2-chlorohexan-1-ol | 63216-75-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 2-chlorohexan-1-ol
• 英文别名: 2-chloro-hexan-1-ol；2-Chlor-hexan-1-ol；2-Chlor-1-hydroxy-hexan；2-Chlorhexan-1-ol
• CAS: 63216-75-1
• 化学式: C₆H₁₃ClO
• 分子量: 136.622
• InChiKey: IJEAXCYIMJMBHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• 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

• 作为反应物：
  描述：

  2-chlorohexan-1-ol 在 potassium dichromate 、 硫酸 作用下， 生成 2-chlorohexanoic acid
  参考文献：
  名称：

  The Reaction of Chromyl Chloride with Olefins¹

  摘要：

  DOI：

  10.1021/ja01166a005
• 作为产物：
  描述：

  丁基环氧乙烷 在 2,3-二(三甲基硅基)-1-丙烯 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以55%的产率得到2-chlorohexan-1-ol
  参考文献：
  名称：

  Regioselective Opening of Terminal Epoxides with 2-(Trialkylsilyl)allyl Organometallic Reagents

  摘要：

  Terminal epoxides react with 2-(trialkylsilyl)allyl organometallics (Sn, Si, Li, Cu) with varying degrees of efficiency depending upon the nature of the epoxide. The combination of [2-(trimethylsilyl)allyl]tributylstannane (4) and EtAlCl(2) is optimum and provides 1-substituted 4-(trimethylsilyl)-4-penten-1-ol products in good yield.

  DOI：

  10.1021/jo00094a026

文献信息

• Regioselective synthesis of <i>vic</i>-halo alcohols and symmetrical or unsymmetrical <i>vic</i>-dihalides from epoxides using triphenylphosphine – <i>N</i>-halo imides
  作者：Nasser Iranpoor、Habib Firouzabadi、Roya Azadi、Farzaneh Ebrahimzadeh

  DOI：10.1139/v05-261

  日期：2006.1.1

  A simple, novel, and highly regioselective cleavage of epoxides into vicinal halo alcohols and symmetrical or unsymmetrical dihalides is described using different stoichiometries of triphenylphosphine (PPh₃) and N-halo succinimide (NXS) or N-halo saccharine (NXSac).Key words: N-halo succinimide (NXS), N-halo saccharine (NXSac), triphenylphosphine (PPh₃), epoxide, vic-halo alcohol, symmetrical dihalide, unsymmetrical dihalide.

  一种简单、新颖且高选择性的环氧化物裂解方法被描述为利用三苯基膦（PPh3）和N-卤代琥珀酰亚胺（NXS）或N-卤代糖精（NXSac）的不同化学计量比来制备邻卤代醇和对称或非对称二卤代物。关键词：N-卤代琥珀酰亚胺（NXS）、N-卤代糖精（NXSac）、三苯基膦（PPh3）、环氧化物、邻卤代醇、对称二卤代物、非对称二卤代物。
• POLYVINYLPYRROLIDONE/THIONYL CHLORIDE AS A NEW POLYMERIC REAGENT FOR FACILE CONVERSION OF EPOXIDES TO β-CHLOROHYDRINS
  作者：Bahman Tamami、Iraj Ghazi、Hossein Mahdavi

  DOI：10.1081/scc-120015389

  日期：2002.1.1

  ABSTRACT Epoxides undergo rapid ring opening with cross-linked polyvinylpyrrolidone/thionyl chloride complex, under mild reaction condition to afford chlorohydrins in high yields.

  摘要 环氧化物与交联的聚乙烯吡咯烷酮/亚硫酰氯络合物在温和的反应条件下快速开环，以高产率得到氯醇。
• Iron(III) Trifluoroacetate as an Efficient Catalyst for Solvolytic and Nonsolvolytic Nucleophilic Ring Opening of Epoxides
  作者：Nasser Iranpoor、Hadi Adibi

  DOI：10.1246/bcsj.73.675

  日期：2000.3

  Iron(III) trifluoroacetate was used as an efficient and nonhygroscopic catalyst for the alcoholysis, hydrolysis, and acetolysis of epoxides. The addition of chloride, bromide, iodide, and nitrate ions to epoxides to produce the corresponding 2-halo and 2-nitratoalkanols and also the conversion of epoxides to acetonides and thiiranes were also performed efficiently in the presence of this catalyst.

  三氟乙酸铁（III）被用作一种高效且不吸湿的催化剂，用于环氧化物的醇解、水解和乙酰分解。在该催化剂的作用下，氯离子、溴离子、碘离子和硝酸根离子与环氧化物的加成反应可生成相应的 2-卤代烷醇和 2-硝基烷醇，环氧化物与丙酮和硫代烷烃的转化反应也可高效进行。
• 1,2-Ferrocenediylazaphosphinines2: A New Class of Nucleophilic Catalysts for Ring-Opening of Epoxides
  作者：Tae-Jeong Kim、Seung Hwan Paek、Sang Chul Shim、Chan Sik Cho

  DOI：10.1055/s-2003-38758

  日期：——

  1,2-Ferrocenediylazaphosphinines (1a-c) have been successfully employed as a new class of nucleophilic catalysts for ring-opening of a range of epoxides, their catalytic efficiency in terms of regioselectivity as well as chemical yield comparing well with the existing catalysts in the literature. In contrast, low enantiomeric excesses have been obtained from the reactions of meso-epoxides catalyzed by (R)-1.

  1,2-二茂铁基氮杂膦 (1a-c) 已被成功用作一种新型亲核催化剂，用于一系列环氧化物的开环反应，其催化效率在区域选择性和化学收率方面均优于文献中现有的催化剂。相比之下，(R)-1 催化的介环氧化物反应的对映体过量率较低。
• METHOD FOR PRODUCING CYCLOPENTYL ALKYL ETHER COMPOUND
  申请人：ZEON CORPORATION

  公开号：US20170217862A1

  公开（公告）日：2017-08-03

  The present invention is a method for producing a cyclopentyl alkyl ether compound comprising reacting substituted or unsubstituted cyclopentene with an alcohol compound represented by a formula (2): R 1 OH in the presence of an acidic zeolite, the cyclopentyl alkyl ether compound being represented by a formula (1): R 1 —O—R 2 , wherein R 1 represents a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, and R 2 represents a substituted or unsubstituted cyclopentyl group. The present invention provides a method that can produce a cyclopentyl alkyl ether with high reaction efficiency through a liquid-phase reaction even when the raw material feed rate (amount) is increased.

  本发明涉及一种制备环戊基烷基醚化合物的方法，包括在酸性沸石的存在下，将取代或未取代的环戊烯与式（2）表示的醇化合物（R1OH）反应，所述环戊基烷基醚化合物由式（1）表示：R1-O-R2，其中R1表示具有1到10个碳原子的取代或未取代的烷基或具有3到8个碳原子的取代或未取代的环烷基，R2表示取代或未取代的环戊基。本发明提供了一种方法，即使原料进料速率（量）增加，也可以通过液相反应高效地生产环戊基烷基醚。