4-(1,3-二氧杂环戊烷-2-基)-苯甲醛 | 40681-88-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(1,3-二氧杂环戊烷-2-基)-苯甲醛
• 英文名称: 4-(1,3-dioxolan-2-yl)benzaldehyde
• CAS: 40681-88-7
• 化学式: C₁₀H₁₀O₃
• mdl: MFCD03180272
• 分子量: 178.188
• InChiKey: XXTKORQHKOYXIH-UHFFFAOYSA-N

物化性质

• 熔点：
  110-112 °C
• 沸点：
  311.2±37.0 °C(Predicted)
• 密度：
  1.214±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P280,P305+P351+P338,P304+P340,P405
• 危险性描述：
  H302
• 储存条件：
  -20℃，采用惰性气体保存方式。

反应信息

• 作为反应物：
  描述：

  4-(1,3-二氧杂环戊烷-2-基)-苯甲醛 在 sodium tetrahydroborate 、 乙醇 、 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 9.5h， 生成 4-溴甲基苯甲醛
  参考文献：
  名称：

  具有末端甲酰基的树枝状聚合物的合成

  摘要：

  提出了一种制备芳环末端有甲酰基、支链嵌段有醚键、大分子核心有酯键的树枝状大分子和树枝状大分子的方法。描述了一种选择性合成对羟甲基苯甲醛的方法。

  DOI：

  10.1007/s11172-005-0076-z
• 作为产物：
  描述：

  1-<<<4-(1,3-Dioxolan-2-yl)>benzyl>oxy>-2-benzyl-9,10-anthraquinone 在 air 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-(1,3-二氧杂环戊烷-2-基)-苯甲醛
  参考文献：
  名称：

  Photochemistry of 1-alkoxy- and 1-(benzyloxy)-9,10-anthraquinones in methanol: A facile process for the preparation of aldehydes and ketones

  摘要：

  The facile production of acid sensitive aldehydes and ketones via photochemical intramolecular delta-hydrogen atom transfer in 1-alkoxy- and 1-(benzyloxy)-9,10-anthraquinones (1) was investigated. Irradiation of 1 in argon purged methanol generates the primary photoproducts, 1-(RCH(OMe)O)-and 1-(ArCH(OMe)O)-9,10-antharahydroquinones (2), respectively. Upon exposure to air, the intermediate anthrahydroquinone is rapidly converted to the corresponding aldehyde and 1-hydroxy-9,10-anthraquinone (3), which can be recycled. Aldehydes containing an acetal or ketal were prepared in high yields using this photoprocess. Apparent rate constants for the photodemethylation of 1-methoxy-2-X-9,10-anthraquinones (X = H, Me, Et, Pr, Bu, i-Bu, and benzyl) were measured and found to vary by a factor of 10 separating the slowest anthraquinone (X = H) and the fastest (X = benzyl), indicating a strong dependency upon the size of the substituent at the a-position. These rate constants are ascribed to equilibrium populations of confonmers in the geometry required for reaction in the n,pi* triplet state.

  DOI：

  10.1021/jo00126a040

文献信息

• Palladium-Catalyzed Reductive Carbonylation of Aryl Halides with<i>N</i>-Formylsaccharin as a CO Source
  作者：Tsuyoshi Ueda、Hideyuki Konishi、Kei Manabe

  DOI：10.1002/anie.201303926

  日期：2013.8.12

  Easy peasy: The title reaction employs N‐formylsaccharin, which is an easily accessible crystalline compound, as an effective CO source. The reactions proceed with a small excess of the CO source at moderate temperatures and were successfully applied to a wide range of aryl bromides. DMF=N,N‐dimethylformamide, dppb=1,4‐bis‐(diphenylphosphino)butane.

