caproate | 151-33-7

• 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: caproate
• 英文别名: methyl-5-pentanoate；hexanoate ion；caproate ion；hexanoate；δ-hexanoate；n-butylacetate
• CAS: 151-33-7
• 化学式: C₆H₁₁O₂
• 分子量: 115.152
• InChiKey: FUZZWVXGSFPDMH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  caproate 、 对甲苯磺酰氯 以 乙腈 为溶剂， 生成 (4-Methylphenyl)sulfonyl hexanoate
  参考文献：
  名称：

  Al-Lohedan, Hamad A., Journal of Chemical Research, Miniprint, 1991, # 8, p. 2066 - 2090

  摘要：

  DOI：
• 作为产物：
  描述：

  己酸 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.42h， 生成 caproate
  参考文献：
  名称：

  Lactones. 2. Enthalpies of hydrolysis, reduction, and formation of the C4-C13 monocyclic lactones. Strain energies and conformations

  摘要：

  The enthalpies of hydrolysis of the monocyclic lactones from gamma-butyrolactone to tridecanolactone were determined calorimetrically, and the acyclic ethyl esters having the same number of atoms were studied in the same fashion. The enthalpies of reduction of the lactones to the corresponding alpha,omega-alkanediols with lithium triethylborohydride also were determined. The enthalpies of formation of the lactones and the ethyl esters were derived from these data. They were converted to values for the gas phase by measuring the enthalpies of vaporization of ethyl esters and of lactones. In the cases of gamma-butyrolactone and delta-valerolactone, the enthalpies of formation were in good accord with the previously reported values determined via combustion calorimetry. The strain energies of the lactones were obtained via isodesmic reactions. Valerolactone had a strain energy of 11 kcal/mol, and the largest strain energy was found with octanolactone (13 kcal/mol). The conformations of gamma-butyrolactone and delta-valerolactone were studied via MP2/6-31G* geometry optimizations, and the conformations of the other lactones were studied with use of the molecular mechanics program MM3. The energies of the lactones estimated via molecular mechanics were compared with the experimental results.

  DOI：

  10.1021/ja00020a036
• 作为试剂：
  描述：

  丙醛 、 3-戊酮 在 Ti(OiPr)Cl3 magnesium chloride 、 溶剂黄146 、 sodium chloride 、 potassium carbonate 作用下， 以 caproate 、 水 为溶剂， 反应 3.0h， 以17%的产率得到3,4-diethyl-2,5-dimethyl-2-cyclopenten-1-one
  参考文献：
  名称：

  WO2006/51503

  摘要：

  公开号：

文献信息

• Direct Deamination of Primary Amines by Water To Produce Alcohols
  作者：Julia R. Khusnutdinova、Yehoshoa Ben-David、David Milstein

  DOI：10.1002/anie.201301000

  日期：2013.6.10

  Just add water! The title reaction is catalyzed by an acridine‐based pincer complex (1, see scheme). This one‐step transformation uses water as the only reagent in the absence of additional bases, oxidants, or reductants. Cyclization of 1,4‐diaminobutane and 1,6‐diaminohexane catalyzed by 1 leads to the formation of pyrrolidine and azepane, respectively.

  就加水！标题反应由基于a啶的钳夹复合物催化（1，参见方案）。在没有其他碱，氧化剂或还原剂的情况下，此一步转换将水用作唯一的试剂。被1催化的1,4-二氨基丁烷和1,6-二氨基己烷的环化反应分别形成吡咯烷和氮杂环庚烷。
• Polyphenolic Bioprecursors
  申请人：Delaire Sabine

  公开号：US20090215881A1

  公开（公告）日：2009-08-27

  Cosmetic and therapeutic, in particular dermatological bioprecursors have the formula [A] n —PP—[B] m wherein PP is a polyphenol radical in which each hydroxyl function is protected by a group A or a group B, A is a saturated or unsaturated, substituted or unsubstituted alkyl radical having 1 to 20 carbon atoms which is bonded to the polyphenol, n is an integer not less than 1, and B is a precursor of a biologically active molecule, which is also bonded to the polyphenol, and m is an integer also not less than 1.

