2,3-bis-prop-2-ynyloxynaphthalene | 20009-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-bis-prop-2-ynyloxynaphthalene
• 英文别名: 2,3-di-propargyloxynaphthalene；2,3-Bis(prop-2-ynyloxy)naphthalene；2,3-bis(prop-2-ynoxy)naphthalene
• CAS: 20009-38-5
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: GIQDZCFJGWNOFC-UHFFFAOYSA-N

物化性质

• 沸点：
  388.6±32.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  2,3-bis-prop-2-ynyloxynaphthalene 在 Et₃N 、 AgBF₄ 作用下， 以 水 、 乙腈 为溶剂， 生成 [Ag2(2,3-bis-prop-2-ynyloxynaphthalene(-2H))(Ag(trifluoroacetato))5(acetonitrile)5]
  参考文献：
  名称：

  由柔性超分子合成子与附接到萘骨架上的乙炔悬垂臂组成的银（I）-有机网络的组装体。

  摘要：

  五个新的配体带有乙炔末端通过悬臂连接到萘骨架上，这些配体已用于合成八个银（I）配合物。在这些化合物中，乙炔部分的mu 4和mu 5连接模式的不变出现再次证明了银-乙炔超分子合成子R-CC超集Ag n和Ag n子集CC-R-CC超集Ag n（n = 4 ，5）在协调网络组装中，即使R组在构象上灵活。除了银-乙炔基和银-芳族相互作用外，还出现了几种非常规的分子间相互作用（亲银性，阴离子-pi，CH ... pi和CN ... pi）。

  DOI：

  10.1021/ic800576b
• 作为产物：
  描述：

  3-溴丙炔 、 2,3-二羟基萘 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2,3-bis-prop-2-ynyloxynaphthalene
  参考文献：
  名称：

  Venugopalan, Bindumadhavan; Balasubramanian,Kalpattu Kuppuswamy, Heterocycles, 1985, vol. 23, # 1, p. 81 - 92

  摘要：

  DOI：

文献信息

• Brønsted Acid Catalyzed Intramolecular Hydroarylation for the Synthesis of Cycloalkenyl Selenides and Tellurides
  作者：Dahan Eom、Sangjune Park、Youngchul Park、Kooyeon Lee、Gilbert Hong、Phil Ho Lee

  DOI：10.1002/ejoc.201201763

  日期：2013.5

  Trifluoromethanesulfonic acid catalyzed intramolecular hydroarylation of alkynyl selenides and tellurides is developed for the preparation of cycloalkenyl selenide and telluride derivatives through a selective 6- and 7-endo mode. The cycloalkenyl selenides and tellurides can be easily converted into a wide range of other valuable functionalities, including cyclic olefins, allylic alcohols, enynes,

  三氟甲磺酸催化的炔基硒化物和碲化物的分子内加氢芳基化被开发用于通过选择性 6- 和 7-endo 模式制备环烯基硒化物和碲化物衍生物。环烯基硒化物和碲化物可以很容易地转化为各种其他有价值的官能团，包括环烯烃、烯丙醇、烯炔、1,3-二烯和 α,β-不饱和醛。
• COMPOUND FOR FORMING ORGANIC FILM, COMPOSITION FOR FORMING ORGANIC FILM, METHOD FOR FORMING ORGANIC FILM, AND PATTERNING PROCESS
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20170184968A1

  公开（公告）日：2017-06-29

  A compound for forming an organic film shown by the formula (1A), R—(—X) m1 (1A) wherein R represents a single bond or an organic group having 1 to 50 carbon atoms; X represents a group shown by formula (1B); and ml represents an integer satisfying 2≦m1≦10, wherein X 2 represents a divalent organic group having 1 to 10 carbon atoms; n1 represents 0 or 1; n2 represents 1 or 2; X 3 represents a group shown by the formula (1C); and n5 represents 0, 1, or 2, wherein R 10 represents a hydrogen atom or a saturated or unsaturated hydrocarbon group having 1 to 10 carbon atoms, wherein a hydrogen atom of the benzene ring in formula (1C) may be substituted with a methyl group or methoxy group. This compound for forming an organic film can provide organic film composition having good dry etching resistance, heat resistance to 400° C. or higher, high filling and planarizing properties.

