1-(1,1-二甲氧基乙基)-2-甲基苯 | 118719-92-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(1,1-二甲氧基乙基)-2-甲基苯
• 英文名称: 2-methylacetophenone dimethyl acetal
• 英文别名: 1-(1,1-dimethoxyethyl)-2-methylbenzene；Benzene, 1-(1,1-dimethoxyethyl)-2-methyl-
• CAS: 118719-92-9
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: ZYYOIBFFLNJKLK-UHFFFAOYSA-N

物化性质

• 沸点：
  211.7±25.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1,1-二甲氧基乙基)-2-甲基苯 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 生成 ((4S,5S)-5-Dimethylaminomethyl-2-methyl-2-o-tolyl-[1,3]dioxolan-4-ylmethyl)-dimethyl-amine
  参考文献：
  名称：

  Asymmetric deprotonation and complexation reactions mediated by chiral ketals as a route to ortho-disubstituted (.eta.6-arene)Cr(CO)3 complexes

  摘要：

  A series of chiral ketals derived from an aryl ketone or aldehyde and one of several C2-symmetrical diols were converted to their corresponding (eta-6-arene)Cr(CO)s complexes. The resultant 1,3-dioxolanes were trans substituted at C-4 and C-5 by groups CH2X, where X = H (1), OCH3 (2), or N(CH3)2 (3). Ortho deprotonation was attempted on complexes 1-3 using tert-butyllithium in THF solution to afford the corresponding lithio derivatives, which were treated with a variety of electrophiles (MeOSO2F, TMSCl, Ph2C(O), Ph2PCl). Although 1 gave a complex mixture of products, complexes 2 and 3 afforded good yields of disubstituted complexes (with the exception that the lithiated derivative of 3 did not undergo methylation when treated with MeOSO2F). The stereoselectivity of the reactions was determined by NMR spectroscopy and found to be in the range of 3:1 for 2 and >9.1 for 3. The sense of diastereoselection were identified by chemical correlations (for compounds derived from 2) and by circular dichroism spectroscopy. Poor diastereoselection was obtained when this protocol was performed on the corresponding acetal ultimately derived from benzaldehyde and N,N,N',N-tetramethyl-1,4-diamino-2,3-butanediol. In addition, a related series of ortho-disubstituted arenes bearing chiral ketal or acetal substituents in the benzylic position were subjected to complexation reactions with (naphthalene)Cr(CO)3 in dibutyl ether. The best diastereoselectivity observed with this methodology was 48%, obtained with the acetal derived from o-tolualdehyde and N,N,N',N-tetramethyltartramide.

  DOI：

  10.1021/jo00039a012
• 作为产物：
  描述：

  甲醇 、 2-甲基苯乙烯 在 copper dichloride Pd((-)-sparteine)2Cl₂ 、 3 A molecular sieve 、 氧气 作用下， 反应 24.0h， 生成 1-(1,1-二甲氧基乙基)-2-甲基苯 、 1-甲基苯基乙酮
  参考文献：
  名称：

  Pd(II)-Catalyzed Conversion of Styrene Derivatives to Acetals:  Impact of (−)-Sparteine on Regioselectivity

  摘要：

  Pd[(-)-sparteine]Cl-2 catalyzes the formation of dialkyl acetals from styrene derivatives with Markovnikov regioselectivity. The substrate scope of this reaction has been investigated, and initial mechanistic studies indicate that the reaction proceeds through an enol ether intermediate and a Pd-hydride.

  DOI：

  10.1021/ol053110p

文献信息

• Cyclopentene Assembly by Microwave-Assisted Domino Reaction of Donor–Acceptor Cyclopropanes with Ketals
  作者：Hung M. Nguyen、Hemender R. Chand、Nikita E. Golantsov、Igor V. Trushkov、Leonid G. Voskressensky

  DOI：10.1055/s-0039-1690775

  日期：2020.2

  A Lewis acid-mediated domino reaction of acetals derived from aromatic ketones with 2-(het)arylcyclopropane-1,1-diesters has been developed. The reaction provides a convenient approach to cyclopentenes and related polycyclic ring systems.

  已开发出由芳香酮衍生的缩醛与 2-（杂）芳基环丙烷-1,1-二酯的路易斯酸介导的多米诺反应。该反应为环戊烯和相关多环系统提供了一种方便的方法。
• Textile finishes
  申请人：SWS Silicones Corporation

  公开号：EP0105464A2

  公开（公告）日：1984-04-18

  A textile finishing composition comprising a silylated polyether, a compound selected from aldehydes, acetals and mixtures thereof and a diluent. The textile finishing composition is applied to textile materials to impart improved dimensional stability, improved wetting properties and a durable softness.

  一种纺织品整理组合物，由硅烷化聚醚、一种选自醛、乙缩醛及其混合物的化合物和一种稀释剂组成。纺织品整理组合物用于纺织材料，可提高尺寸稳定性，改善润湿性能和持久柔软性。
• FEDERIC, JOZEF;TOMA, STEFAN;GAUTHERON, BERNARD, J. ORGANOMET. CHEM., 338,(1988) N 2, 211-216
  作者：FEDERIC, JOZEF、TOMA, STEFAN、GAUTHERON, BERNARD

  DOI：——

  日期：——
• [EN] HETEROCYCLIC COMPOUND<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2010110400A1

  公开（公告）日：2010-09-30

  神経変性疾患などの予防または治療剤として有用な、式（Ｉａ）［式中、各記号は本明細書中で定義した通りである。］ で表される化合物またはその塩あるいはそれらのプロドラッグを提供する。
• Pd(II)-Catalyzed Conversion of Styrene Derivatives to Acetals:  Impact of (−)-Sparteine on Regioselectivity
  作者：Amy M. Balija、Kara J. Stowers、Mitchell J. Schultz、Matthew S. Sigman

  DOI：10.1021/ol053110p

  日期：2006.3.1

  Pd[(-)-sparteine]Cl-2 catalyzes the formation of dialkyl acetals from styrene derivatives with Markovnikov regioselectivity. The substrate scope of this reaction has been investigated, and initial mechanistic studies indicate that the reaction proceeds through an enol ether intermediate and a Pd-hydride.