3-庚炔酸 | 59862-93-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-庚炔酸
• 英文名称: 3-heptynoic acid
• 英文别名: hept-3-ynoic acid
• CAS: 59862-93-0
• 化学式: C₇H₁₀O₂
• mdl: MFCD18975103
• 分子量: 126.155
• InChiKey: CVEHSFVOOYBVIX-UHFFFAOYSA-N

物化性质

• 熔点：
  -3.32°C (estimate)
• 沸点：
  271.43°C (rough estimate)
• 密度：
  1.0668 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-庚炔酸 在 silver nitrate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以58%的产率得到5-propylfuran-2(3H)-one
  参考文献：
  名称：

  Enantioselective Brønsted Acid-Catalyzed N-Acyliminium Cyclization Cascades

  摘要：

  An enantioselective Bronsted acid-catalyzed N-acyliminium cyclization cascade of tryptamines with enol lactones to form architecturally complex heterocycles in high enantiomeric excess has been developed. The reaction is technically simple to perform as well as atom-efficient and may be coupled to a gold(1)-catalyzed cycloisomerization of alkynoic acids whereby the key enol lactone reaction partner is generated in situ. Employing up to 10 mol% bulky chiral phosphoric acid catalysts in boiling toluene allowed the product materials to be generated in good overall yields (63-99%) and high enantioselectivities (72-99% ee). With doubly substituted enol lactones, high diastereo- and enantioselectivities were obtained, thus providing a new example of a dynamic kinetic asymmetric cyclization reaction.

  DOI：

  10.1021/ja9024885
• 作为产物：
  描述：

  3-庚炔-1-醇 在 Jones reagent 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以56%的产率得到3-庚炔酸
  参考文献：
  名称：

  使用超分子催化剂对内部炔烃进行串联区域选择性加氢甲酰化加氢

  摘要：

  基于通过引入吸电子基团提高膦配体的π-受体能力的策略，设计了具有酰基胍基功能的新的超分子配体。通过应用这种新颖的催化系统，发现了用羧酸官能化的不对称内部炔烃进行Rh催化加氢甲酰化-加氢的通用方案，可提供具有高区域选择性和化学选择性的脂族醛。对照实验证实了类似酶的超分子催化剂的作用方式。

  DOI：

  10.1002/anie.201809073

文献信息

• Method for producing carboxylic acid by alcohol oxidation
  申请人：——

  公开号：US20030045751A1

  公开（公告）日：2003-03-06

  The invention relates to a method for oxidizing primary amino alcohols, primary or secondary alkenols or alkinols into the corresponding acids or ketones. According to said method, a primary amino alcohol or a primary or secondary alkenol or alkinol is oxidized in the form of a substrate, in the presence of an equimolar quantity of periodate or a molar excess thereof in relation to the alcoholic hydroxy groups and catalytic quantities of dichromate or CrO 3 and in the presence of an acid in water, a water/solvent mixture or a solvent at a temperature of −20 ° C. to +50 ° C., to produce the corresponding acid or the corresponding ketone.

  该发明涉及一种将一级氨基醇、一级或二级烯醇或炔醇氧化为相应酸或酮的方法。根据该方法，在存在与醇羟基相对应的等摩尔量的高碘酸盐或其摩尔过量的情况下，将一级氨基醇或一级或二级烯醇或炔醇作为底物氧化，并在水中的酸、水/溶剂混合物或溶剂中，在温度为-20°C至+50°C的条件下，产生相应的酸或相应的酮。
• Manganese(iii)-mediated radical cyclisations for the (Z)-selective synthesis of exo-alkylidene pyrrolidinones and pyrrolidines
  作者：Harriet A. Keane、Wilfried Hess、Jonathan W. Burton

  DOI：10.1039/c2cc32382f

  日期：——

  The cyclisation of alkynyl amido- and amino-malonates in the presence of manganese(III) acetate gives exo-alkylidene pyrrolidinones and pyrrolidines with a preference for the (Z)-alkene product isomer.

