5-氯-2-羟基苯磺酸 | 2051-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氯-2-羟基苯磺酸
• 英文名称: 2-hydroxy-5-chlorobenzenesulfonic acid
• 英文别名: 5-Chloro-2-hydroxybenzenesulfonic acid
• CAS: 2051-65-2
• 化学式: C₆H₅ClO₄S
• 分子量: 208.622
• InChiKey: ASFYHTGWWLFSDZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.701±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2908999090

反应信息

• 作为反应物：
  描述：

  5-氯-2-羟基苯磺酸 在 硝酸 作用下， 生成 4-氯-2,6-二硝基苯酚
  参考文献：
  名称：

  Petersen, Chemische Berichte, 1873, vol. 6, p. 370

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二氯苯磺酸 在 alkali 作用下， 生成 5-氯-2-羟基苯磺酸
  参考文献：
  名称：

  Bohn, Privatmitteilung

  摘要：

  DOI：

文献信息

• [EN] METHOD FOR PRODUCING PHENOL AND ACETONE<br/>[FR] PROCÉDÉ DE PRODUCTION DE PHÉNOL ET D'ACÉTONE
  申请人：SABIC INNOVATIVE PLASTICS IP

  公开号：WO2010045423A1

  公开（公告）日：2010-04-22

  A method for producing phenol and acetone in a multi-stage process at an elevated temperature from a cumene hydroperoxide mixture comprising cumene, the method comprising the steps of a) reacting the cumene hydroperoxide mixture with a 2 hydroxybenzenesulfonic acid catalyst having a concentration of 0.1 to 1 mmol/L acid catalyst to form a second mixture comprising phenol, acetone and dicumyl peroxide in a first stage and decomposing the second mixture in a second stage to produce a third mixture comprising phenol and acetone.

  一种在高温下通过多阶段过程从异丙苯过氧化氢混合物中生产苯酚和丙酮的方法，所述混合物包括异丙苯，该方法包括以下步骤：a)将异丙苯过氧化氢混合物与浓度为0.1至1毫摩尔/升的2-羟基苯磺酸催化剂反应，形成包括苯酚、丙酮和双异丙基过氧化物的第二混合物，并在第二阶段分解第二混合物以产生包括苯酚和丙酮的第三混合物。
• Sulfonation and sulfation in the reactions of the chloro- and dichlorophenols, 3-fluorophenol and (2,3-, 2,4- and 3,4-dichlorophenoxy)acetic acid with concentrated aqueous sulfuric acid and sulfur trioxide
  作者：Peter de Wit、Hans Cerfontain

  DOI：10.1002/recl.19881070303

  日期：——

  The chloro- and dichlorophenols have been sulfonated with sulfuric acid and with SO3 in aprotic solvents. In the sulfonations with concentrated aqueous sulfuric acid, the sulfonic acid isomer distribution is determined mainly by the ortho- and para-directing and activating effect of the hydroxy substituent; this is also the determining factor in the aprotic sulfonations using up to 1.0 equiv of SO3

  氯和二氯苯酚已在非质子传递溶剂中用硫酸和SO 3磺化。在用浓硫酸水溶液进行磺化反应中，磺酸异构体的分布主要取决于羟基取代基的邻位和对位和活化作用。这也是使用不超过1.0当量的SO 3的非质子磺化反应的决定因素。当使用大量的SO 3时，磺化异构体的分布越来越多地通过相应的苯基硫酸氢盐的额外磺化来确定，其中-OSO 3 H取代基是失活的，主要是对-（进而邻）指挥。
• Sulfonation of chloro- and dichloroanisoles with concentrated aqueous sulfuric acid and sulfur trioxide. Demethylation of chloroanisolesulfonic acids in sulfuric acid systems
  作者：Peter de Wit、Hans Cerfontain

  DOI：10.1002/recl.19881070605

  日期：——

  The nine chloro- and dichloroanisoles have been sulfonated with sulfuric acid. The observed sulfonic acid isomer distributions are determined mainly by the ortho- and para- directing effect of the methoxy substituent. In the reaction with sulfuric acid, the initially formed chloro- and dichloroanisolesulfonic acids are demethylated to give the corresponding phenolsulfonic acids. Demethylation occurs

  九种氯苯甲醚和二氯苯甲醚已用硫酸磺化。观察到的磺酸异构体分布主要取决于甲氧基取代基的邻位和对位作用。在与硫酸的反应中，将最初形成的氯代和二氯茴香醚磺酸脱甲基，得到相应的苯酚磺酸。脱甲基化仅在甲氧基取代基在空间上受邻氯和/或邻位阻碍的情况下发生-磺基取代基。2，3-和3，5-二氯茴香醚与发烟硫酸的反应最初分别产生4，6-和2，4-二磺酸。通过直接的磺基甲基化或通过原脱甲基化，随后进行硫酸化，将二磺酸转化为相应的硫酸氢盐。2,3-二氯-4,6-二磺基苯基硫酸氢环化成1,3,2,4-苯并二恶二硫辛2,2,4,4-四氧化物4。
• Rare Organosilver(I) Coordination Polymers Constructed from Hydroxyl-Substituted Benzenesulfonic Acids: Syntheses, Structures and Characterizations
  作者：Zhao-Peng Deng、Ming-Shuai Li、Zhi-Biao Zhu、Li-Hua Huo、Hui Zhao、Shan Gao

