undec-4-yn-3-ol | 91295-77-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: undec-4-yn-3-ol
• 英文别名: 4-Undecyn-3-ol
• CAS: 91295-77-1
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: DWQXAHIKMKJKDA-UHFFFAOYSA-N

物化性质

• 熔点：
  10.3°C (estimate)
• 沸点：
  267.24°C (rough estimate)
• 密度：
  0.8554 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  undec-4-yn-3-ol 在 D₂N-(CH₂)3-ND₂-sodium salt 2.D₂O 作用下， 生成 4,4,5,5,6,6,7,7,8,8,9,9,11-tridecadeuterioundec-10-yn-3-ol
  参考文献：
  名称：

  Perdeuteration and selective deuteration of alkynols by isomerization of triple bonds using N-deuterated reagents

  摘要：

  DOI：

  10.1021/jo00193a026
• 作为产物：
  描述：

  丙醛 、 alkaline earth salt of/the/ methylsulfuric acid 生成 undec-4-yn-3-ol
  参考文献：
  名称：

  Forest change monitoring of a remote biosphere reserve

  摘要：

  A forest monitoring framework using Universal Transverse Mercator (UTM) grid cells to report forest change estimates derived from time-series satellite imagery was established for the Maya Biosphere Reserve (MBR) in northern Guatemala. Five dates of Landsat Thematic Mapper imagery were acquired and digitally processed to quantify forest change for four lime periods: 1986 to 1990, 1990 to 1993, 1993 to 1995, and 1995 to 1997. Time-series change estimates are reported for 215 UTM grid cells approximately 100 km(2) each. For the period 1990 to 1997, after the designation of the MBR, the percentage of grid cells with detectable annual forest clearing increased from 38% (1990-93) to 41% (1993-95) and 45% (1995-97). Prior to the establishment of the MBR (1986-90), none of the grid cells exhibited greater than 4.0% annual forest clearing. However in the next three time periods, 7.0%, 8.8% and 9.3% of the grid cells had clearing rates exceeding 4.0% per year. The accuracy of detecting forest clearing was 86.5% over all time periods (Kappa 0.82). Estimates of forest change and user's and producer's accuracy are reported for each time period between 1990 and 1997. The time-series forest change and spatial arrangement of grid locations indicate hot spots where rates and trends of agricultural expansion can be monitored. The baseline survey and the establishment of the UTM grid network to localize forest change estimates provides a framework for future satellite estimates of forest and land cover conversion to be monitored through time. The UTM grid is proposed as the first level in a multi-level ecological monitoring system for the Maya Biosphere Reserve where there are few permanent landmarks in the remote forest region.

  DOI：

  10.1080/01431160117141

文献信息

• Catalytic Access to Functionalized Allylic <i>gem</i> ‐Difluorides via Fluorinative Meyer–Schuster‐Like Rearrangement
  作者：Lihao Liao、Rui An、Huimin Li、Yang Xu、Jin‐Ji Wu、Xiaodan Zhao

  DOI：10.1002/anie.202003897

  日期：2020.6.26

  functionalized allylic gem‐difluorides via catalytic fluorinative Meyer–Schuster‐like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low‐cost B–F reagents and electrophilic reagents by sulfide catalysis. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem‐difluorides that were difficult to access by other methods were

  公开了一种前所未有的方法，可通过催化氟化的Meyer-Schuster型重排有效合成功能化的烯丙基二氟化物。这种转变是通过容易获得的炔丙基氟化物，低成本的B-F试剂和通过硫化物催化的亲电试剂进行的。一系列具有广泛功能基团的物质容易生产出一系列碘化，溴化和三氟甲基硫醇化的烯丙基二氟化物。重要的是，获得的碘化产物可以掺入不同的药物和天然产物中，也可以方便地转化为许多其他有价值的宝石-二氟烷基分子。机理研究表明，该反应是通过炔烃的区域选择性氟化反应，然后进行正式的1，
• Nickel-catalyzed reductive defluorination of iodo allylic <i>gem</i>-difluorides: allenyl monofluoride synthesis
  作者：Yiming You、Jiayue Wu、Lixin Yang、Tao Wu

  DOI：10.1039/d1cc06457f

  日期：——

  a potential fluorinated synthon, there have been only limited reports on fluorinated allene synthesis and applications due to concerns about their stability. Here, we developed a nickel-catalyzed reductive defluorination of iodo allyl gem-difluorides to afford allenyl monofluorides under mild conditions with good functional group tolerance, which were easily converted to other C–F bond compounds, such

