3,3-dimethyl-2,4-dioxabicyclo-<4.3.0>nona-6,8-diene | 80409-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-dimethyl-2,4-dioxabicyclo-<4.3.0>nona-6,8-diene
• 英文别名: 2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole；2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole；cyclohexadiene acetonide；2,2-dimethyl-3a,7a-dihydrobenzo[1,3]dioxol；3a,7a-dihydro-2,2-dimethyl-1,3-Benzodioxole
• CAS: 80409-75-2
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: XLRDXQUMUWLWAY-UHFFFAOYSA-N

物化性质

• 沸点：
  70 °C(Press: 5 Torr)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  3,3-dimethyl-2,4-dioxabicyclo-<4.3.0>nona-6,8-diene 在 三乙基氧膦 、 tetraphenylporphyrine 、 氧气 作用下， 以 四氯化碳 、 氯仿 为溶剂， 反应 5.0h， 生成 [3aR-(3aα,5aβ,6aβ,6bα)]-3a,5a,6a,6b-四氢-2,2-二甲基环氧乙烯并[e]-1,3-苯并间二氧杂环戊烯
  参考文献：
  名称：

  Stereospecific Synthesis of Conduramine-F₄and Conduritol-F(Leucanthemitol)

  摘要：

  Stereospecific synthesis of Conduramine-F4 and Conduritol-F has been achieved by fully stereospecific cyloaddition of singlet oxygen to cyclohexadiene ketal 1 followed by reductive extrusion of one oxygen atom. The obtained monoepoxide 3 has been smoothly opened to conduritol-F4 and conduramine-F4 6 by water and ammonia, respectively.

  DOI：

  10.1080/00397919408010222
• 作为产物：
  描述：

  1,4-环己二烯 在 N-甲基吗啉 、 四氧化锇 、 水 、 溴 、 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 正己烷 、 丙酮 、 甲苯 为溶剂， 反应 37.0h， 生成 3,3-dimethyl-2,4-dioxabicyclo-<4.3.0>nona-6,8-diene
  参考文献：
  名称：

  Compound and method of producing organic semiconductor device

  摘要：

  提供了一种生产有机半导体器件的方法，其中可以在低温区域形成具有优异结晶性和取向性的有机半导体层，并且可以在空气中生产该器件。该方法包括在基体上形成由有机半导体前体组成的层，并用光辐照有机半导体前体，其中有机半导体前体是具有下述一般式（1）或（2）所代表结构中至少一种的卟啉化合物或氮杂卟啉化合物：

  公开号：

  US07928221B2

文献信息

• NOVEL COMPOUND AND METHOD OF PRODUCING ORGANIC SEMICONDUCTOR DEVICE
  申请人：Masumoto Akane

  公开号：US20080171403A1

  公开（公告）日：2008-07-17

  A method of producing an organic semiconductor device is provided in which a layer composed of an organic semiconductor having excellent crystallinity and orientation in a low-temperature region can be formed, and the device can be produced in the air. The method includes forming a layer composed of an organic semiconductor precursor on a base body and irradiating the organic semiconductor precursor with light, wherein the organic semiconductor precursor is a porphyrin compound or an azaporphyrin compound having in its molecule at least one of the structure represented by the following general formula (1) or (2):

  提供一种生产有机半导体器件的方法，其中可以在低温区域形成具有优异结晶性和取向性的有机半导体层，并且可以在空气中生产该器件。该方法包括在基体上形成由有机半导体前体组成的层，并用光辐照有机半导体前体，其中有机半导体前体是具有下述一般式（1）或（2）所代表的结构之一的卟啉化合物或氮杂卟啉化合物：
• Catalytic Enantioselective Desymmetrization of Norbornenoquinones via C(sp²)–H Alkylation
  作者：Rahul Sarkar、Santanu Mukherjee

  DOI：10.1021/acs.orglett.6b03168

  日期：2016.12.2

  The enantioselective Diels–Alder (DA) reaction with monosubstituted p-benzoquinones is an unmet challenge. A new approach for the enantioselective synthesis of monosubstituted quinone-DA adducts is presented based on C(sp2)–H alkylative desymmetrization of meso-DA adducts. Catalyzed by a tertiary amino-thiourea derivative, this reaction utilizes nitroalkanes as the alkylating agents and generates densely

  与单取代对苯醌的对映选择性Diels–Alder（DA）反应是一个尚未解决的挑战。基于内消旋-DA加合物的C（sp 2）-H烷基化脱对称，提出了一种单取代的醌-DA加合物的对映选择性合成的新方法。在叔氨基-硫脲衍生物的催化下，该反应利用硝基烷烃作为烷基化剂，并产生稠密的官能化产物，该产物带有至少四个连续的立体异构中心，远离反应部位，具有出色的对映选择性。
• Synthesis of Bicyclo[2.2.2]octane-2,3,5,6,7,8 hexols (Bishomoinositols) as Glycosidase Inhibitors
  作者：Arif Baran、Aslihan Günel、Metin Balci

  DOI：10.1021/jo800553u

  日期：2008.6.1

  the construction of the bicyclo[2.2.2]octane skeleton, 2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole was reacted with vinylene carbonate to give two isomeric cycloadditon products having the bicyclo[2.2.2]octane skeleton. Hydrolysis of the ketal ring and the opening of the carbonate functionality, followed by hydroxylation of the remaining double bond resulted in the formation of a symmetrical hexol.

  为了构建双环[2.2.2]辛烷骨架，使2，2-二甲基-3a，7a-二氢-1，3-苯并二恶唑与碳酸亚乙烯酯反应，得到两个具有双环[2.2.2]的异构环己二酮产物。辛烷骨架。缩酮环的水解和碳酸盐官能团的打开，然后剩余的双键的羟基化导致形成对称的己醇。环加成产物中双键的环氧化和随后的开环反应产生了另外两个己醇衍生物。合成的分子之一显示出对α-糖苷酶的酶特异性抑制。
• Advances in Siloxane-Based Coupling Reactions: Application of Palladium-Mediated Allyl-Aryl Coupling to the Synthesis of Pancratistatin Derivatives. The Formal Total Synthesis of (±)-7-Deoxypancratistatin
  作者：Philip DeShong、Krupa H. Shukla

  DOI：10.3987/com-12-s(n)35

  日期：——

  Palladium-mediated coupling of an allylic carbonate and an aryl siloxane has been applied to the formal total synthesis of 7-deoxypancratistatin and pancratistatin analogues. The key coupling reaction involved the use of a novel palladium olefin complex resulting in regio- and stereoselective arylation yielding a tetracyclic A-C ring intermediate. The observed regioselectivity of the coupling reaction was consistent with a model in which an unsymmetrical pi-allyl palladium complex was formed. Coupling of a variety of substituted phenyl siloxane derivatives was achieved using the new Pd(0) system to provide access to novel pancratistatin derivatives.
• Cotterill, Ian C.; Cox, Philip B.; Drake, Alex F., Journal of the Chemical Society. Perkin transactions I, 1991, # 12, p. 3071 - 3076
  作者：Cotterill, Ian C.、Cox, Philip B.、Drake, Alex F.、Grand, Darren M. Le、Hutchinson, Edward J.、et al.

  DOI：——

  日期：——