  DOI：10.1021/om200009f

  日期：2011.4.11

  a two-dimensional (2-D) inorganic layer structure. The η1 silver(I)−benzene interactions brings the chlorophenyl moieties closer to the Ag−S−O layers and thus remarkably decreases the gallery height between the two adjacent layers. Complexes 2 and 3 contain pseudocubic tetranuclear units which are further bridged by the η2 silver(I)−benzene interactions to form a new type of 2-D hybrid layer structure

  四种稀有有机银（I）配位聚合物，即[Ag 2 L1 ] n（1），[Ag 2 L1（H 2 O）] n（2），[Ag 2 L2（H 2 O）] n（3），和[Ag 5（L3）（NH 3）2（NO 3）] n（4）（H 2 L1 = 2-羟基-5-氯苯磺酸，H 2 L2 = 2-羟基-5-溴苯磺酸，已成功制备了H 4 L3 = 4,6-二羟基-1,3-苯二磺酸，并通过元素分析，IR，PL，TG和单晶X射线衍射对其进行了表征。配合物1具有二维（2-D）无机层结构。在η 1银（I） -苯的相互作用带来的氯苯基部分更靠近所述Ag-S-O层，从而显着地降低了两个相邻的层之间的画廊高度。配合物2和3含有由η进一步桥连四核仿立方体单元2银（I） -苯的相互作用，以形成一个新的类型2-d混合层结构的这一点与完全不同1。复杂的4具有三维（3-D）有机银（I）配位框架，其中完全去质子化的L3 4-四阴离子呈现
• The Prospects of Estimating Trabecular Bone Tissue Properties from the Combination of Ultrasound, Dual-Energy X-Ray Absorptiometry, Microcomputed Tomography, and Microfinite Element Analysis
  作者：G. H. Van Lenthe、J. P. W. Van Den Bergh、A. R. M. M. Hermus、R. Huiskes

  DOI：10.1359/jbmr.2001.16.3.550

  日期：——

  Osteoporosis commonly is assessed by bone quantity, using bone mineral density (BMD) measurements from dual‐energy X‐ray absorptiometry (DXA). However, such a measure gives neither information about the integrity of the trabecular architecture nor about the mechanical properties of the constituting trabeculae. We investigated the feasibility of deriving the elastic modulus of the trabeculae (the tissue modulus) from computer simulation of mechanical testing by microfinite element analysis (μFEA) in combination with measurements of ultrasound speed of sound (SOS) and BMD measurements. This approach was tested on 15 postmortem bovine bone cubes. The apparent elastic modulus of the specimens was estimated from SOS measurements in combination with BMD. Then the trabecular morphology was reconstructed using microcomputed tomography (μCT). From the reconstruction a mesh for μFEA was derived, used to simulate mechanical testing. The tissue modulus was found by correlating the apparent moduli of the specimens as assessed by ultrasound with the ones as determined with μFEA. A mean tissue modulus of 4.5 GPa (SD, 0.69) was found. When adjusting the μFEA‐determined elastic moduli of the entire specimens with their calculated tissue modulus, an overall correlation of R2 = 96% with ultrasound‐predicted values was obtained. We conclude that the apparent elastic stiffness characteristics as determined from ultrasound correlate linearly with those from μFEA. From both methods in combination, the elastic stiffness of the mineralized tissue can be determined as an estimator for mechanical tissue quality. This method can already be used for biopsy specimens, and potentially could be applicable in vivo as well, when clinical CT or magnetic resonance imaging (MRI) tools with adequate resolution reach the market. In this way, mechanical bone quality could be estimated more accurately in clinical practice.

  骨质疏松症通常通过骨量评估，使用双能X射线吸收法（DXA）测量骨矿物质密度（BMD）。然而，这种测量方法既不能提供小梁结构的完整性信息，也无法反映构成小梁的机械特性。我们研究了通过微有限元分析（μFEA）结合超声速（SOS）测量和BMD测量来推导小梁的弹性模量（组织模量）的可行性。该方法在15个死亡后牛骨立方体上进行了测试。通过结合BMD的SOS测量估算样本的表观弹性模量。然后，使用微计算机断层扫描（μCT）重建小梁形态。从重建中导出用于μFEA的网格，以模拟机械测试。通过将超声评估的样本表观模量与μFEA确定的模量进行相关，得出了组织模量。发现平均组织模量为4.5 GPa（标准差0.69）。在调整整个样本的μFEA确定的弹性模量与其计算的组织模量时，获得了超声预测值的整体相关性R² = 96%。我们得出结论，从超声确定的表观弹性刚度特性与μFEA的结果呈线性相关。结合这两种方法，可以作为机械组织质量的估算指标来确定矿化组织的弹性刚度。该方法已经可以用于活检样本，并且在临床CT或具有足够分辨率的磁共振成像（MRI）工具上市后，可能也适用于体内检测。通过这种方式，可以在临床实践中更准确地估计骨的机械质量。