  一种用于形成有机薄膜的化合物，其化学式为(1A)，R—(—X)m1(1A)，其中R代表一个单键或具有1至50个碳原子的有机基团；X代表化学式(1B)所示的基团；m1代表满足2≦m1≦10的整数，其中X2代表具有1至10个碳原子的二价有机基团；n1代表0或1；n2代表1或2；X3代表化学式(1C)所示的基团；n5代表0、1或2，其中R10代表氢原子或具有1至10个碳原子的饱和或不饱和碳氢基团，化学式(1C)中苯环的氢原子可能被甲基基团或甲氧基取代。这种用于形成有机薄膜的化合物可以提供具有良好干法刻蚀抗性、耐高温至400°C或更高、高填充和平整化性能的有机薄膜组合物。
• Compound for forming organic film, composition for forming organic film, method for forming organic film, and patterning process
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US10444628B2

  公开（公告）日：2019-10-15

  A compound for forming an organic film shown by the formula (1A), RX)m1  (1A) wherein R represents a single bond or an organic group having 1 to 50 carbon atoms; X represents a group shown by formula (1B); and m1 represents an integer satisfying 2≤m1≤10, wherein X2 represents a divalent organic group having 1 to 10 carbon atoms; n1 represents 0 or 1; n2 represents 1 or 2; X3 represents a group shown by the formula (1C); and n5 represents 0, 1, or 2, wherein R10 represents a hydrogen atom or a saturated or unsaturated hydrocarbon group having 1 to 10 carbon atoms, wherein a hydrogen atom of the benzene ring in formula (1C) may be substituted with a methyl group or methoxy group. This compound for forming an organic film can provide organic film composition having good dry etching resistance, heat resistance to 400° C. or higher, high filling and planarizing properties.

  一种用于形成式 (1A) 所示有机薄膜的化合物、 RX)m1 (1A) 其中 R 代表单键或具有 1 至 50 个碳原子的有机基团；X 代表式 (1B) 所示的基团；m1 代表满足 2≤m1≤10 的整数、 其中 X2 代表具有 1 至 10 个碳原子的二价有机基团；n1 代表 0 或 1；n2 代表 1 或 2；X3 代表式（1C）所示的基团；n5 代表 0、1 或 2、 其中 R10 代表氢原子或具有 1 至 10 个碳原子的饱和或不饱和烃基，其中式（1C）中苯环的氢原子可被甲基或甲氧基取代。这种用于形成有机薄膜的化合物可提供具有良好耐干蚀刻性、400° C 或更高耐热性、高填充性和平面化性能的有机薄膜组合物。
• Palladium-Catalyzed Heteroannulation Leading to Heterocyclic Structures with Two Heteroatoms:  A Highly Convenient and Facile Method for a Totally Regio- and Stereoselective Synthesis of (<i>Z</i>)-2,3-Dihydro-2-(ylidene)-1,4-benzo- and -naphtho[2,3-<i>b</i>]dioxins
  作者：Chinmay Chowdhury、Gopeswar Chaudhuri、Subhadra Guha、Alok k. Mukherjee、Nitya G. Kundu

  DOI：10.1021/jo9717595

  日期：1998.3.1

  A facile method for the synthesis of (Z)-2,3-dihydro-2-(ylidene)-1,4-benzo- and naphthodioxins (3) has been developed using palladium-copper catalysis. Aryl halides 2 were found to react with mono-prop-2-ynylated catechol (1a) or 2-hydroxy-3-(prop-2-ynyloxy)naphthalene (1b) in the presence of (PPh3)(2)PdCl2 (3.5 mol%) and CuI (7 mol%) in triethylamine by stirring at room temperature for 20 h followed by heating at 100 degrees C for 16 h to give products 3 in good yields. The method is regio- and stereoselective and also amenable to bisheteroannulation. The Z-stereochemistry of products 3 was established firmly from H-1 NMR, (3)J(CH) values (between vinylic proton and methylenic carbon of the heterocyclic ring), proton NOE measurements, and finally from X-ray analysis. Based on experimental observations and known palladium chemistry, a mechanism has been proposed to explain the regio- and stereoselective product formation. Some of he products 3 were also converted to 1,4-benzodioxan derivatives 6 using hydrogenation procedure. A uracil derivative of possible biological interest, possessing a 1,4-benzodioxinyl functionality at the C-5 position, has been synthesized.
• Venugopalan, Bindumadhavan; Balasubramanian,Kalpattu Kuppuswamy, Heterocycles, 1985, vol. 23, # 1, p. 81 - 92
  作者：Venugopalan, Bindumadhavan、Balasubramanian,Kalpattu Kuppuswamy

  DOI：——

  日期：——