1-butylnaphthalen-2-ol | 50882-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-butylnaphthalen-2-ol
• 英文别名: 2-Hydroxy-1-butyl-naphthalin；1-Butyl-[2]naphthol；1-Butyl-naphthol-(2)；2-Naphthalenol, 1-butyl-
• CAS: 50882-63-8
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: KQSCEHWWIUIFJJ-UHFFFAOYSA-N

物化性质

• 熔点：
  80-81 °C
• 沸点：
  190 °C
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-butylnaphthalen-2-ol 在 sodium azide 、 phenyltrimethylammonium tribromide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以91%的产率得到1-azido-1-butylnaphthalen-2(1H)-one
  参考文献：
  名称：

  “三重奏杰克”-强大的一锅金属无酚苯胺氧化，叠氮化和过氧化反应†

  摘要：

  本文中，我们公开了一种通过苯酚的胺化和叠氮化氧化脱芳香化反应生成含氮季碳中心的高效方法。相同的方案也已成功用于实现酚的氧化过氧化。最简单的无金属反应条件表明了对“三重奏”的轻松突破-氧化胺化，叠氮化和过氧化。在一个罐中已合成了多种多样的多官能化杂环。

  DOI：

  10.1039/c7nj00169j
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 amalgamated zinc 作用下， 生成 1-butylnaphthalen-2-ol
  参考文献：
  名称：

  1-Alkyl-1,2,3,4-tetrahydro-2-naphthols

  摘要：

  DOI：

  10.1021/ja01186a061

文献信息

• Visible‐Light‐Promoted Dearomative Fluoroalkylation of β‐Naphthols through Intermolecular Charge Transfer
  作者：Quanping Guo、Mengran Wang、Hong Liu、Rui Wang、Zhaoqing Xu

  DOI：10.1002/anie.201800767

  日期：2018.4.16

  The first visible‐light‐promoted dearomative fluoroalkylation of β‐naphthols was realized without the assistance of any transition‐metal catalysts or external photosensitizers. Inexpensive fluoroalkyl iodides were directly used as efficient fluoroalkylation reagents under very mild reaction conditions. The scope of this process was found to be general and broad, and both trifluoromethyl and perfluoroalkyl

  在没有任何过渡金属催化剂或外部光敏剂的帮助下，实现了第一个由可见光促进的β-萘酚脱芳基氟烷基化反应。廉价的氟代烷基碘化物在非常温和的反应条件下直接用作有效的氟代烷基化试剂。发现该方法的范围是一般性的，范围很广，三氟甲基和全氟烷基（-C 4 F 9，-C 6 F 13和-C 8 F 17）以极高的收益进行安装。初步的机理研究表明，在无光催化剂的情况下，萘甲酸酯-氟代烷基碘的电子供体-受体（EDA）复合物中可见光促进了分子间的电荷转移。
• Direct Asymmetric Dearomatization of 2-Naphthols by Scandium-Catalyzed Electrophilic Amination
  作者：Jiang Nan、Jingjing Liu、Huayu Zheng、Zhijun Zuo、Lei Hou、Huaiming Hu、Yaoyu Wang、Xinjun Luan

  DOI：10.1002/anie.201409565

  日期：2015.2.16

  Catalytic asymmetric aminative dearomatization of 1‐substituted 2‐naphthols was successfully implemented with electrophilic azodicarboxylates under the catalysis of chiral ScIII/pybox complexes. This intermolecular reaction represents a hitherto unknown enantioselective CN bond‐forming process through direct dearomatization of phenolic compounds to generate chiral nitrogen‐containing quaternary carbon

  在手性Sc III / pybox配合物的催化下，亲电的偶氮二羧酸酯成功地实现了1-取代的2-萘酚的催化不对称胺化脱芳香化反应。这种分子间反应是通过酚类化合物直接脱芳香化反应生成手性含氮季碳立体中心而形成的迄今未知的对映选择性CN键形成过程。
• Asymmetric Aminative Dearomatization of 2-Naphthols via Non-covalent N-Heterocyclic Carbene Catalysis
  作者：Ujjwal Maji、Bhaskar Deb Mondal、Joyram Guin

  DOI：10.1021/acs.orglett.3c00700

  日期：——

  Herein, successful utilization of non-covalent N-heterocyclic carbene (NHC) catalysis toward asymmetric aminative dearomatization of naphthols is presented. The NHC-catalyzed process offers enantioselective synthesis of cyclic enones possessing a nitrogen-containing α-quaternary stereocenter. The reaction applies to various functionalized substrates including acid-labile groups and is shown to be scalable

