8-甲基萘-2-甲醛 | 63216-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 8-甲基萘-2-甲醛
• 英文名称: 1-methyl-7-naphthaldehyde
• 英文别名: 8-Methyl-2-naphthaldehyde；1-Methyl-7-naphthaldehyd；8-Methylnaphthalene-2-carbaldehyde
• CAS: 63216-67-1
• 化学式: C₁₂H₁₀O
• 分子量: 170.211
• InChiKey: WFABWOMCYZXFLC-UHFFFAOYSA-N

物化性质

• 熔点：
  55.5-56.5 °C(Solv: hexane (110-54-3))
• 沸点：
  316.5±11.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-甲基萘-2-甲醛 在 manganese(IV) oxide 、 sodium acetate 、 3-苄基羟乙基甲基噻唑氯化锂 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 4-[4-(8-Methyl-naphthalen-2-yl)-4-oxo-butyryl]-benzoic acid
  参考文献：
  名称：

  Syntheses and evaluation of naphthalenyl- and chromenyl-pyrrolyl-benzoic acids as potent and selective retinoic acid receptor α agonists

  摘要：

  Synthesis and structure-activity relationships (SAR) of RAR alpha-selective agonists are discussed. 4-[5-(5,8-Dimethyl-2H-3-chromenyl)-1H-2-pyrrolyl]benzoic acid (12a), which possesses a flat structural moiety and an oxygen atom at the hydrophobic part, showed highly selective transactivation activity at the RAR alpha receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00067-6
• 作为产物：
  描述：

  7-溴-1-甲基萘 、 N,N-二甲基甲酰胺 生成 8-甲基萘-2-甲醛
  参考文献：
  名称：

  通过光环化反应合成烷基取代的苯并[c]菲和菲。

  摘要：

  DOI：

  10.1021/jo00442a041

文献信息

• Synthesis of various cyclopropyl methyl bromide and its derivatives from ketones and/or aldehydes and some β-dicarbonyl compounds in the presence of BrCN and Et3N
  作者：Saeed Gholizadeh、Kazem D. Safa、Nader Noroozi Pesyan

  DOI：10.1007/s13738-019-01600-x

  日期：2019.6

  aldehydes with ethyl cyanoacetate or malononitrile and cyanogen bromide (BrCN) in the presence of Et3N to give products in excellent yields within about 3 s. All structures were characterized by IR, 1H-NMR, 13C-NMR, and Mass spectroscopy techniques. The reaction mechanism was discussed.

  本文的最终目的是在Et 3 N存在下，通过氰基乙酸乙酯或丙二腈和溴化氰（BrCN）经由α-溴代酮和/或醛合成结构上不同的溴甲基环丙烷，从而获得高收率的产品。在约3秒钟内。通过IR，1 H-NMR，13 C-NMR和质谱技术表征所有结构。讨论了反应机理。
• FUSED-RING CARBOXYLIC ACID DERIVATIVES
  申请人：Eisai Co., Ltd.

  公开号：EP0889032A1

  公开（公告）日：1999-01-07

  Fused-ring carboxylic acid derivatives represented by general formula (A) and pharmacologically acceptable salts thereof, which can provide medicines excellent in retinoic acid receptor agonist activities, wherein the symbolrepresents a single or double bond; and each of X, Y, Z, P, Q, U, V and W represents -O-, -S- or a group represented by formula (a), wherein Rk (k:1-8) represents hydrogen, halogeno, optionally substituted lower alkyl, etc., and either R7 or R8 represents a group represented by formula (b), wherein rings A and B represent each independently an optionally substituted aromatic hydrocarbon or unsaturated heterocyclic ring; and D represents an optionally protected carboxyl group.

  通式(A)代表的融合环羧酸衍生物及其药理学上可接受的盐，可提供维甲酸受体激动剂活性极佳的药物，其中符号代表单键或双键；X、Y、Z、P、Q、U、V 和 W 各自代表-O-、-S- 或式(a)代表的基团，其中 Rk (k:1-8) 代表氢、卤素、任选取代的低级烷基等、以及 R7 或 R8 代表由式（b）表示的基团，其中环 A 和 B 各自独立地代表任选取代的芳香烃或不饱和杂环；以及 D 代表任选保护的羧基。
• [abc]-Annelated [18]annulenes
  作者：Herbert Meier、Holger Kretzschmann、Heinz Kolshorn

  DOI：10.1021/jo00051a033

  日期：1992.12

  A 3-fold stereoselective cyclocondensation of the azomethines 3 and 11 yields the [18]annulenes 4 and 12, respectively. The [abc]-annelation of naphthalene or phenanthrene systems realized here for the first time, leads to nonplanar molecules consisting of 'aromatic islands", which are connected by (E)-configured olefinic bridges. The absence of a diamagnetic ring current rules out a macrocyclic aromaticity. The NMR investigation, based on selective deuterations, is sustained by force field calculations (MMX). The disc-like compounds represent discotic mesogens of an enormous diameter. The formation of thermotropic liquid crystals can be achieved by the introduction of long flexible alkoxy chains.
• Discovery of Deep-Seated Skeletal Rearrangements in the Photocyclizations of Some <i>tert</i>-Butyl-Substituted 1,2-Diarylethylenes
  作者：Frank B. Mallory、Colleen K. Regan、Joseph M. Bohen、Clelia W. Mallory、Alyssa A. Bohen、Patrick J. Carroll

  DOI：10.1021/jo501965y

  日期：2015.1.2

  The in-solution oxidative photocyclization of stilbenes to phenanthrenes is a well-known and synthetically valuable reaction. We report here our discovery that the oxidative photocyclization of several tert-butyl-substituted 1-styrylphenanthrenes resulted not only in the expected formation of tert-butyl-substituted picenes but also in the previously unknown rearrangement leading to the formation of tert-butyl-substituted pentahelicenes.
• NAGEL D. L.; KUPPER R.; ANTONSON K.; WALLCAVE L., J. ORG. CHEM., 1977, 42, NO 22, 3626-3628
  作者：NAGEL D. L.、 KUPPER R.、 ANTONSON K.、 WALLCAVE L.

  DOI：——

  日期：——