p-methoxybenzaldehyde neopentyl glycol acetal | 6290-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: p-methoxybenzaldehyde neopentyl glycol acetal
• 英文别名: 2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane；2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane
• CAS: 6290-08-0
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: ODSAXSINAPNDSW-UHFFFAOYSA-N

物化性质

• 沸点：
  311.9±37.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-methoxybenzaldehyde neopentyl glycol acetal 在 乙醇 、 氨 、 sodium 、 草酸 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 生成 4-(5,5-dimethyl-1,3-dioxan-2-yl)cyclohex-3-en-1-one
  参考文献：
  名称：

  Stapleford, K. S. J., Synthetic Communications, 1982, vol. 12, # 8, p. 651 - 656

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 indium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 p-methoxybenzaldehyde neopentyl glycol acetal
  参考文献：
  名称：

  无溶剂条件下三氟甲磺酸铟（III）催化二醇和三醇的反缩醛化反应

  摘要：

  在无溶剂条件下，在催化量的三氟甲磺酸铟（III）（In（OTf）3）和二醇或三醇的存在下，无环缩醛和缩酮进行反缩醛化，从而以优异的产率生成相应的环状缩醛和缩酮。进一步开发了该方法，以涵盖串联缩醛化-缩醛交换方案，该方案在非常温和的反应条件下提供了一种从非反应性酮向环状缩酮的简便且高收率的途径。

  DOI：

  10.1016/j.tet.2012.07.048

文献信息

• POLARIZING PLATE PROTECTIVE FILM, POLARIZING PLATE, AND DISPLAY DEVICE
  申请人：FUJIFILM Corporation

  公开号：US20170226317A1

  公开（公告）日：2017-08-10

  A polarizing plate protective film which prevents deterioration of polarization performance in a high temperature, high humidity environment, and a polarizing plate and display device using the film including a compound represented by the following General Formula (I). (X-L n z General Formula (I) X represents a formyl group, a boronic acid group, or a group represented by the following General Formula (I-B) or a group represented by the following General Formula (I-C), where L represents a single bond or divalent linking group, and n represents an integer equal to or greater than 2. When n is 2, Z represents a single bond or a divalent group, and when n≧3, Z represents an n-valent group. R A and R B represent an alkyl group, a cycloalkyl group, an aryl group, or an acyl group. R A and R B may be bonded to each other to form a ring. * represents a bond to be bonded to L.

  一种偏光板保护膜，可防止在高温高湿环境中偏光性能的恶化，以及使用包括下述一般式（I）所代表的化合物的偏光板和显示装置。 （X-L n z 一般式（I） X代表甲酰基、硼酸基或由下述一般式（I-B）所代表的基团或由下述一般式（I-C）所代表的基团，其中L代表单键或二价连接基团，n代表大于或等于2的整数。当n为2时，Z代表单键或二价基团，当n≧3时，Z代表n价基团。 RA和RB代表烷基、环烷基、芳基或酰基。RA和RB可以相互连接形成环。*代表要连接到L的键。
• Bismuth Compounds in Organic Synthesis: Synthesis of Dioxanes, Dioxepines, and Dioxolanes Catalyzed by Bismuth(III) Triflate
  作者：Ram Mohan、Daniel Podgorski、Scott Krabbe、Long Le、Paul Sierszulski

  DOI：10.1055/s-0030-1258148

  日期：2010.8

  A simple method for the synthesis of 1,3-dioxolanes from carbonyl compounds has been developed using 1,2-bis(tri­methylsilyloxy)ethane in the presence of bismuth(III) triflate as a catalyst. The bismuth(III) triflate catalyzed synthesis of a range of dioxanes and dioxepines has also been developed. In these latter cases, the carbonyl compound is treated with a diol, and triethyl orthoformate is used as a water scavenger. All these methods avoid the use of a Dean-Stark trap.

