cis-1,2-epoxycyclododecane | 1502-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: cis-1,2-epoxycyclododecane
• 英文别名: 13-oxa-bicyclo[10.1.0]-tridecane；cis-cyclododecane epoxide；cis-cyclododecene oxide；1,2-epoxycyclododecane；(1r,12c)-13-oxa-bicyclo[10.1.0]tridecane；(1r,12c)-13-Oxa-bicyclo[10.1.0]tridecan；(1S,12R)-13-oxabicyclo[10.1.0]tridecane
• CAS: 1502-29-0
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: VLJLXEKIAALSJE-TXEJJXNPSA-N

物化性质

• 沸点：
  130-133 °C(Press: 15 Torr)
• 密度：
  0.9603 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cis-1,2-epoxycyclododecane 在 lithium iodide 作用下， 反应 3.0h， 以96%的产率得到环十二酮
  参考文献：
  名称：

  Zakharkin, L. I.; Guseva, V. V.; Kamernitskii, D. A., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 7.2, p. 1291 - 1294

  摘要：

  DOI：
• 作为产物：
  描述：

  反,反,反-1,5,9-环十二烷基三烯 在 镍 叔丁基过氧化氢 、 hexacarbonyl molybdenum 、 氢气 作用下， 以 乙醇 、 苯 为溶剂， 20.0~80.0 ℃ 、5.07 MPa 条件下， 反应 22.0h， 生成 cis-1,2-epoxycyclododecane
  参考文献：
  名称：

  Zakharkin, L. I.; Guseva, V. V.; Kamernitskii, D. A., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 7.2, p. 1291 - 1294

  摘要：

  DOI：

文献信息

• Acrylonitrile Derivatives from Epoxide and Carbon Monoxide Reagents
  申请人：Novomer, Inc.

  公开号：US20190002400A1

  公开（公告）日：2019-01-03

  The present invention is directed to reactor systems and processes for producing acrylonitrile and acrylonitrile derivatives. In preferred embodiments of the present invention, the processes comprise the following steps: introducing an epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet; contacting the epoxide reagent and carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate; polymerizing the beta-lactone intermediate with an initiator in the presence of a metal cation to produce a polylactone product; heating the polylactone product under thermolysis conditions to produce an organic acid product; optionally esterifying the organic acid product to produce one or more ester products; and reacting the organic acid product and/or ester product with an ammonia reagent under ammoxidation conditions to produce an acrylonitrile product.

  本发明涉及反应器系统和生产丙烯腈及丙烯腈衍生物的工艺。在本发明的优选实施例中，该工艺包括以下步骤：将环氧试剂和一氧化碳试剂通过至少一个进料流入口引入至至少一个反应釜中；将环氧试剂和一氧化碳试剂与羰基化催化剂接触以产生β-内酯中间体；在金属阳离子存在下，将β-内酯中间体与引发剂聚合以产生聚内酯产品；在热解条件下加热聚内酯产品以产生有机酸产品；可选择酯化有机酸产品以产生一个或多个酯产品；并将有机酸产品和/或酯产品与氨试剂在氨氧化条件下反应以产生丙烯腈产品。
• Switching the reaction pathways of electrochemically generated β-haloalkoxysulfonium ions – synthesis of halohydrins and epoxides
  作者：Akihiro Shimizu、Ryutaro Hayashi、Yosuke Ashikari、Toshiki Nokami、Jun-ichi Yoshida

  DOI：10.3762/bjoc.11.27

  日期：——

  β-Haloalkoxysulfonium ions generated by the reaction of electrogenerated Br⁺ and I⁺ ions stabilized by dimethyl sulfoxide (DMSO) reacted with sodium hydroxide and sodium methoxide to give the corresponding halohydrins and epoxides, respectively, whereas the treatment with triethylamine gave α-halocarbonyl compounds.

  β-卤代烷氧基磺鎓离子由电化学生成的Br⁺和I⁺离子与二甲基亚砜（DMSO）稳定后，与氢氧化钠和甲氧基钠反应，分别生成相应的卤水合物和环氧化物，而与三乙胺处理则生成α-卤代羰基化合物。
• REDUCTION OF ORGANIC COMPOUNDS WITH LOW-VALENT NIOBIUM (NbCl₅/NaAlH₄)
  作者：Mitsuyoshi Sato、Koichiro Oshima

  DOI：10.1246/cl.1982.157

  日期：1982.2.5

  Carbonyl compounds have been deoxygenatively dimerized to alkenes with the title reagent. Deoxygenation of epoxides to alkenes, reductive coupling of allylic and benzylic alcohols to hydrocarbons, and reduction of alkynes to alkenes are also described.

  羰基化合物已用标题试剂脱氧二聚成烯烃。还描述了环氧化物脱氧成烯烃、烯丙醇和苯甲醇还原偶联成烃以及炔烃还原成烯烃。
• The Reductive Conversion of Some Cyclic and Acyclicvic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride
  作者：Vladimir Andrejevi?、Mira Bjelakovi?、Milan M. Mihailovi?、Mihailo Lj. Mihailovi?

  DOI：10.1002/hlca.19850680727

  日期：1985.11.13

  Unsubstituted medium-ring 1,2-epoxycycloalkanes and certain vic-epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH4 alone is used as reducing agent. However, the combination of LiAlH4 and AlCl3, in a 2:1 molar ratio (with respect to 1 mol-equiv. of epoxide) used in refluxing Et2O, greatly enhances these reductions, rendering them of interest for practical purposes.

  未取代的介质环-1,2- epoxycycloalkanes和某些VIC -epoxyalkanes被时的LiAlH非常缓慢地还原成相应的醇4单独用作还原剂。但是，用于回流Et 2 O的摩尔比为2：1的LiAlH 4和AlCl 3的组合（相对于1摩尔当量的环氧化物）极大地提高了这些还原率，使它们成为实用目的。
• Microwave-Assisted Isomerizations of Epoxides to Allylic Alcohols
  作者：Gabriella Barozzino-Consiglio、Alessandro Mordini

  DOI：10.2174/1570178615666180215145359

  日期：2018.4.12

  The present work reports a study on the isomerization reactions of several alkyl epoxides to the corresponding allylic alcohols or bicyclic alcohols under microwave irradiation. The reaction occurred in the presence of lithium diisopropylamide as a base and different experimental conditions in terms of solvent, amount of the base, times and temperatures. The traditional heating with an oil-bath and

  本工作报告了在微波辐射下几种烷基环氧化物与相应的烯丙基醇或双环醇的异构化反应的研究。该反应在二异丙基氨基化锂作为碱的存在下以及在溶剂，碱的量，时间和温度方面的不同实验条件下发生。与微波加热相比，使用油浴的传统加热以及使用替代的有机金属碱（如Lochmann-Schlosser碱）已得到进一步的发展。获得的结果表明，使用微波辐射促进环氧化物的异构化可以得到一系列合成上有用的产品，其中取决于起始底物，其中烯丙基醇和双环醇。