3-羟基壬酸 | 40165-87-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 3-羟基壬酸
• 英文名称: β-hydroxynonanoic acid
• 英文别名: (+/-)-3-hydroxynonanoic acid；3-hydroxypelargonic acid；3-hydroxynonanoic acid；(+/-)-3-hydroxy-nonanoic acid；(+/-)-3-Hydroxy-nonansaeure
• CAS: 40165-87-5
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: XBUXARJOYUQNTC-UHFFFAOYSA-N

物化性质

• 熔点：
  57-59 °C
• 沸点：
  303.2±25.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿：；乙醇：；甲醇：
• LogP：
  1.783 (est)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P330,P363,P501
• 危险性描述：
  H302,H312,H332

反应信息

• 作为反应物：
  描述：

  3-羟基壬酸 在 palladium dihydroxide 三氟甲磺酸三甲基硅酯 、 氢气 、 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 (3S*,5S*)-3,5-dihydroxyundecane
  参考文献：
  名称：

  Anti-1,3-diols by Addition of Dialkylzinc Reagents to 4-Acetoxy-1,3-dioxanes

  摘要：

  Dialkylzincs couple with 4-acetoxy-6-alkyl-1,3-dioxanes in the presence of trimethylsilyl triflate (TMSOTf) to form trans-4,6-dialkyl-1,3-dioxanes with excellent diastereoselectivities. These dioxanes could be deprotected to yield anti-1,3-diols. A variety of functional groups are tolerated in the dialkylzinc, although silyl and benzyl ethers led to diminished diastereoselectivities. Substituents at the C5-position of the dioxane ring have little effect on the selectivity, while small C2 (acetal) substituents led to slightly reduced diastereoselectivity. These couplings work best with cyclic acetals, which can be difficult to hydrolyze. The 4-(benzyloxy)butanal (BOB) acetal has been developed as a new cyclic acetal protecting group that is compatible with dialkylzinc coupling reactions. BOB protecting groups are easily removed by catalytic hydrogenation followed by mild acid hydrolysis.

  DOI：

  10.1021/jo982264y
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium amalgam 作用下， 生成 3-羟基壬酸
  参考文献：
  名称：

  Asano, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1924, # 504, p. 8

  摘要：

  DOI：

文献信息

• Catalyst composition for hydrogenation and method for hydrogenation using the same
  申请人：Asahi Kasei Chemicals Corporation

  公开号：US10016749B2

  公开（公告）日：2018-07-10

  A catalyst composition for hydrogenation including (A) to (D), in which a mass ratio ((C)/(A)) is 0.1 to 4.0 and a mass ratio ((D)/(A)) is 0.01 to 1.00, (A): a titanocene compound represented by formula (1), (wherein R5 and R6 are any group selected from hydrogen, a hydrocarbon group having 1 to 12 carbon atoms, an aryloxy group, an alkoxy group, a halogen group, and a carbonyl group. R1 and R2 are any group selected from the group consisting of hydrogen and a hydrocarbon group having 1 to 12 carbon atoms, and R1 and R2 are not all hydrogen atoms or all a hydrocarbon group having 1 to 12 carbon atoms), (B): a reductant formed from a compound containing an element selected from the elements Li, Na, K, Mg, Zn, Al, and Ca, (C): an unsaturated compound having a molecular weight of 400 or less, and (D): a polar compound.

  一种用于加氢的催化剂组合物，包括(A)至(D)，其中质量比((C)/(A))为0.1至4.0，质量比((D)/(A))为0.01至1.00， (A)：由公式(1)表示的钛环戊二烯基化合物， （其中R5和R6是从氢、具有1至12个碳原子的烃基、芳氧基、烷氧基、卤素基和羰基中选择的任何基团。R1和R2是从氢和具有1至12个碳原子的烃基组成的组中选择的任何基团，且R1和R2不全是氢原子或全部为具有1至12个碳原子的烃基）， (B)：由含有选自Li、Na、K、Mg、Zn、Al和Ca元素的化合物的还原剂形成， (C)：分子量400或以下的非饱和化合物，以及 (D)：极性化合物。
• Catalytic oxidation of olefins and alcohols with hydrogen peroxide in a two-phase system giving mono- and dicarboxylic acids
  作者：Z. P. Pai、A. G. Tolstikov、P. V. Berdnikova、G. N. Kustova、T. B. Khlebnikova、N. V. Selivanova、A. B. Shangina、V. G. Kostrovskii