  开发了一种利用1,2-双(三甲基硅氧)乙烷在三氟甲磺酸铋催化下合成醛酮类化合物生成1,3-二氧戊环的简便方法。还开发了三氟甲磺酸铋催化的合成一系列二氧六环和二氧庚环的方法。在这些后者的反应中，醛酮化合物与二醇反应，并使用三乙氧基甲烷作为水分清除剂。所有这些方法都避免了使用Dean-Stark分水器。
• New Brønsted-Lewis Acidic Quaternary Ammonium Ionic Liquids: Synthesis, Acidity Determination and Acidity-Catalytic Activity Relationship
  作者：Fengping Yi、Jie Gao、Lirong Zhang、Xiaoyan Jiang

  DOI：10.14233/ajchem.2015.17494

  日期：——

  A series of new Brønsted-Lewis acidic ionic liquids,which are operational simplicity, high stability, low cost and applicable for scaling up, have been synthesized and their activity for acetalization was examined. The comprehensive studies on the acidity-catalytic performance relationship of the Brønsted-Lewis acidic ionic liquids were performed. IR spectroscopy results confirmed that the new Brønsted-Lewis acidic ionic liquids possess both Brønsted and Lewis acid sites. The acidities were determined by Hammett method, and further studies on acidity-activity relationship revealed that the acidity played a key role in the acid-catalyzed probe reactions.

  一系列新的布仑斯特-路易斯酸性离子液体被合成并考察了其在缩醛化反应中的活性。这些新的酸性离子液体具有操作简便、稳定性高、成本低廉以及易于放大生产的优点，并且我们对酸性离子液体的酸性和催化性能之间的关系进行了全面研究。红外光谱结果证实了新的布仑斯特-路易斯酸性离子液体同时拥有布仑斯特酸位点和路易斯酸位点。使用Hammett方法确定了这些酸性离子液体的酸度，进一步研究酸性和活性的关系揭示了酸性在酸催化探针反应中扮演着关键角色。
• 3,3,9,9-Tetramethyl-1,5,7,11-tetraoxaspiro[5.5]undecane as a reagent for protection of carbonyl compounds
  作者：Mohammad Rahimizadeh、Mehdi Bakavoli、Ali Shiri、Hossein Eshghi、Sattar Saberi

  DOI：10.3184/030823408x382126

  日期：2008.12

  3,3,9,9-Tetramethyl-1,5,7,11-tetraoxaspiro[5.5]undecane is introduced as a new, stable and chemoselective reagent for the protection of aldehydes and ketones under mild reaction condition in high yield.

  3,3,9,9-四甲基-1,5,7,11-四氧杂螺[5.5]十一烷作为一种新的、稳定的化学选择性试剂被引入，用于在温和的反应条件下保护醛和酮，且收率高。
• Facile Aldolization Catalyzed by Ionic Liquid [4-Sulfbmpyrazine][BF4]
  作者：Jianzhong Zou、Fengping Yi、Lirong Zhang、Zhen Wang

  DOI：10.14233/ajchem.2013.14396

  日期：——

  The acidic functionalized ionic liquid 1-(4-sulfonic group)butyl-3-methylpyrazine tetrafluoroborate (abbreviated as [4-sulfbmpyrazine][BF4]) was employed as the catalyst of the condensation of aromatic aldehyde and diols. The optimized condition was as follows: aromatic aldehyde (0.20 mol), diols (0.30 mol) and [4-sulfbmpyrazine][BF4] (0.60 g) were refluxed in cyclohexane (10.00 mL) for 1 h. A series of aromatic aldehydes were studied and afforded the corresponding acetals products with good yields which were from 70.3 to 96.9 %. The ionic liquid catalyst could be recycled for four times without significant loss of catalyst reactivity.

  酸性功能化离子液体1-(4-磺酸基)丁基-3-甲基吡嗪四氟硼酸盐（简称[4-sulfbmpyrazine][BF4]）被用作芳香醛和二醇缩合反应的催化剂。优化条件如下：芳香醛（0.20 mol）、二醇（0.30 mol）和[4-sulfbmpyrazine][BF4]（0.60 g）在环己烷（10.00 mL）中回流1小时。研究了一系列芳香醛，得到了相应缩醛产物，产率良好，范围从70.3%到96.9%。该离子液体催化剂可循环使用四次而催化活性无明显损失。