  简便：标题反应使用N-甲酰基糖精（一种易于获得的结晶化合物）作为有效的CO源。反应在中等温度下以少量过量的CO源进行，并成功应用于各种芳基溴化物。DMF = N，N-二甲基甲酰胺，dppb = 1,4-双（二苯基膦基）丁烷。
• Inserting Porphyrin Quantum Dots in Bottom‐Up Synthesized Graphene Nanoribbons
  作者：Wade Perkins、Felix R. Fischer

  DOI：10.1002/chem.201705252

  日期：2017.12.14

  copolymerization of tetraphenylcyclopentadienone, a precursor for cove graphene nanoribbons (cGNRs), with bifunctional porphyrins yields defined nanostructures comprised of a single cGNR‐porphyrin‐cGNR heterojunction within each ribbon. 13C NMR labeling and high‐resolution mass spectrometry of solubilized polymer intermediates indicates that every porphyrin is covalently linked to two extended segments of

  Diels-Alder共聚四苯基环戊二烯酮（一种海湾石墨烯纳米带（cGNRs）的前体）与双官能卟啉可产生定义的纳米结构，该纳米结构由每个碳带内的单个cGNR-卟啉-cGNR异质结组成。13溶解的聚合物中间体的13 C NMR标记和高分辨率质谱表明，每个卟啉均与cGNR的两个延伸段共价连接。UV / Vis吸收和荧光发射光谱揭示了卟啉与相邻cGNR段之间的强电子相关性，可通过卟啉核的可逆金属化作用来减弱这种相关性。这种通用的自下而上的合成策略可在单个石墨烯纳米带中访问结构明确，功能完善的GNR量子点GNR异质结构。
• 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。
• Aerobic Photooxidative Synthesis of β-Alkoxy Monohydroperoxides Using an Organo Photoredox Catalyst Controlled by a Base
  作者：Yuya Asano、Yoshitomo Nagasawa、Eiji Yamaguchi、Akichika Itoh

  DOI：10.1002/asia.201701742

  日期：2018.2.16

  Transition‐metal‐free synthesis of β‐alkoxy monohydroperoxides via aerobic photooxidation using an acridinium photocatalyst was developed. This method enables the synthesis of some novel hydroperoxides. The peroxide source is molecular oxygen, which is cost‐effective and atomically efficient. Magnesium oxide plays an important role as a base in the catalytic system.

  开发了使用cri啶光催化剂通过需氧光氧化无过渡金属合成β-烷氧基单氢过氧化物的方法。该方法能够合成一些新颖的氢过氧化物。过氧化物源是分子氧，具有成本效益和原子效率。氧化镁在催化体系中起着重要的作用。
• [EN] DENDRON AND DENDRIMER, METHOD OF PRODUCING THE SAME, AND METHOD OF PRODUCING A THIOACETAL COMPOUND<br/>[FR] DENDRON ET DENDRIMERE, PROCÉDÉ DE FABRICATION DESDITS ELEMENTS, ET PROCÉDÉ DE FABRICATION D'UN COMPOSÉ THIOACÉTAL
  申请人：FUJI PHOTO FILM CO LTD

  公开号：WO2005092847A1

  公开（公告）日：2005-10-06

  A dendron or dendrimer, which has, as a recurring unit of each branch, a structure of formula (I): Wherein TC designates a linkage to a former generation in the direction to a focal point of the dendron or a core of the dendrimer; TT designates a linkage to a next generation in the direction to a terminal; X is a divalent group comprised of at least one heteroatom; L1 and L2 each are a divalent linking group; R is a hydrogen atom or a substituent; and a method of producing a dendron or a dendrimer; and a method of producing a thioacetal compound.

  树枝状大分子或树枝状聚合物，其每个分支都有一个作为重复单元的结构，其公式为(I)：其中TC表示与树枝状大分子或树枝状聚合物的焦点或核心的前一代的连接；TT表示与下一代的终点的连接；X是一个至少包含一个杂原子的二价基团；L1和L2各自是一个二价连接基团；R是一个氢原子或一个取代基；以及一种生产树枝状大分子或树枝状聚合物的方法；以及一种生产硫缩醛化合物的方法。