  DOI：10.1007/s11172-006-0047-z

  日期：2005.8

  The present study considered the influence of various factors on the catalytic activity of systems based on a combination of tetrakis(oxodiperoxotungsto)phosphate(3−) with quaternary ammonium cations, for example, with methyltri-n-octylammonium [Me(n-C8H17)3N]+. The catalysts were tested in oxidation of cycloolefins (cyclohexene and cyclooctene), alcohols (octan-1-ol and phenylmethanol), and unsaturated

  本研究考虑了各种因素对基于四（氧代二过氧钨）磷酸盐（3-）与季铵阳离子（例如，与甲基三正辛基铵 [Me(n-C8H17) 3N]+。该催化剂在环烯烃（环己烯和环辛烯）、醇类（辛烷-1-醇和苯甲醇）和不饱和脂肪酸（顺式 9-十八碳烯酸和 12-羟基-9Z-十八碳烯酸）与 30% 氢的氧化中进行了测试过氧化物溶液。这些反应在温和条件（大气压，80-90°C）下进行，得到羧酸。催化系统通过振动（红外和拉曼）光谱表征。研究了由各种前体形成的系统状态，即多金属氧酸盐和相转移催化剂。首次证明过氧配合物的结构形成取决于所用季铵盐的卤化物阴离子的性质。确定了各个催化配合物的熔点。找到了氧化的最佳条件。
• Methods of making intermediates from polyhydroxyalkanoates
  申请人：——

  公开号：US20030144551A1

  公开（公告）日：2003-07-31

  Methods of forming intermediates from PHAs are disclosed.

  从PHA中形成中间体的方法已被披露。
• Scalable, sustainable and catalyst-free continuous flow ozonolysis of fatty acids
  作者：Ranjit S. Atapalkar、Paresh R. Athawale、D. Srinivasa Reddy、Amol A. Kulkarni

  DOI：10.1039/d0gc04021e

  日期：——

  A simple and efficient catalyst-free protocol for continuous flow synthesis of azelaic acid is developed from the renewable feedstock oleic acid. An ozone and oxygen mixture was used as the reagent for oxidative cleavage of double bond without using any metal catalyst or terminal oxidant. The target product was scaled up to more than 100 g with 86% yield in a white powder form. Complete recycling and

  从可再生原料油酸开发了一种简单有效的无催化剂连续流合成壬二酸的方法。臭氧和氧气的混合物用作双键氧化裂解的试剂，而无需使用任何金属催化剂或末端氧化剂。目标产物以白色粉末形式按比例放大至超过100 g，收率86％。建立了溶剂的完全回收和再利用的方法，使其成为一种绿色方法。该方法具有很高的能源效率，并且化学足迹很小。该方法已通过四种脂肪酸的成功测试，使其成为可从可再生资源中获得增值的多功能平台。
• ANTIMICROBIAL AGENT
  申请人：Kanatani Shuji

  公开号：US20150005378A1

  公开（公告）日：2015-01-01

  [Problem] To provide a novel antimicrobial agent that has excellent antimicrobial activity and which is prepared from an ester composed of propanediol and a β-hydroxycarboxylic acid. [Solution] An antimicrobial agent which is prepared from a propanediol mono-β-hydroxycarboxylic acid ester expressed by the following formula (1) or formula (2) (wherein R 1 and R 2 are both branched or unbranched, and saturated or unsaturated alkyl groups having 5 to 9 carbon atoms).

  提供一种新型抗菌剂，具有优异的抗菌活性，由丙二醇和β-羟基羧酸组成的酯制备而成。从以下公式（1）或公式（2）表示的丙二醇单β-羟基羧酸酯制备的抗菌剂（其中R1和R2均为分支或非分支，饱和或不饱和的烷基，具有5至9个碳原子）。