1-chloromethyl-1-cyclohexanol | 22690-22-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-chloromethyl-1-cyclohexanol
• 英文别名: chloromethyl cyclohexanol；1-chloromethyl-cyclohexanol；1-Chlormethyl-cyclohexanol；1-Chlormethyl-1-hydroxy-cyclohexan；anti-1-Chlormethylcyclohexan-1-ol；1-Chlormethylcyclohexanol；1-(Chloromethyl)cyclohexanol；1-(chloromethyl)cyclohexan-1-ol
• CAS: 22690-22-8
• 化学式: C₇H₁₃ClO
• mdl: MFCD19232168
• 分子量: 148.633
• InChiKey: FBAJOMPITKLJIN-UHFFFAOYSA-N

物化性质

• 熔点：
  61 °C
• 沸点：
  54-55 °C(Press: 4 Torr)
• 密度：
  1.127 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  亚甲基环己烷氧化物 在 lithium perchlorate 、 氯化铵 作用下， 以 乙腈 为溶剂， 反应 65.0h， 以54%的产率得到1-chloromethyl-1-cyclohexanol
  参考文献：
  名称：

  Regio- and Stereoselective Synthesis of β-Halohydrins from 1,2-Epoxides with Ammonium Halides in the Presence of Metal Salts

  摘要：

  A simple efficient, stereoselective, and regioselective method for the synthesis of beta-chlorohydrins, beta-bromohydrins, and beta-iodohydrins by the direct opening of 1,2-epoxides with the corresponding ammonium halide in acetonitrile, in the presence of metal salts. is described. This new method appears to be of general use and competitive with the other methods previously reported.

  DOI：

  10.1016/s0040-4020(01)92271-9

文献信息

• Effects of ring size on the reactions of cyclic olefins
  作者：J.G. Traynham、O.S. Pascual

  DOI：10.1016/s0040-4020(01)93183-7

  日期：1959.1

  methylenecycloalkanes (ring sizes C4 through C7) gave mixtures of chlorohydrins with abnormal orientation predominating with the 4- and 6-membered ring compounds. Addition of HOBr to these olefins gave 1-bromocycloalkylmethanols as the only bromohydrin product. Cycloalkanecarboxaldehyde, in amounts dependent on ring size, accompanied the formation of bromohydrin from olefin oxide and HBr solution.

  将HOCl加至亚甲基环烷烃（环尺寸为C 4至C 7）得到具有异常取向的氯代醇混合物，其主要以4-和6-元环化合物为主。将HOBr加到这些烯烃中，得到1-溴环烷基甲醇作为唯一的溴代醇产物。环烷烃甲醛的量取决于环的大小，并伴随着由环氧烷和HBr溶液形成溴代醇的形成。
• Monohalomethyllithium XCH2Li: stabilization of a potential synthetic reagent
  作者：R. Tarhouni、B. Kirschleger、M. Rambaud、J. Villieras

  DOI：10.1016/s0040-4039(01)80040-x

  日期：1984.1
• Ionic Liquid as Reagent. A Green Procedure for the Regioselective Conversion of Epoxides to <i>V</i><i>icinal</i>-Halohydrins Using [AcMIm]X under Catalyst- and Solvent-Free Conditions
  作者：Brindaban C. Ranu、Subhash Banerjee

  DOI：10.1021/jo0500885

  日期：2005.5.1

  A variety of structurally diverse epoxides undergo facile cleavages by ionic liquid, [AcMIm]X without any catalyst and solvent to produce the corresponding vicinal halohydrins in high yields. The cleavages are considerably fast and highly regioselective.
• Villieras, J.; Kirschleger, B.; Tarhouni, R., Bulletin de la Societe Chimique de France, 1986, # 3, p. 470 - 478
  作者：Villieras, J.、Kirschleger, B.、Tarhouni, R.、Rambaud, M.

  DOI：——

  日期：——
• Gudkova,A.S. et al., Doklady Chemistry, 1973, vol. 210, p. 415 - 417
  作者：Gudkova,A.S. et al.

  DOI：——

  日期：——