1-Methyl-4-isopropyl-naphthalin | 1680-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Methyl-4-isopropyl-naphthalin
• 英文别名: Naphthalene, 1-methyl(1-methylethyl)-；1-methyl-4-propan-2-ylnaphthalene
• CAS: 1680-53-1；28882-58-8
• 化学式: C₁₄H₁₆
• 分子量: 184.281
• InChiKey: KFRZGSPPBOQTEB-UHFFFAOYSA-N

物化性质

• 熔点：
  47.02°C (estimate)
• 沸点：
  288.25°C (estimate)
• 密度：
  0.9934

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-(5-异丙基-2-甲基苯基)乙酮 在 盐酸 、 三氯化铝 、 amalgamated zinc 、 乙醇 、 五氯化磷 、 sodium 、 甲苯 、 Petroleum ether 、 苯 作用下， 生成 1-Methyl-4-isopropyl-naphthalin
  参考文献：
  名称：

  Dev; Guha, Journal of the Indian Chemical Society, 1948, vol. 25, p. 13,19

  摘要：

  DOI：

文献信息

• Ring Contraction of 1,2-Dihydronaphthalenes Promoted by Thallium(III) in Acetonitrile: A Diastereoselective Approach to Indanes
  作者：Luiz Silva、Helena Ferraz、Vânia Carneiro

  DOI：10.1055/s-0028-1083308

  日期：——

  indanes are conveniently accessed by a stereoselective ring contraction of 1,2-dihydronaphthalenes upon treatment with thallium(III) nitrate (TTN) in acetonitrile. Under­ these conditions, the oxidative rearrangement of either di- or trisubstituted double bonds is possible. thallium(III) nitrate - carbocycles - indanes - ring contractions - oxidative rearrangements

  通过在乙腈中用硝酸al（III）（TTN）处理1,2-二氢萘的立体选择性环收缩，可方便地获得反式-1,3-二取代的茚满。在这些条件下，二或三取代的双键的氧化重排是可能的。 硝酸-碳环-茚满-环收缩-氧化重排
• Catalytic enantioselective synthesis of fluoromethylated stereocenters by asymmetric hydrogenation
  作者：Jianping Yang、Sudipta Ponra、Xingzhen Li、Bram B. C. Peters、Luca Massaro、Taigang Zhou、Pher G. Andersson

  DOI：10.1039/d2sc02685f

  日期：——

  an assortment of molecular recognition processes. Herein we report a catalytic method for the asymmetric synthesis of a variety of enantioenriched products bearing fluoromethylated stereocenters with excellent yields and enantioselectivities. Various N,P-ligands were designed and applied in the hydrogenation of fluoromethylated olefins and vinyl fluorides.

  氟甲基基团具有特定的空间和电子特性，并作为醇、硫醇、硝基和其他官能团的生物等排体，这在各种分子识别过程中非常重要。在此，我们报道了一种不对称合成各种带有氟甲基化立构中心的对映体富集产物的催化方法，具有优异的产率和对映选择性。设计了各种N,P-配体并将其应用于氟甲基化烯烃和氟乙烯的加氢。
• Metal-free synthesis of indanes by iodine(III)-mediated ring contraction of 1, 2-dihydronaphthalenes
  作者：Fernanda A Siqueira、Eloisa E Ishikawa、André Fogaça、Andréa T Faccio、Vânia M. T Carneiro、Rafael R. S Soares、Aline Utaka、Iris R. M Tébéka、Marcin Bielawski、Berit Olofsson、Luiz F Silva Jr

  DOI：10.1590/s0103-50532011000900024

  日期：——

  A metal-free protocol was developed to synthesize indanes by ring contraction of 1,2-dihydronaphthalenes promoted by PhI(OH) OTs (HTIB or Koser's reagent). This oxidative rearrangement can be performed in several solvents (MeOH, CH3CN, 2,2,2-trifluoroethanol (TFE), 1,1,1,3,3,3-hexafluoroisopropanol (HFIP), and a 1: 4 mixture of TFE: CH2Cl2) under mild conditions. The ring contraction diastereoselectively gives functionalized trans-1,3-disubstituted indanes, which are difficult to obtain in synthetic organic chemistry.
• Dziewonski; Marusinska, Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1938, vol. <A>, p. 316,320
  作者：Dziewonski、Marusinska

  DOI：——

  日期：——
• Use of Allylic Strain To Enforce Stereochemistry. Direct Syntheses of 7,8-Dihydroxycalamenene and Mansonone C
  作者：George A. Kraus、Insik Jeon

  DOI：10.1021/ol0621194

  日期：2006.11.9

  [GRAPHICS]Direct syntheses of 7,8-dihydroxycalamenene and mansonone C were achieved. The cis-stereochemistry required for the synthesis of 7,8-dihydroxycalamenene was introduced by an intramolecular cyclization directed by allylic strain.