Butyl-phosphonsaeure-monobutylester | 26086-20-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: Butyl-phosphonsaeure-monobutylester
• 英文别名: Butanphosphonsaurebutylester；butoxy(butyl)phosphinic acid
• CAS: 26086-20-4
• 化学式: C₈H₁₉O₃P
• 分子量: 194.211
• InChiKey: WCVSRFBEIOHADI-UHFFFAOYSA-N

物化性质

• 沸点：
  272.4±23.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Butyl-phosphonsaeure-monobutylester 在 甲醇 、 sodium 、 silver carbonate 作用下， 生成
  参考文献：
  名称：

  模拟脂质的磷基糖苷酶灭活剂作为治疗戈谢病的药理学伴侣

  摘要：

  戈谢病是最常见的溶酶体贮积症，是由 GBA 基因错义突变引起的，最终导致 GCase 活性缺陷，从而导致细胞葡萄糖神经酰胺过度积聚。在不同的治疗策略中，突变 GCase 的药理学陪伴代表了一种有吸引力的方法，它依赖于作为蛋白质稳定剂的有机小分子。在此，我们扩展了一类新的瞬时 GCase 灭活剂，其基于与一系列模拟脂质的磷基苷元连接的反应性 2-脱氧-2-氟-β- D-葡萄糖苷，这不仅提高了选择性和灭活能力效率，以及这些化合物在水介质中的稳定性。这一假设得到了动力学和细胞研究的进一步验证，证实了用这些药理伴侣治疗后戈谢细胞催化活性的恢复。

  DOI：

  10.1039/d1sc03831a
• 作为产物：
  描述：

  丁基磷酸二丁酯 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 生成 Butyl-phosphonsaeure-monobutylester
  参考文献：
  名称：

  模拟脂质的磷基糖苷酶灭活剂作为治疗戈谢病的药理学伴侣

  摘要：

  戈谢病是最常见的溶酶体贮积症，是由 GBA 基因错义突变引起的，最终导致 GCase 活性缺陷，从而导致细胞葡萄糖神经酰胺过度积聚。在不同的治疗策略中，突变 GCase 的药理学陪伴代表了一种有吸引力的方法，它依赖于作为蛋白质稳定剂的有机小分子。在此，我们扩展了一类新的瞬时 GCase 灭活剂，其基于与一系列模拟脂质的磷基苷元连接的反应性 2-脱氧-2-氟-β- D-葡萄糖苷，这不仅提高了选择性和灭活能力效率，以及这些化合物在水介质中的稳定性。这一假设得到了动力学和细胞研究的进一步验证，证实了用这些药理伴侣治疗后戈谢细胞催化活性的恢复。

  DOI：

  10.1039/d1sc03831a

文献信息

• Microwave-Assisted Ionic Liquid-Catalyzed Selective Monoesterification of Alkylphosphonic Acids—An Experimental and a Theoretical Study
  作者：Nikoletta Harsági、Réka Henyecz、Péter Ábrányi-Balogh、László Drahos、György Keglevich

  DOI：10.3390/molecules26175303

  日期：——

  It is well-known that the P-acids including phosphonic acids resist undergoing direct esterification. However, it was found that a series of alkylphoshonic acids could be involved in monoesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol−1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

  众所周知，包括膦酸在内的P-酸不易直接酯化。然而，发现一系列烷基膦酸在微波（MW）辐射下与C2-C4醇在[bmim][BF4]存在下可以进行单酯化反应。选择性达到80-98％，而分离收率在61-79％的范围内。所开发的方法是一种绿色的P-酸酯化方法。在M062X/6-311+G(d,p)理论水平上进行的DFT计算（考虑了相应醇的溶剂效应）探索了三步机制，并证明了较高的活化焓（160.6-194.1 kJ·mol-1），只有通过MW辐射才能克服。[bmim][BF4]添加剂的主要作用是增加MW能量的吸收。计算还提出了离子液体中[BF4]阴离子的特定化学作用在另一种机制中的作用。
• [EN] TRIARYLMETHANE COMPOUNDS<br/>[FR] COMPOSÉS DE TRIARYLMÉTHANE
  申请人：REUTER CHEMISCHE APPBAU KG

  公开号：WO2019154727A1

  公开（公告）日：2019-08-15

  The present invention relates to triarylmethane compounds of the formula (I), which are suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices. (I) where R1, R2 are e.g. hydrogen; Y is an alkylene group having 2, 3 or 4 carbon atoms, Ar is selected from mono-or polycyclic aryl and mono-or polycyclic hetaryl; X1, X2, X3, X4 are CH, C-Rx or N, provided that in each ring at most two of X1, X2, X3, X4 are N; Rx is e.g. halogen, CN or CH=CH2. The invention also relates to thermoplastic resins comprising a polymerized unit of the compound of formula (I).