  在此，介绍了非共价 N-杂环卡宾 (NHC) 催化对萘酚的不对称胺化脱芳构化的成功利用。NHC 催化过程提供了具有含氮 α-季立体中心的环状烯酮的对映选择性合成。该反应适用于各种功能化底物，包括酸不稳定基团，并显示出可扩展性。基于在机理研究中获得的结果，建议通过 O–H···NHC 氢键相互作用激活底物。
• Peroxidation and Skeletal Rearrangement for the Synthesis of Dioxole‐2‐Carboxamide Derivatives under Continuous‐Flow Conditions
  作者：Akash S. Ubale、Moseen A. Shaikh、Nirmala Mohanta、Boopathy Gnanaprakasam

  DOI：10.1002/adsc.202300591

  日期：2023.9.19

  Herein, we report peroxidative dearomatization of 2-naphthol and C−H peroxidation of 3-arylbenzofuran-2-ones with 66–94% yield under catalyst-free conditions using continuous flow module. Besides, an approach for the synthesis of N-substituted-2-phenylbenzo[d][1,3]dioxole-2-carboxamide has been achieved via the skeletal rearrangement of peroxybenzofuranone using amines in the absence of catalyst under

  在此，我们报道了使用连续流模块在无催化剂条件下进行 2-萘酚的过氧化脱芳构化和 3-芳基苯并呋喃-2-酮的 C−H 过氧化，产率达 66-94%。此外，在连续流动下，通过过氧苯并呋喃酮的骨架重排，在没有催化剂的情况下，实现了合成N-取代-2-苯基苯并[ d ][ 1,3 ]二氧杂环戊烯-2-甲酰胺的方法。机理研究表明，这种过氧化反应是在热解条件下通过自由基形成进行的。
• Aqueous compositions containing overbased materials
  申请人：The Lubrizol Corporation

  公开号：EP0084966A2

  公开（公告）日：1983-08-03

  An aqueous composition comprising: (A) water; (B) an overbased material dispersed with component (A), said overbased material being selected from the group consisting of (B)(I) a Newtonian overbased material or (B)(II) a non-Newtonian colloidal disperse system comprising (1) solid metal-containing colloidal particles predispersed in (2) a disperse medium of at least one inert organic liquid and (3) as an essential third component at least one member selected from the class consisting of organic compounds which are substantially soluble in said disperse medium, the molecules of said organic compound being characterized by polar substituents and hydrophobic portions; and an effective amount of at least one additional component to disperse component (B) with component (A), said additional component being selected from the group consisting of (C) at least one nitrogen-containing, phosphorus-free carboxylic solubilizer made by the reaction of (C)(I) at !east one carboxylic acid acylating agent having at least one hydrocarbon-based substituent of about 12 to about 500 carbon atoms with (C)(II) at least one (a) N-(hydroxyl-substituted hydrocarbyl) amine, (b) hydroxyl-substituted poly(hydrocar- byloxy) analog of said amine or (c) mixture of (a) and (b), (D) at least one surfactant, or (E) mixture of (C) and (D). The foregoing aqueous compositions are optionally provided in combination with (F) a functional additive and/or (G) a dispersion enhancer selected from the group consisting of polyhydroxy compounds and partial ethers of polyhydroxy compounds. A method for cutting hard materials such as quartz, silicon and the like utilizing the foregoing compositions, as well as abrasive slurries for said cutting method and for conventional lapping applications and for metal working or polishing applications is provided.

  一种水性组合物，包括(A) 水；(B) 与组分 (A) 一起分散的过基材料，所述过基材料选自以下组别：(B)(I) 牛顿过基材料或 (B)(II) 非牛顿胶体分散系统，包括 (1) 预先分散在 (2) 至少一种惰性有机液体的分散介质中的含金属固体胶体颗粒；(3) 作为重要的第三组分，至少一种选自有机化合物类别的成员，这些有机化合物基本上可溶于所述分散介质、所述有机化合物的分子具有极性取代基和疏水部分；至少一种有效量的附加组分，用于将组分（B）与组分（A）分散，所述附加组分选自由以下组别 (C) 至少一种含氮无磷羧基增溶剂，由(C)(I)与......反应制得！(C)(II)至少一种(a)N-(羟基取代的烃基)胺，(b)所述胺的羟基取代的聚(烃基氧基)类似物，或(c)(a)和(b)的混合物，(D)至少一种表面活性剂，或(E)(C)和(D)的混合物。上述水性组合物可选择与(F)功能添加剂和/或(G)从多羟基化合物和多羟基化合物部分醚组成的组中选出的分散促进剂结合使用。本发明提供了一种利用上述组合物切割石英、硅等硬质材料的方法，以及用于上述切割方法、传统研磨应用和金属加工或抛光应用的研磨浆料。