1,2,3,4-Tetarhydro-1-methylnaphtalene-1-carboxylic acid | 26516-28-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,3,4-Tetarhydro-1-methylnaphtalene-1-carboxylic acid
• 英文别名: 1-Carboxy-1-methyl-1,2,3,4-tetrahydronaphthalin；1-Methyltetralin-1-carbonsaeure；1-methyl-1,2,3,4-tetrahydro-[1]naphthoic acid；1-Methyl-1,2,3,4-tetrahydro-[1]naphthoesaeure；1-Methyl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid；1-methyl-3,4-dihydro-2H-naphthalene-1-carboxylic acid
• CAS: 26516-28-9
• 化学式: C₁₂H₁₄O₂
• mdl: MFCD16547661
• 分子量: 190.242
• InChiKey: GKAFAFBEKXKBLN-UHFFFAOYSA-N

物化性质

• 沸点：
  331.8±21.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2,3,4-Tetarhydro-1-methylnaphtalene-1-carboxylic acid 在 chromium(VI) oxide 、 溶剂黄146 作用下， 以75%的产率得到1,2,3,4-tetrahydro-1-methyl-4-oxonaphthalene-1-carboxylic acid
  参考文献：
  名称：

  AN OPTIMIZED PREPARATION OF 2,3-DIHYDRO-1-METHYL-4-OXONAPHTHALENE-1-CARBOXYLIC ACID

  摘要：

  DOI：

  10.1080/00304940009355931
• 作为产物：
  描述：

  7-Brom-7-methyl-2,3-benzosuberon 在 potassium tert-butylate 、 zinc(II) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 33.5h， 生成 1,2,3,4-Tetarhydro-1-methylnaphtalene-1-carboxylic acid
  参考文献：
  名称：

  Lewis Acid-Promoted Favorskii-Type Ring Contraction of Some Cyclic α-Bromo Ketones and Their Acetals

  摘要：

  加热α-溴环烷基芳基酮2a-d与氯化锌在甲醇中反应，获得了中等到良好的产率的环收缩产物3a-d，具有gem-甲基碳甲氧基功能。相关的α-溴酮7a-c的醇醚，缺乏氯原子邻近的甲基，经过加热在质子溶剂中反应，获得了可接受产率的环收缩酯8a-c。对目前的环收缩反应程序的局限性进行了讨论。

  DOI：

  10.1055/s-1987-28079

文献信息

• Fast Carbon Isotope Exchange of Carboxylic Acids Enabled by Organic Photoredox Catalysis
  作者：Duanyang Kong、Maxime Munch、Qiqige Qiqige、Christopher J. C. Cooze、Benjamin H. Rotstein、Rylan J. Lundgren

  DOI：10.1021/jacs.0c12819

  日期：2021.2.10

  Carbazole/cyanobenzene photocatalysts promote the direct isotopic carboxylate exchange of C(sp3) acids with labeled CO2. Substrates that are not compatible with transition-metal-catalyzed degradation–reconstruction approaches or prone to thermally induced reversible decarboxylation undergo isotopic incorporation at room temperature in short reaction times. The radiolabeling of drug molecules and precursors

  咔唑/氰基苯光催化剂促进带有标记CO 2的C（sp 3）酸的直接同位素羧酸交换。与过渡金属催化的降解-重建方法不兼容或易于发生热诱导的可逆脱羧作用的底物在室温下会在短时间内经历同位素掺入。证明了用[ 11 C] CO 2对药物分子和前体进行放射性标记。
• A Novel Synthetic Route to 2-Arylalkanoic Acids by a Ruthenium-Catalyzed Chemoselective Oxidation of Furan Rings
  作者：Keitaro Ishii、Masahiro Noji、Haruka Sunahara、Ken-ichi Tsuchiya、Tôru Mukai、Ayako Komasaka

  DOI：10.1055/s-0028-1083222

  日期：2008.12

  Friedel-Crafts alkylation of 2-methylfuran with 1-arylalkanols without employing anhydrous conditions. The chemoselective oxidation of the furan ring in 1-arylalkylfurans to carboxylic acid was then investigated. In a solvent system of hexane-EtOAc/H 2 O (1:3:4), the furan ring was selectively oxidized with 7 equivalents of NaIO 4 by using 0.5 mol% RuCl 3 as catalyst to give 2-arylalkanoic acids in good yields

  描述了一种从 1-芳基烷醇高效两步合成 2-芳基烷酸的方法。首先，通过金属三氟甲磺酸盐催化 2-甲基呋喃与 1-芳基烷醇在无水条件下的傅-克烷基化反应，以高收率合成 1-芳基烷基呋喃衍生物。然后研究了 1-芳烷基呋喃中的呋喃环化学选择性氧化为羧酸。在己烷-EtOAc/H 2 O (1:3:4) 溶剂体系中，以 0.5 mol% RuCl 3 为催化剂，用 7 当量 NaIO 4 选择性氧化呋喃环，以良好收率得到 2-芳基链烷酸. 钌氧化的选择性由己烷-EtOAc的溶剂比控制。
• High-purity (fluoroalkyl)benzene derivative and process for producing the same
  申请人：Hidaka Toshio

  公开号：US20060167324A1

  公开（公告）日：2006-07-27

  The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.

  本发明生产(氟烷基)苯衍生物的过程包括以下步骤：将烷基苯衍生物中3至12族过渡金属的总含量以金属原子计减少至500 ppm或以下；通过光卤化反应卤化纯化后的烷基苯衍生物的支链烷基，得到(卤烷基)苯衍生物；使用10摩尔或更高量的HF对(卤烷基)苯衍生物进行卤素-氟交换。本发明生产的(氟烷基)苯衍生物中杂质含量如残留卤素和残留金属得到了降低，可用作功能化学产品的中间体，用于药品和电子材料等应用。
• HIGH-PURITY (FLUOROALKYL)BENZENE DERIVATIVE AND PROCESS FOR PRODUCING THE SAME
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：EP1500641A1

  公开（公告）日：2005-01-26

  The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.

  根据本发明生产(氟烷基)苯衍生物的工艺包括以下步骤：将烷基苯衍生物中第3组至第12组过渡金属的总含量降低到500ppm或更低(以金属原子计)；通过光卤化将纯化的烷基苯衍生物中的支链烷基卤化，得到（卤代烷基）苯衍生物；以及使用 HF 将（卤代烷基）苯衍生物进行卤氟交换，HF 的用量为每摩尔（卤代烷基）苯衍生物 10 摩尔或更高。该工艺制得的(氟烷基)苯衍生物的杂质（如残留卤素和残留金属）含量降低，可用作功能化学产品的中间体，应用于医药和电子材料等领域。
• Protiva et al., Chemicke Listy, 1953, vol. 47, p. 584,587
  作者：Protiva et al.

  DOI：——

  日期：——