4-甲酰基苯基氰酸酯 | 1126-84-7

• 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-甲酰基苯基氰酸酯
• 中文别名: 4-甲酰基酯氰酸
• 英文名称: 4-cyanatobenzaldehyde
• 英文别名: 4-Formylphenyl cyanate；(4-formylphenyl) cyanate
• CAS: 1126-84-7
• 化学式: C₈H₅NO₂
• 分子量: 147.133
• InChiKey: BYMZMVNQWJIIDN-UHFFFAOYSA-N

物化性质

• 熔点：
  54 °C
• 沸点：
  258.1±42.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2929909090

反应信息

• 作为反应物：
  描述：

  4-甲酰基苯基氰酸酯 在 potassium chloride 、 水 作用下， 反应 0.17h， 以99%的产率得到(4-Formylphenyl) carbamate
  参考文献：
  名称：

  Quantitative Gas-Solid Reactions with ClCN and BrCN: Synthesis of Cyanamides, Cyanates, Thiocyanates, and Their Derivatives

  摘要：

  Gas-solid reaction techniques allow quantitative cyanations with ClCN and BrCN. Three primary and four secondary cyanamides, a cyanimide, four cyanates, and four thiocyanates were all prepared as solids in 100% yield from solid anilines, benzimidazoles, imides, phenolates, and thiolates, respectively. Intramolecular solid-state reactions of cyanated o-aminophenol and of cyanated hydrazides gave heterocyclic compounds. When comparable reactions were performed in solution the reported product yields were considerably less than 100 % in all cases. The reasons for the success of the environmentally benign solid-state syntheses are discussed in terms of phase rebuilding, phase transformation, and crystal disintegration. Atomic force microscopy (AFM) of selected systems indicates the occurrence of long-range molecular movements which are governed by the crystal packing. This is evident from the obvious correlations between the molecular movements and the known crystal packing data, A new type of geometric surface feature, a rectangular and a rhombic depression which resembles a swimming-pool basin, was found in the cyanation of o-aminophenol and benzohydrazide.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2467::aid-chem2467>3.0.co;2-d
• 作为产物：
  描述：

  溴化氰 、 对羟基苯甲醛 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以88%的产率得到4-甲酰基苯基氰酸酯
  参考文献：
  名称：

  1-氰基-4-硝基苯对β-酮酰胺的有机催化亲电α-氰化反应的改善

  摘要：

  通过使用一种易于获得，安全的新型氰基转移试剂1-cyanato-4-硝基苯，由于增强了结构，大大提高了1-茚满酮衍生的β-酮酰胺的直接亲电子α-氰化的对映选择性。双氢键。因此，在金鸡宁作为双功能有机催化剂存在的情况下，在温和的反应条件下，可以以优异的收率（73-97％）和良好至高的对映选择性（75-91％ee）生产一系列α-氰基β-酮酰胺。

  DOI：

  10.1016/j.tetlet.2018.04.032

文献信息

• METHOD FOR PRODUCING CYANOGEN-HALIDE, CYANATE ESTER COMPOUND AND METHOD FOR PRODUCING THE SAME, AND RESIN COMPOSITION
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：US20150299110A1

  公开（公告）日：2015-10-22

  A method for efficiently producing a cyanogen halide with suppressed side effects, and a method for producing a high-purity cyanate ester compound at a high yield includes contacting a halogen molecule with an aqueous solution containing hydrogen cyanide and/or a metal cyanide, so that the hydrogen cyanide and/or the metal cyanide is allowed to react with the halogen molecule in the reaction solution to obtain the cyanogen halide, wherein more than 1 mole of the hydrogen cyanide or the metal cyanide is used based on 1 mole of the halogen molecule, and when an amount of substance of an unreacted hydrogen cyanide or an unreacted metal cyanide is defined as mole (A) and an amount of substance of the generated cyanogen halide is defined as mole (B), the reaction is terminated in a state in which (A):(A)+(B) is between 0.00009:1 and 0.2:1.

