1-环己基-1-丁醇 | 4352-42-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-环己基-1-丁醇
• 英文名称: (R)-1-cyclohexyl-1-butanol
• 英文别名: (-)-Cyclohexyl-propyl-carbinol；(1R)-1-cyclohexylbutan-1-ol
• CAS: 4352-42-5；106756-99-4；122441-22-9；62039-12-7
• 化学式: C₁₀H₂₀O
• 分子量: 156.268
• InChiKey: MTUCYAOJXPTLHZ-SNVBAGLBSA-N

物化性质

• 沸点：
  103-104°C 4mm
• 密度：
  0,902 g/cm3
• 闪点：
  108°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  3
• 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

安全信息

• TSCA：
  Yes
• 危险类别码：
  R36/37/38
• 安全说明：
  S26,S36/37/39

反应信息

• 作为产物：
  描述：

  Phthalic acid mono-(1-cyclohexyl-butyl) ester 在 sodium hydroxide 作用下， 生成 1-环己基-1-丁醇
  参考文献：
  名称：

  Asymmetric Reductions. VIII. the Action of the Grignard Reagent from (+)-1-Chloro-2-methylbutane on Cyclohexyl Alkyl Ketones¹

  摘要：

  DOI：

  10.1021/ja01489a029

文献信息

• A novel lipase enzyme panel exhibiting superior activity and selectivity over lipase B from Candida antarctica for the kinetic resolution of secondary alcohols
  作者：Maeve O’Neill、Denis Beecher、David Mangan、Andrew S. Rowan、Agnieszka Monte、Stefan Sroka、Jan Modregger、Bhupinder Hundle、Thomas S. Moody

  DOI：10.1016/j.tetasy.2012.03.013

  日期：2012.4

  A novel, commercially available lipase enzyme panel performing kinetic bioresolutions of a number of secondary alcohols is reported. The secondary alcohols that have been chosen are known from the literature to be particularly challenging substrates to resolve. Following initial screening, four co-solvents were investigated for each lead enzyme in an effort to assess their tolerance to common organic solvents. The superiority of these novel enzymes over lipase B from Candida antarctica (CALB) has been demonstrated. (C) 2012 Elsevier Ltd. All rights reserved.
• Catalytic enantioselective addition of organoaluminum reagents to aldehydes
  作者：Emilio Fernández-Mateos、Beatriz Maciá、Miguel Yus

  DOI：10.1016/j.tetasy.2012.05.007

  日期：2012.5

  An efficient catalyst for the asymmetric addition of organoaluminum reagents to aldehydes is presented. The system is based on a readily available binaphthyl derivative as a chiral ligand and an excess of titanium tetraisopropoxide. The asymmetric methylation, ethylation, and propylation of a wide variety of aromatic and aliphatic aldehydes proceeded with good yields and with high enantioselectivities in a simple one-pot procedure under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.
• Selective reductions. 45. Asymmetric reduction of prochiral ketones by iso-2-methyl-, iso-2-ethyl-, and [iso-2-[2-(benzyloxy)ethyl]apopinocampheyl]-tert-butylchloroboranes. Evidence for a major influence of the steric requirements of the 2-substituent on the efficiency of asymmetric reduction
  作者：Herbert C. Brown、P. Veeraraghavan Ramachandran

  DOI：10.1021/jo00280a013

  日期：1989.9
• Chiral allenylboronic esters: a practical reagent for enantioselective carbon-carbon bond formation
  作者：Ryuichi Haruta、Masaharu Ishiguro、Nobuo Ikeda、Hisashi Yamamoto

  DOI：10.1021/ja00390a052

  日期：1982.12
• Study of the enantioselectivity of the CAL-B-catalysed transesterification of α-substituted α-propylmethanols and α-substituted benzyl alcohols
  作者：Eduardo Garcı́a-Urdiales、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/s0957-4166(01)00532-8

  日期：2001.11

  A study of the enantioselectivity exhibited by the lipase B from Candida antarctica in the transesterification of different alpha-substituted alpha-propylmethanols with vinyl acetate is shown. The best results are obtained when the large-sized (L) substituent of the alcohol is either a phenyl group or more especially a cyclohexyl group, although the reaction rates are lower than when linear or slightly branched groups are present. It is also found that ramification at the beta-position of the L substituent has a deleterious effect on both lipase activity and enantioselectivity. Moreover, some alpha-substituted benzyl alcohols bearing medium-sized (M) substituents larger than an ethyl and smaller than a propyl group are resolved by means of this methodology with moderate-good enantioselectivities (E=46-57) and similar reaction rates. (C) 2002 Elsevier Science Ltd. All rights reserved.