,3-dicarbethoxy-1,2,3,4-tetrahydronaphthalene
• 英文别名: diethyl (2R,3S)-1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylate
• CAS: 38373-32-9
• 化学式: C₁₆H₂₀O₄
• 分子量: 276.332
• InChiKey: PWNSSDQMHDYABK-OKILXGFUSA-N

物化性质

• 沸点：
  383.5±42.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  5,6-Dimethylene-bicyclo[2.2.0]hex-2-ene 、 马来酸二乙酯 以 四氯化碳 为溶剂， 生成 cis-2,3-dicarbethoxy-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  邻二甲苯的双分子环加成：杜瓦邻二甲苯的环还原

  摘要：

  DOI：

  10.1016/s0040-4039(01)84842-5

文献信息

• AgAsF6 as safe alternative to AgClO4 for generating cationic zirconocene species: Utilities in lewis acid-promoted selective CC bond forming reactions
  作者：Keisuke Suzuki、Takayuki Hasegawa、Takahiro Imai、Hideki Maeta、Shigeru Ohba

  DOI：10.1016/0040-4020(94)01135-m

  日期：1995.4

  synthesis, AgAsF6 proved to be an efficient catalyst that serves as a safe alternative to AgClO4. Scope and limitation is discussed on this new catalyst in the processes including (1) alkyl/alkenyl transfer reaction from organozirconocene chloride to aldehyde, (2) two- and four-carbon homologation of aldehyde, (3) dual synthetic methods of 1,3-dienes from aldehydes/ketones via 1,3-bimetallic species

  为了产生可用于有机合成的阳离子锆茂金属物种，AgAsF 6被证明是一种有效的催化剂，可作为AgClO 4的安全替代品。讨论了这种新型催化剂在工艺上的范围和局限性，这些工艺包括：（1）从有机锆茂氯化物到醛的烷基/烯基转移反应；（2）醛的二碳和四碳同系化；（3）1,3的双重合成方法醛/酮通过1，3-双金属物种生成二烯二烯，以及（4）通过邻喹二甲烷物种生成三组分烷基化环加成。
• Syntheses of polycyclic ring systems based on the new generation of o-quinodimethanes
  作者：Yoshihiko Ito、Masashi Nakatsuka、Takeo Saegusa

  DOI：10.1021/ja00390a036

  日期：1982.12
• Dehalogenation of o-dihalogen substituted arenes and α,α′-dihalogen substituted o-xylenes with lanthanum metal
  作者：Yutaka Nishiyama、Hiroshi Kawabata、Toshiki Nishino、Kouji Hashimoto、Noboru Sonoda

  DOI：10.1016/s0040-4020(03)01027-5

  日期：2003.8

  It was found that lanthanum metal caused the dehalogenation of o-dihalogen substituted arenes and alpha,alpha'-dihalogen substituted o-xylenes to generate the corresponding benzynes and o-quinodimethanes. When o-dihalogen substituted arenes were allowed to react with lanthanum metal in the presence of dienes, the Diels-Alder products between benzyne and dienes were formed in moderate to good yields. Similarly, the Diels-Alder adducts of o-quinodimethane with dienophiles were obtained, in the reaction of alpha,alpha'-dibromo-o-xylenes with lanthanum metal in the presence of dienophiles. (C) 2003 Elsevier Ltd. All rights reserved.
• Metallic nickel-assisted room-temperature generation and Diels-Alder chemistry of o-xylylene intermediates
  作者：Shinichi Inaba、Richard M. Wehmeyer、Matthew W. Forkner、Reuben D. Rieke

  DOI：10.1021/jo00237a022

  日期：1988.1
• An efficient and versatile generation of o-xylylenes by fluoride anion induced 1,4 elimination of o-(.alpha.-trimethylsilylalkyl)benzyltrimethylammonium halides
  作者：Yoshihiko Ito、Masashi Nakatsuka、Takeo Saegusa

  DOI：10.1021/ja00522a081

  日期：1980.1