  化妆品和治疗用途，特别是皮肤病学生物前体具有以下公式[A]n—PP—[B]m，其中PP是一个多酚基团，其中每个羟基功能都由基团A或基团B保护，A是一个饱和或不饱和的、取代或未取代的烷基基团，含有1至20个碳原子，与多酚结合，n是一个不小于1的整数，B是生物活性分子的前体，也与多酚结合，m也是一个不小于1的整数。
• Effect of Heteroatom Insertion at the Side Chain of 5-Alkyl-1<i>H</i>-tetrazoles on Their Properties as Catalysts for Ester Hydrolysis at Neutral pH
  作者：Santanu Bhattacharya、Praveen Kumar Vemula

  DOI：10.1021/jo050775w

  日期：2005.11.1

  ester-cleaving reagents. By first performing a detailed ab initio computational study, we found that, in the side chain of 5-alkyl-1H-tetrazoles, introduction of a heteroatom (e.g., N, O, or S at the α-position of the tetrazole ring) raises the charge on the tetrazole nucleus significantly. All calculations have been performed using restricted Hartree−Fock (RHF) and hybrid ab initio/DFT (B3LYP) methods employing

  在此，我们介绍四唑及其适当设计的衍生物作为有效的酯裂解剂。通过首先进行详细的从头算计算研究，我们发现，在5-烷基-1 H-四唑的侧链中，在四唑环的α位引入杂原子（例如，N，O或S） ）显着提高四唑核上的电荷。所有计算均使用受限的Hartree-Fock（RHF）和采用6-31G *和6-31 + G *基集的混合从头算/ DFT（B3LYP）方法执行。为了估计这些试剂的亲核性，已使用气相和水中的自然种群（NBO）分析计算了各种四唑衍生物的共轭碱基上的电荷。1 H的质子化自由能（fep）四唑衍生物（1 - 7），溶剂化自由能，Δ ģ水溶液，和相应的对ķ一个值已经通过自洽反应场计算（SCRF）方法施加极化连续模型（PCM）。由于计算表明杂原子的引入导致其去质子化的阴离子四唑形式的亲核性增强，因此已经合成了一系列5-取代的1 H-四唑衍生物。这些化合物确实催化了对硝基苯基磷酸二苯酯（PNPDPP
• A study on a primitive artificial esterase model: reactivity of a calix[4]resorcinarene bearing carboxyl groups
  作者：Giorgio Cevasco、Andrea Galatini、Necmettin Pirinççioğlu、Sergio Thea、Andrew Williams

  DOI：10.1002/poc.1371

  日期：2008.6

  The host molecule octacarboxymethyl calix[4]resorcinarene 1 catalyses the hydrolysis of substituted phenyl N-methylpyridinium-4-carboxylate esters 3a–f by complexation followed by intracomplex reaction via an anhydride intermediate. The reactivity in the presence of 1 is higher than that of the background at low pH; at high pH an inversion of reactivity occurs, the background becomes predominant since

  主体分子八羧甲基杯[4]间苯二芳烃1通过络合反应，然后通过酸酐中间体进行内复合反应，从而催化取代的N-甲基吡啶-4-羧酸苯基苯基酯3a-f的水解。在低pH条件下，存在1时的反应性高于背景。在高pH下会发生反应性反转，由于主体会抑制酯的水解，因此本底占主导地位。酯3a–f的反应性与主体络合的酚类氧的有效电荷几乎没有变化（-0.15单位），而碱性水解（-0.28单位）和模型戊二酸单芳基酯（-1.02单位）的水解却几乎没有变化。与在谷氨酸的情况下相比，在过渡态中对于主体1催化的负有效电荷较少，这归因于与由于本体溶剂中的水分子引起的络合物相比，络合物中的水分子具有更强的溶剂化作用。
• Manoalide analogs
  申请人：The Regents of the University of California

  公开号：US04952605A1

  公开（公告）日：1990-08-28

  Analogs of the marine natural product manoalide are useful in treating mammals, including humans, in need of a drug having analgesic/anti-inflammatory, immunosuppressive, and/or antiproliferative activity.

  海洋天然产物曼诺酰胺的类似物在治疗哺乳动物，包括人类中具有镇痛/抗炎、免疫抑制和/或抗增殖活性的药物需求方面非常有用。