(3-chlorophenyl)phenylmethyl methyl ether | 27401-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-chlorophenyl)phenylmethyl methyl ether
• 英文别名: 1-chloro-3-(methoxy(phenyl)methyl)benzene；1-Chloro-3-[methoxy(phenyl)methyl]benzene
• CAS: 27401-83-8
• 化学式: C₁₄H₁₃ClO
• 分子量: 232.71
• InChiKey: KKFLCMFVXPXODZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  triphenyl(3-chlorophenyl)methane 生成 (3-chlorophenyl)phenylmethyl methyl ether
  参考文献：
  名称：

  SHI, MIN;OKAMOTO, YOSHIKI;TAKAMUKU, SETSUO, BULL. CHEM. SOC. JAP., 63,(1990) N, C. 2731-2733

  摘要：

  DOI：

文献信息

• Dialkyl Ether Formation by Nickel‐Catalyzed Cross‐Coupling of Acetals and Aryl Iodides
  作者：Kevin M. Arendt、Abigail G. Doyle

  DOI：10.1002/anie.201503936

  日期：2015.8.17

  A new substrate class for nickel‐catalyzed C(sp3) cross‐coupling reactions is reported. α‐Oxy radicals generated from benzylic acetals, TMSCl, and a mild reductant can participate in chemoselective cross‐coupling with aryl iodides using a 2,6‐bis(N‐pyrazolyl)pyridine (bpp)/Ni catalyst. The mild, base‐free conditions are tolerant of a variety of functional groups on both partners, thus representing

  据报道，镍催化的C（sp 3）交叉偶联反应具有新的底物类别。由苄基乙缩醛，TMCSC1和温和的还原剂生成的α-氧自由基可以使用2,6-二（N-吡唑基）吡啶（bpp）/ Ni催化剂与芳基碘化物进行化学选择性交叉偶联。温和的无碱条件可耐受两个配偶体上的各种官能团，因此代表了二烷基醚合成的有吸引力的CC键形成方法。还描述了与拟议的催化循环有关的[（bpp）NiCl]络合物的表征。
• Photolysis of Tetraarylmethanes and 3-(Triarylmethyl)pyridines
  作者：Min Shi、Yoshiki Okamoto、Setsuo Takamuku

  DOI：10.1246/bcsj.63.2731

  日期：1990.9

  Upon UV irradiation in benzene–methanol (1:2) tetraarylmethanes or 3-(triarylmethyl)pyridines underwent an α,α-elimination of two aryl groups to give biaryls or 3-arylpyridine, and two corresponding carbene intermediates. The latters afforded methyl ethers by the O–H insertion to methanol.

  在苯-甲醇 (1:2) 四芳基甲烷或 3-（三芳基甲基）吡啶中进行紫外线照射后，两个芳基发生 α,α-消除，得到联芳基或 3-芳基吡啶和两个相应的卡宾中间体。后者通过 O-H 插入甲醇提供甲基醚。
• Solvolyses of monosubstituted benzhydryl bromides. Nucleophilic solvent intervention and dependence of solvation on the extent of charge delocalization in cationic transition states
  作者：Kwang-Ting Liu、Chien-Pu Chin、Yen-Shyi Lin、Meng-Lin Tsao

  DOI：10.1016/0040-4039(95)01430-p

  日期：1995.9

  Y(BnBr) or Y(Br). Correlation analyses against corresponding logk of α-tert-butyl-(2-naphthyl) methyl bromide provided evidence for the importance of different extent of solvation in delocalized transition state and for nucleophilic solvent intervention in the solvolysis of benzhydryl systems.

  单取代的苯甲基溴化物的溶剂化使logk具有σ+常数，而不具有Y（BnBr）或Y（Br）的优异线性相关性。对α-叔丁基-（2-萘基）甲基溴的相应logk进行相关分析，提供了证据表明，在离域过渡态中不同程度的溶剂化非常重要，并且亲核溶剂的干预对苯甲基系统的溶剂化具有重要意义。
• Kinetics and Mechanism of Reactions of Benzhydryl Chlorides with Anilines
  作者：Saemin Chang、Han Joong Koh、Bon-Su Lee、Ikchoon Lee

  DOI：10.1021/jo00129a016

  日期：1995.12

  Nucleophilic substitution reactions of substituted benzhydryl chlorides with anilines in acetonitrile and methanol are investigated. The reactions are found to proceed by the attack of nucleophile on the preformed carbocation, I, within the ion pair. The cross-interaction constants, rho(XY), are relatively large in both acetonitrile (rho(X)Y = -2.47) and methanol (rho(XY) = -1.46). The isokinetic points (sigma(Y)(+)) where rho(X) (rho(nuc)) is zero and the sign of rho(X) changes, are observed at positive substrate substituent constants, sigma(Y)(+) = 0.13 and 0.22 in acetonitrile and methanol, respectively. The isokinetic phenomenon (rho(X) = 0) has been shown to occur when the thermodynamic driving force, Delta G degrees, is practically completely compensated for by the intrinsic barrier, Delta G(0)(double dagger). The two change in a compensatory manner; the intrinsic barrier becomes higher when resonance electron delocalization of the Y substituent to C-alpha is stronger, which in turn results when the thermodynamic driving force becomes higher by stronger electron-withdrawing alpha-substituents, R(1) and/or R(2).