  作为一种潜在的氟化合成子，由于担心其稳定性，关于氟化丙二烯合成和应用的报道有限。在这里，我们开发了一种镍催化的碘代烯丙基二氟化物的还原脱氟方法，在温和的条件下得到具有良好官能团耐受性的烯基单氟化物，这些化合物很容易转化为其他 C-F 键化合物，例如烷基和烯基氟。初步机理研究表明，单氟丙二烯是通过 β-F 消除将 C-I 键氧化加成到镍（0）催化剂上的烯基 C-Ni 中间体而产生的，而锌使催化剂再生并关闭催化循环。
• An Amine-Assisted Ionic Monohydride Mechanism Enables Selective Alkyne <i>cis</i>-Semihydrogenation with Ethanol: From Elementary Steps to Catalysis
  作者：Zhidao Huang、Yulei Wang、Xuebing Leng、Zheng Huang

  DOI：10.1021/jacs.1c01472

  日期：2021.3.31

  protonolysis of the Ir–C(vinyl) bond. Instead, mechanistic data are consistent with an anion-involved alcoholysis pathway involving ionization of (NCP)IrCl(vinyl) via EtOH-for-Cl substitution and reversible protonation of Cl– ion with an Ir(III)-bound EtOH, followed by β-H elimination of the ethoxy ligand and C(vinyl)–H reductive elimination. The use of an amine is key to the monohydride mechanism by promoting

  Z-烯烃在炔烃半加氢反应中的选择性合成取决于催化剂对起始原料和产物的反应性差异。在这里，我们报告了通过配位诱导的离子一氢化物机制用乙醇对炔烃进行Z选择性半氢化。EtOH 配位驱动的 Cl –在钳形 Ir(III) 氢氯化物络合物 (NCP)IrHCl ( 1 ) 中解离形成阳离子一氢化物，[(NCP)IrH(EtOH)] + Cl –，它选择性地与炔烃反应相应的Z-烯烃，从而克服竞争性热力学主导烯烃Z - E异构化和过度还原。然而，建立催化循环的挑战在于醇解步骤；炔烃插入产物 (NCP)IrCl(乙烯基) 与 EtOH 的反应确实发生，但非常缓慢。令人惊讶的是，醇解不是通过 Ir-C（乙烯基）键的直接质子分解进行的。相反，机理数据与涉及阴离子的醇解途径一致，包括 (NCP)IrCl(vinyl) 通过 EtOH-for-Cl 取代电离和 Cl -离子与 Ir(III) 结合的 EtOH 的可逆质子化，然后是
• A Palladium Nanoparticle-Nanomicelle Combination for the Stereoselective Semihydrogenation of Alkynes in Water at Room Temperature
  作者：Eric D. Slack、Christopher M. Gabriel、Bruce H. Lipshutz

  DOI：10.1002/anie.201407723

  日期：2014.12.15

  The addition of NaBH4 to Pd(OAc)2 in water containing nanomicelles leads to the generation of H2 and Pd nanoparticles. Subsequent reduction of disubstituted alkynes affords Z‐alkenes in high yields. These reactions are general, take place in water at ambient temperatures, and offer recycling of the aqueous reaction mixture along with low overall E Factors.

  在含有纳米胶束的水中将NaBH 4 添加到Pd(OAc) 2导致H 2和Pd纳米颗粒的产生。随后二取代炔烃的还原以高产率提供Z-烯烃。这些反应是一般的，在环境温度下在水中发生，并且提供水性反应混合物的循环以及低的总 E 因子。
• Iridium-catalyzed [2+2+2] cycloaddition of α,ω-diynes with alkynyl ketones and alkynyl esters
  作者：Toru Hashimoto、Arisa Okabe、Takeshi Mizuno、Mao Izawa、Ryo Takeuchi

  DOI：10.1016/j.tet.2014.09.038

  日期：2014.11

  We found that the combination of [Ir(cod)Cl]2 and rac-BINAP served as an efficient catalyst for the [2+2+2] cycloaddition of 2,7-nonadiyne derivatives and related compounds with alkynyl ketones and alkynyl esters. The corresponding products were obtained in high yields under mild reaction conditions.

  我们发现[Ir（cod）Cl] 2和rac -BINAP的组合可作为有效的催化剂，用于2,7-壬二炔衍生物和相关化合物与炔基酮和炔基酯的[2 + 2 + 2]环加成。在温和的反应条件下，以高收率获得了相应的产物。