  本发明涉及具有以下式（I）的三芳基甲烷化合物，该化合物适用作为制备具有有益光学性能的热塑性树脂的单体，并可用于生产光学器件。其中R1，R2例如是氢；Y是具有2、3或4个碳原子的烷基基团，Ar选自单环或多环芳基和单环或多环杂芳基；X1、X2、X3、X4是CH、C-Rx或N，要求在每个环中最多有两个是N；Rx例如是卤素、CN或CH=CH2。该发明还涉及包含具有上述式（I）化合物的聚合单元的热塑性树脂。
• [EN] POLYCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS POLYCYCLIQUES
  申请人：REUTER CHEMISCHE APPBAU E K

  公开号：WO2020079225A1

  公开（公告）日：2020-04-23

  The present invention relates to compounds of the formula (I), which are suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices. In Formula (I), A1, A2 are selected from mono- or bicyclic aromatic radicals and mono- or bicyclic heteroaromatic radicals; X represents e.g. a single bond, O, NH, CR6R7; Y is e.g. absent or represents a single bond, O, NH, CR8R9; R1, R2 are hydrogen, a radical Ar' or a radical Ra; R3 is Alk, O-Alk'-, O-Alk'-[O-Alk']o, O-CH2-Ar-C(O)-, O-C(O)-Ar-C(O)-or O-Alk-C(O)-,where in the last five moieties the left O is bound to A1 and A2, respectively; m, n are 0, 1 or 2; o is an integer from 1 to 10; R4, R5 are e.g. selected from CN and a radical Ra; R6, R8 are e.g. selected from hydrogen, a radical Ar' and a radical Ra; R7, R9 are e.g. selected from hydrogen, C1-C4-alkyl and a radical Ar'; Ra is selected from the group consisting of C≡C-R11 and Ar-C≡C-R11; R11 is e.g. selected from hydrogen, methyl, mono- or polycyclic aryl having from 6 to 26 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 26 atoms, which are ring members, where 1, 2, 3 or 4 of the ring atoms of hetaryl are selected from nitrogen, sulphur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl are unsubstituted or substituted; and Ar is e.g. phenylene or naphthylene. The invention also relates to thermoplastic resins comprising a polymerized unit of the compound of formula (I) and to optical devices made of such resins.

  本发明涉及公式（I）的化合物，这些化合物适用作为单体制备具有有益光学性能的热塑性树脂，并可用于制造光学器件。在公式（I）中，A1、A2选自单环或双环芳香基团和单环或双环杂芳基团；X代表例如单键，O，NH，CR6R7；Y例如缺失或代表单键，O，NH，CR8R9；R1、R2为氢，基团Ar'或基团Ra；R3为Alk，O-Alk'-，O-Alk'-[O-Alk']o，O-CH2-Ar-C(O)-，O-C(O)-Ar-C(O)-或O-Alk-C(O)-，在最后五个基团中，左侧的O分别与A1和A2结合；m、n为0、1或2；o为1到10的整数；R4、R5例如选自CN和基团Ra；R6、R8例如选自氢，基团Ar'和基团Ra；R7、R9例如选自氢，C1-C4-烷基和基团Ar'；Ra选自C≡C-R11和Ar-C≡C-R11的组，R11例如选自氢，甲基，含有6到26个碳原子的单环或多环芳基和含有总共5到26个原子的单环或多环杂芳基，其中环原子中的1、2、3或4个来自氮、硫和氧，其余原子为碳原子，其中单环或多环芳基是未取代或取代的；Ar例如苯基或萘基。该发明还涉及包含公式（I）化合物聚合单元的热塑性树脂以及由这种树脂制成的光学器件。
• AROMATIC ETHER AND ALKYNYL CONTAINING PHTHALONITRILES
  申请人：Laskoski Matthew

  公开号：US20110288254A1

  公开（公告）日：2011-11-24

  Compounds having the formulas below. R is an aromatic-containing group. Each M is an alkali metal. Each m is a positive integer. The value of n is a positive integer. The value p is 0 or 1. If p is 0 then n is 1. A thermoset made by curing a composition containing the below phthalonitrile monomers. A method of reacting a diphenyl acetylene compound with an excess of an aromatic diol in the presence of an alkali metal carbonate to form the above oligomer. A method of reacting a phenoxyphthalonitrile with an acetylene compound to form the phthalonitrile monomer below.

  具有以下化学式的化合物。其中R是含芳香基团的基团。每个M是一种碱金属。每个m是正整数。n的值为正整数。p的值为0或1。如果p为0，则n为1。通过固化含有以下邻苯二腈单体的组合物制成的热固性材料。一种方法是在碱金属碳酸盐的存在下，将二苯乙炔化合物与过量的芳香二醇反应，形成上述寡聚物。一种方法是将苯氧基邻苯二腈与乙炔化合物反应，形成以下邻苯二腈单体。
• Preparation of phosphonic and/or phosphinic acids
  申请人：Hoechst Aktiengesellschaft

  公开号：US04069247A1

  公开（公告）日：1978-01-17

  Preparation of phosphonic and/or phosphinic acids by hydrolytic cleavage of phosphonic and/or phosphinic acid alkyl esters in the presence of the phosphonic and/or phosphinic acid by carrying out the hydrolysis at a temperature of from 170.degree. to 300.degree. C with the use of at least a stoichiometric amount of water, and by distilling off the alkanol formed, optionally together with water.

  在磷酸和/或亚磷酸酸基醇酯存在下，通过水解磷酸和/或亚磷酸酸基醇酯制备磷酸和/或亚磷酸，方法是在至少一个化学计量量的水的存在下，以170℃至300℃的温度进行水解，并蒸馏出形成的醇，可选地与水一起蒸馏。