4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-but-1-yne | 133185-77-0

• 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: 4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-but-1-yne
• 英文别名: 1-(3-Butynyl)-3,6-dimethoxy-2,4,5-trimethylbenzene；1-but-3-ynyl-2,5-dimethoxy-3,4,6-trimethylbenzene
• CAS: 133185-77-0
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: XDKQKLVVGABLKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-but-1-yne 在 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 乙二醇二甲醚 为溶剂， 以52%的产率得到1,8-bis(2,5-dimethoxy-3,4,6-trimethylphenyl)-octa-3,5-diyne
  参考文献：
  名称：

  Synthesis, X-Ray Structure Analysis and Topochemical Photopolymerization of 2,5-Dimethoxyphenyl- and Quinone-substituted Octa-3,5-diynes

  摘要：

  The octa-3,5-diynes 3a-g have been synthesized. Subsequent oxidation of 3a-g gave the 1,8-quinone-substituted octa-3,5-diynes 4a-g. The molecular structures of the diynes alpha-3b, beta-3b, 3c, 3e, 3f and 4f have been determined by X-ray diffraction. UV-irradiation of diyne 3e afforded in a single crystal-to-single crystal transformation the highly-ordered polymer 5 under topochemical control. The transformation of 3c into polymer 5 was observed by X-ray diffraction analysis. Irradiation of 4d yielded the first quinone-substituted intensive-blue poly(but-1-en-3-ynylene) 5, which turned red after work up. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00500-7
• 作为产物：
  描述：

  allenylmagnesium bromide 、 1-(溴甲基)-2,5-二甲氧基-3,4,6-三甲基苯 以 乙醚 为溶剂， 反应 24.0h， 以49%的产率得到4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-but-1-yne
  参考文献：
  名称：

  Synthesis, X-Ray Structure Analysis and Topochemical Photopolymerization of 2,5-Dimethoxyphenyl- and Quinone-substituted Octa-3,5-diynes

  摘要：

  The octa-3,5-diynes 3a-g have been synthesized. Subsequent oxidation of 3a-g gave the 1,8-quinone-substituted octa-3,5-diynes 4a-g. The molecular structures of the diynes alpha-3b, beta-3b, 3c, 3e, 3f and 4f have been determined by X-ray diffraction. UV-irradiation of diyne 3e afforded in a single crystal-to-single crystal transformation the highly-ordered polymer 5 under topochemical control. The transformation of 3c into polymer 5 was observed by X-ray diffraction analysis. Irradiation of 4d yielded the first quinone-substituted intensive-blue poly(but-1-en-3-ynylene) 5, which turned red after work up. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00500-7

文献信息

• Tocopherol synthesis: chromane cyclization and catalysis
  申请人：Hoffmann-La Roche Inc.

  公开号：US05110955A1

  公开（公告）日：1992-05-05

  The invention relates to a process for the manufacture of vinylchromanes. This process is concerned with the manufacture of the compounds having the formula ##STR1## wherein R.sup.o is hydrogen or a cleavable protecting group, and comprises cyclizing a compound having the formula ##STR2## wherein R.sup.o is defined above and R.sup.1 is --CH.sub.2 --CH.sub.2 --C(W)(CH.sub.3)--CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 C(CH.sub.3).dbd.CH--CH.sub.2 --W where W is a leaving group, by means of a chiral transition metal-diphosphine complex. The compounds of formula I are useful intermediates, e.g. in the manufacture of (R,R,R)-.alpha.-tocopherol.

  本发明涉及一种制备乙烯基环己烷的方法。该方法涉及制备具有公式##STR1##其中R.sup.o是氢或可裂解保护基的化合物，并通过手性过渡金属二膦配合物环化具有公式##STR2##其中R.sup.o如上所述，R.sup.1是--CH.sub.2 --CH.sub.2 --C(W)(CH.sub.3)--CH.dbd.CH.sub.2或--CH.sub.2 --CH.sub.2 C(CH.sub.3).dbd.CH--CH.sub.2 --W，其中W是离去基团。公式I的化合物是有用的中间体，例如在(R,R,R)-.alpha.-生育酚的制造中。
• Verfahren zur Herstellung von Vinylverbindungen
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0392389A2

  公开（公告）日：1990-10-17

  Die Erfindung betrifft ein Verfahren zur Herstellung von Vinylchromanen. Dieses Verfahren beinhaltet die Herstellung der Verbindungen der Formel worin R° Wasserstoff oder eine abspaltbare Schutzgruppe ist, und ist dadurch gekennzeichnet, dass man eine Verbindung der Formel worin R° obige Bedeutung besitzt und R¹ den Rest -CH₂-CH₂-C(W)(CH₃)-CH=CH₂ oder CH₂CH₂-C(CH₃)=CH-CH₂-W darstellt, worin W eine Abgangsgruppe ist, mittels eines chiralen Uebergangsmetall-diphosphinkomplexes cyclisiert. Die Verbindungen I sind wertvolle Zwischenprodukte, beispielsweise geeignet zur Herstellung von (R,R,R)-α-Tocopherol.

  本发明涉及一种制备乙烯基色烷的工艺。该工艺包括制备式如下的化合物 其中 R°为氢或可裂解保护基团、 其特征在于，式中的化合物 其中 R°具有上述含义，R¹代表基-CH₂-CH₂-C(W)(CH₃)-CH=CH₂或 CH₂CH₂-C(CH₃)=CH-CH₂-W，其中 W 为离去基团、 通过手性过渡金属-二膦配合物进行环化。 化合物 I 是有价值的中间体，例如适用于生产 (R,R,R)-α-生育酚。
• US5110955A
  申请人：——

  公开号：US5110955A

  公开（公告）日：1992-05-05
• Synthesis, X-Ray Structure Analysis and Topochemical Photopolymerization of 2,5-Dimethoxyphenyl- and Quinone-substituted Octa-3,5-diynes
  作者：Hermann Irngartinger、Markus Skipinski

  DOI：10.1016/s0040-4020(00)00500-7

  日期：2000.9

  The octa-3,5-diynes 3a-g have been synthesized. Subsequent oxidation of 3a-g gave the 1,8-quinone-substituted octa-3,5-diynes 4a-g. The molecular structures of the diynes alpha-3b, beta-3b, 3c, 3e, 3f and 4f have been determined by X-ray diffraction. UV-irradiation of diyne 3e afforded in a single crystal-to-single crystal transformation the highly-ordered polymer 5 under topochemical control. The transformation of 3c into polymer 5 was observed by X-ray diffraction analysis. Irradiation of 4d yielded the first quinone-substituted intensive-blue poly(but-1-en-3-ynylene) 5, which turned red after work up. (C) 2000 Elsevier Science Ltd. All rights reserved.