2-甲氧基萘-1-甲腈氧化物 | 15138-44-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-甲氧基萘-1-甲腈氧化物
• 英文名称: 2-Methoxy-1-naphthonitriloxid
• 英文别名: 1-Naphthalenecarbonitrile, 2-methoxy-, N-oxide；2-methoxynaphthalene-1-carbonitrile oxide
• CAS: 15138-44-0
• 化学式: C₁₂H₉NO₂
• 分子量: 199.209
• InChiKey: MNQCQLSQQRQAGU-UHFFFAOYSA-N

物化性质

• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-甲氧基萘-1-甲腈氧化物 在 molybdenum hexacarbonyl 作用下， 以 氯仿 、 水 、 乙腈 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Fluorescence Control of Boron Enaminoketonate Using a Rotaxane Shuttle

  摘要：

  The effect of rotaxane shuttling on the fluorescence properties of a fluorophore was investigated by exploiting fluorophore-tethered [2]rotaxanes. A fluorescent boron enaminoketonate (BEK) moiety was introduced in a rotaxane via transformation of an isoxazole unit generated as a result of an end-capping reaction using a nitrile N-oxide. The rotaxane exhibited a red shift of the fluorescence maximum along with a remarkable enhancement of the fluorescence quantum yield through wheel translation to the fluorophore.

  DOI：

  10.1021/ol401984j
• 作为产物：
  描述：

  2-methoxy-1-naphthaldehydeoxime 在 N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 氯仿 为溶剂， 以93 %的产率得到2-甲氧基萘-1-甲腈氧化物
  参考文献：
  名称：

  丹磺酰化腈 N-氧化物作为荧光染料，无需催化剂即可点击不饱和键

  摘要：

  荧光聚合物材料已在各个研究领域得到开发。然而，将荧光染料共价固定在普通聚合物上并不是实用的制备技术。在此，我们报道了丹磺酰化氮氧化物（ Dansyl-NO ）的设计、合成、点击反应和光学性质。结果表明Dansyl-NO可作为可点击到烯烃和炔烃的荧光染料。

  DOI：

  10.1002/chem.202400092

文献信息

• Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings
  作者：Yousef R. Mirzaei、Matthew J. Weaver、Scott A. Steiger、Alison K. Kearns、Mariusz P. Gajewski、Kevin C. Rider、Howard D. Beall、N.R. Natale

  DOI：10.1016/j.tet.2012.09.084

  日期：2012.12

  A critical comparison of methods to prepare sterically hindered 3-aryl isoxazoles containing fused aromatic rings using the nitrile oxide cycloaddition (NOC) reveal that modification of the method of Bode, Hachisu, Matsuura, and Suzuki (BHMS), utilizing either triethylamine as base or sodium enolates of the diketone, ketoester, and ketoamide dipolarophiles, respectively, was the method of choice for

  使用氧化腈环加成 (NOC) 制备含有稠合芳环的空间位阻 3-芳基异恶唑的方法的关键比较表明，使用三乙胺作为碱或二酮、酮酯和酮酰胺偶极体的烯醇钠分别是这种转化的首选方法。
• Molecular Sieve (MS 4A) Promoted Cyclocondensation of Hindered, Aromatic Nitrile Oxides and Cyclic Diketones under Mild Conditions
  作者：Keisuke Suzuki、Tomoo Matsuura、Jeffrey W. Bode、Yoshifumi Hachisu

  DOI：10.1055/s-2003-41436

  日期：——

  Molecular sieves (MS 4A) serve as efficient promoters for the cyclocondensation of stable, hindered nitrile oxides and a variety of cyclic diketones to afford fused isoxazoles in good yield. The operational simplicity and remarkably mild reaction conditions compliment our amine-promoted cyclocondensation conditions and demonstrate broad substrate scope.

  分子筛（MS 4A）是稳定的受阻腈氧化物和各种环状二酮环化反应的高效促进剂，能以良好的收率生成融合异噁唑。其操作简单、反应条件非常温和，与我们的胺促进环缩合条件相得益彰，并展示了广泛的底物范围。
• CROSSLINKABLE POLYMER MATERIAL, CROSSLINKED POLYMER MATERIAL, AND PRODUCTION METHOD THEREOF
  申请人：SEO Akishige

  公开号：US20120046418A1

  公开（公告）日：2012-02-23

  The present invention provides a production method of a crosslinkable polymer material which includes adding 2-(glycidyloxy)-1-naphthonitrile oxide or 2-[5-(ethoxycarbonyl)pentyloxy]-1-naphthonitrile oxide by an addition reaction to a polymer material having a multiple bond to which a nitrile oxide is added by an addition reaction so as to introduce a glycidyl group or an ethoxycarbonyl group into the polymer material.

  本发明提供了一种交联聚合物材料的生产方法，其中包括将2-（环氧丙基）-1-萘硝基氧化物或2- [5-（乙氧羰基）戊氧基] -1-萘硝基氧化物通过加成反应添加到具有多重键的聚合物材料中，该聚合物材料通过加成反应添加了硝基氧化物，以便将环氧丙基或乙氧羰基引入聚合物材料中。
• Modified polymer material modified by nitrile oxide, and production method thereof
  申请人：Seo Akishige

  公开号：US20110054134A1

  公开（公告）日：2011-03-03

  The present invention provides a production method of a modified polymer material produced by modifying a polymer material having in a molecule thereof a multiple bond that reacts with a nitrile oxide, includes reacting the polymer material with an aromatic nitrile oxide derivative having a substituent at an ortho-position of a nitrile oxide group of an aromatic nitrile oxide in which the nitrile oxide group is bonded to an aromatic ring.
• POLYMER ALLOY AND RUBBER PRODUCT, AND PRODUCTION METHOD THEREOF
  申请人：Iwase Naoki

  公开号：US20140018503A1

  公开（公告）日：2014-01-16

  To provide a polymer alloy formed of a non-polar rubber and a polar rubber, and a rubber product, which are improved in ozone resistance (weather resistance) while having oil resistance and can achieve high mechanical strength (in particular, tensile strength), and a production method thereof. A rubber product in which an organic peroxide or other cross-linking agent is used to cross-link a polymer alloy comprising: a modified rubber in which EPDM, NR, or another non-polar rubber having a non-conjugated double bond is modified with 2-methoxy-1-naphthonitrile oxide, 2,6-dimethoxybenzonitrile oxide, or another nitrile oxide of an aromatic nitrile oxide derivative; and nitrile rubber, acrylic rubber, or another polar rubber.