  在乙酸锰（III）存在下，炔基酰胺基和氨基丙二酸酯的环化得到外亚烷基吡咯烷酮和吡咯烷，优选（Z）-烯烃产物异构体。
• Method for producing anellated tetrahydro-{1h}-triazoles
  申请人：——

  公开号：US20040097728A1

  公开（公告）日：2004-05-20

  The present invention relates to a process for preparing fused tetrahydro-[ 1 H]-triazoles of the formula I 1 where the variables R a , Z, Z 1 , X, W, n and Q are as defined in claim 1, by cyclization of compounds of the formula II 2 where R is C(X)OR 2 or C(X)SR 2 , where X is oxygen or sulfur, and R 2 is as defined in claim 1, in the presence of a base. The invention also relates to compounds of the formula I where W is sulfur if Z is a methylene group optionally substituted by R a , and furthermore to compounds of the formula I where Q is a benzoxazole or benzothiazole radical, and to the use of these compounds as herbicides.

  本发明涉及一种制备公式I的熔融四氢咪唑的方法，其中变量Ra、Z、Z1、X、W、n和Q如权利要求1中定义，通过在碱存在下，将公式II的化合物环化得到，其中R为C(X)OR2或C(X)SR2，其中X为氧或硫，R2如权利要求1中定义。该发明还涉及公式I的化合物，其中如果Z是可选地由Ra取代的亚甲基基团，则W为硫，此外还涉及公式I的化合物，其中Q为苯并噁唑或苯并噻唑基团，并将这些化合物用作除草剂。
• Palladium(II)-Catalyzed Directed <i>anti-</i>Hydrochlorination of Unactivated Alkynes with HCl
  作者：Joseph Derosa、Annabelle L. Cantu、Mark N. Boulous、Miriam L. O’Duill、Joshua L. Turnbull、Zhen Liu、Daizy M. De La Torre、Keary M. Engle

  DOI：10.1021/jacs.7b00892

  日期：2017.4.12

  A regioselective anti-hydrochlorination of unactivated alkynes is reported. The reaction utilizes in situ generated HCl as the source of both the Cl- and H+ and is catalyzed by palladium(II) acetate, with loadings as low as 25 ppm. Removable picolinamide and 8-aminoquinoline bidentate directing groups are used to control the regioselectivity of the chloropalladation step and stabilize the resulting

  报道了未活化炔烃的区域选择性抗氢氯化作用。该反应利用原位生成的 HCl 作为 Cl- 和 H+ 的来源，并由乙酸钯 (II) 催化，负载量低至 25 ppm。可去除的吡啶甲酰胺和 8-氨基喹啉二齿导向基团用于控制氯钯化步骤的区域选择性，并稳定所得的链烯基钯 (II) 中间体，用于随后的原脱钯反应。该方法提供了以优异的产率和高区域选择性获得广泛的取代链烯基氯的途径。这种转化的产物通过 Stille 偶联成功衍生为多种三取代烯烃产物。进行了反应进程动力学分析，揭示了该催化过程的可能机制。
• ELECTROLYTIC SOLUTION, ELECTROCHEMICAL DEVICE, LITHIUM ION SECONDARY BATTERY, AND MODULE
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：US20200280096A1

  公开（公告）日：2020-09-03

  An electrolyte solution containing a compound represented by the following formula (1): wherein R 101 and R 102 are the same as or different from each other and are each a hydrogen atom, a fluorine atom, or an alkyl group optionally containing a fluorine atom; and R 103 is an alkyl group or an organic group containing an unsaturated carbon-carbon bond. Also disclosed is an electrochemical device and lithium ion secondary battery including the electrolyte solution, and a module including the electrochemical device or lithium ion secondary battery.

  一种电解质溶液，包含由以下化学式（1）表示的化合物：其中R101和R102彼此相同或不同，分别为氢原子、氟原子或含有氟原子的烷基基团；R103为烷基基团或含有不饱和碳-碳键的有机基团。还公开了包括该电解质溶液的电化学器件和锂离子二次电池，以及包括电化学器件或锂离子二次电池的模块。