  一种用于高效生产抑制副作用的氰卤化物，以及以高收率生产高纯度氰酸酯化合物的方法包括将卤素分子与含有氢氰酸和/或金属氰化物的水溶液接触，使得氢氰酸和/或金属氰化物与卤素分子在反应溶液中发生反应以获得氰卤化物，其中基于1摩尔卤素分子使用超过1摩尔的氢氰酸或金属氰化物，当未反应的氢氰酸或未反应的金属氰化物的物质量定义为摩尔(A)，生成的氰卤化物的物质量定义为摩尔(B)，反应在(A)：(A)+(B)介于0.00009:1和0.2:1之间的状态中终止。
• THERMOSETTING COMPOSITION AND PRINTED CIRCUIT BOARD USING THE SAME
  申请人：JUNG Myung Sup

  公开号：US20100124037A1

  公开（公告）日：2010-05-20

  A thermosetting composition including an organic solvent, a liquid crystalline thermoset oligomer, and either a crosslinking agent or an epoxy resin or both is disclosed. A printed circuit board which includes the thermosetting composition is also disclosed. The printed circuit board is produced by impregnating the thermosetting composition into a reinforcing material.

  本发明公开了一种热固性组合物，包括有机溶剂、液晶热固性低聚物，以及交联剂或环氧树脂或两者都有。本发明还公开了一种包括该热固性组合物的印刷电路板。该印刷电路板是通过将该热固性组合物浸渍到增强材料中制造的。
• CYANATE ESTER COMPOUND, CURABLE RESIN COMPOSITION CONTAINING SAID COMPOUND, AND CURED PRODUCT OF SAID COMPOSITION
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：US20160115271A1

  公开（公告）日：2016-04-28

  The cyanate ester compound of the present invention is obtained by cyanating a modified naphthalene formaldehyde resin.

  本发明的氰酸酯化合物是通过对改性萘醛树脂进行氰化而得到的。
• RESIN COMPOSITION, PREPREG, RESIN SHEET AND METAL FOIL-CLAD LAMINATE
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：US20160125972A1

  公开（公告）日：2016-05-05

  The resin composition of the present invention comprises a cyanate ester compound (A) obtained by cyanating a modified naphthalene formaldehyde resin, and an epoxy resin (B).

  本发明的树脂组合物包括通过对改性萘甲醛树脂进行氰化得到的氰酸酯化合物（A）和环氧树脂（B）。
• CYANIC ACID ESTER COMPOUND, CURABLE RESIN COMPOSITION CONTAINING SAID COMPOUND, AND CURED PRODUCT THEREOF
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：EP3061745A1

  公开（公告）日：2016-08-31

  There is provided a novel cyanate ester compound which has excellent solvent solubility and provides a hardened product having a low coefficiency of thermal expansion, and excellent flame retardancy and heat resistance. The present invention is a cyanate ester compound represented by the following formula (1): wherein Ar represents an aromatic ring; R1 each independently represents a hydrogen atom, an alkyl group, or an aryl group; n each independently represents an integer of 1 to 3; m + n is the same as the total number of hydrogen atoms in a monovalent aromatic group containing the aromatic ring and the hydrogen atoms; R2 represents a hydrogen atom (excluding a case where Ar represents a benzene ring; n each represents 1; R1 represents a hydrogen atom; m each represents 4, and a cyanate group is bonded to the benzene ring in the 4-position relative to an adamantyl group), or an alkyl group having 1 to 4 carbon atoms; and R3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

  本发明提供了一种新型氰酸酯化合物，它具有极佳的溶剂溶解性，可提供热膨胀系数低、阻燃性和耐热性极佳的硬化产品。本发明是由下式（1）表示的氰酸酯化合物： 其中 Ar 代表芳香环；R1 各自独立地代表氢原子、烷基或芳基；n 各自独立地代表 1 至 3 的整数；m + n 与包含芳香环和氢原子的一价芳香基团中氢原子的总数相同；R2 代表氢原子（不包括 Ar 代表苯环的情况；n 各代表 1；R1 代表氢原子；m 各代表 4，相对于金刚烷基，氰酸酯基团键合在苯环的 4 位上）或具有 1 至 4 个碳原子的烷基；以及 R3 代表氢原子或具有 1 至 4 个碳原子的烷基。