2-methylpropane-2-sulfinic acid | 29099-08-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: 2-methylpropane-2-sulfinic acid
• 英文别名: 2-methyl-2-propanesulfinic acid；tert-butylsulfinic acid；2-Methyl-propan-2-sulfinsaeure
• CAS: 29099-08-9
• 化学式: C₄H₁₀O₂S
• 分子量: 122.188
• InChiKey: DUWLIIPTRMQEAP-UHFFFAOYSA-N

物化性质

• 沸点：
  234.4±23.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methylpropane-2-sulfinic acid 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 叔丁基亚磺酰氯
  参考文献：
  名称：

  3-（2-氨基羰基苯基）丙酸类似物作为有效的和选择性的EP3受体拮抗剂。第2部分：优化侧链以提高体外和体内效能

  摘要：

  合成了一系列3- [2-{[（（3-甲基-1-苯基丁基）氨基]羰基} -4-（苯氧基甲基）苯基]丙酸类似物，并评估了其体外效能。在大多数情况下，在两个苯基部分中引入一个或两个取代基导致体外活性增加或保留的趋势。评估了几种具有优异亚型选择性的化合物对妊娠大鼠中PGE 2诱导的子宫收缩的抑制作用，认为这是由EP3受体亚型介导的。还讨论了结构-活性关系（SAR）。

  DOI：

  10.1016/j.bmc.2009.12.068
• 作为产物：
  描述：

  异丁硫醇 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以88%的产率得到2-methylpropane-2-sulfinic acid
  参考文献：
  名称：

  Approaches to 3,4,5-substituted piperidines via 1,2,5,6-tetrahydropyridines prepared by ring-closing metathesis

  摘要：

  Synthetic approaches to (1RS,2SR,6SR)-7-arylmethyl-2-alkoxymethyl-4,7-diaza-9-oxabicyclo[4.3.0] nonan-8-ones, potentially selective muscarinic M-1 receptor agonists, by hydration of 1,2,5,6-tetrahydropyridines were investigated. 3-Substituted N-tosy1-1,2,5,6-tetrahydropyridines were prepared by ring-closing metathesis (RCM). The direct hydration of these by hydroboration-oxidation was not usefully selective, but cis-3-hydroxymethyl-4-tert-butyldimethylsilyloxy-N-tosylpiperidine was prepared from 3-hydroxymethyl-N-tosy1-1,2,5,6-tetrahydropyridine by epoxidation, mesylation, reductive elimination, silylation and hydroboration-oxidation. Problems were encountered during attempts to prepare 3-alkoxymethyl-1,2,5,6-tetrahydropyridines with protected amino and cyclobutyl substituents at C5 by ring-closing metathesis, perhaps because of steric hindrance. Nevertheless interesting chemistry was encountered during the synthesis of the RCM precursors including a novel coupling via a 2-ethenyl-N-nosylaziridine and the formation of an oxaazathiocin by an intramolecular substitution of the nitro group of an N-nosyl protected amine by a proximate hydroxyl substituent. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.040

文献信息

• Radikalkomplexe vom typ Cp(CO)2MnXR. (X = S, Se)
  作者：Andreas Winter、Gottfried Huttner、Margarete-Gottlieb、Ibrahim Jibril

  DOI：10.1016/0022-328x(85)80048-6

  日期：1985.5

  CpMn(CO)2ER (E = S, Se) compounds [1] belong to the rare radical derivatives of the CpMn(CO)2 fragment. We describe herein the syntheses, electrochemistry, and organometallic reactions of Cp★Mn(CO)2SR 1 (1a: R = t-C4H9, 1b: R = 2-adamantyl) and CpM(CO)2SePh (2).

  CPMn（CO）2 ER（E = S，SE）化合物[1]属于CPMn（CO）2片段的稀有自由基衍生物。我们在本文中描述的合成，电化学，和CP的有机金属反应★的Mn（CO）2 SR 1（1A：R =的tC 4 ħ 9，1B：R = 2-金刚烷基）和CPM（CO）2 SEPH（2）。
• Benzodiazepine derivatives, compositions containing them and their use in therapy
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP0514133A1

  公开（公告）日：1992-11-19

  Compounds of formula (I), and salts and prodrugs thereof wherein:    R¹ represents optionally substituted C₁₋₆alkyl or C₃₋₇cycloalkyl;    R² represents an optionally substituted phenyl or pyridyl group;    R³ represents C₁₋₆ alkyl or halo;    R⁴ represents C₃₋₇ cycloalkyl;    X is 0, 1, 2 or 3; are CCK and/or gastrin antagonists. They and compositions thereof are therefore useful in therapy.

  公式(I)的化合物，以及其盐和前药，其中：R¹代表可选地取代的C₁₋₆烷基或C₃₋₇环烷基；R²代表可选地取代的苯基或吡啶基团；R³代表C₁₋₆烷基或卤素；R⁴代表C₃₇环烷基；X是0、1、2或3；是CCK和/或胃泌素拮抗剂。它们及其组合物因此在治疗中是有用的。
• The reaction of mercaptans with dimethyldioxirane. A facile synthesis of alkanesulfinic acids.
  作者：D. Gu、David N. Harpp

  DOI：10.1016/s0040-4039(00)60059-x

  日期：1993.1

  Dimethyldioxirae oxidizes aliphatic thiols to sulfinic acids in very good yield. Benzylic and aromatic thiols give a variety of other oxidation products using DMD.

  二甲基二氧杂环丁烷可以非常好的收率将脂肪族硫醇氧化为亚磺酸。苯甲基和芳族硫醇使用DMD可以产生多种其他氧化产物。
• Acid-Catalyzed Hydrolysis of Some <i>N</i>,<i>N</i>-Dibenzylalkanesulfinamides in 50% Acetonitrile–Water
  作者：Mrityunjoy Datta、Alan J. Buglass

  DOI：10.1080/10426507.2012.704105

  日期：2013.6.1

  bimolecular neutral, acid-catalyzed, and acid-dependent nucleophilic (halide ion) catalysis pathways. The last-named is predominant in reactions in HBr solutions, but in HCl solutions, the acid-catalyzed pathway is predominant. The results indicate that both steric and electronic effects are important in these reactions. There appears to be no mechanistic switchover in the series 1→4. GRAPHICAL ABSTRACT

  摘要 研究了一些 N,N-二苄基链烷亚磺酰胺 (RSONH(CH2Ph)2; 1, R = Me; 2, R = iPr; 3, R = tBu; 4, R = 1-金刚烷基) 50% ( v:v) 氢溴酸和盐酸的乙腈-水溶液，主要在 44.8 °C，使用紫外 (UV) 分光光度法确定伪一级速率常数。发现这些化合物通过同时发生的双分子中性、酸催化和酸依赖性亲核（卤离子）催化途径水解。后一种反应在 HBr 溶液中占主导地位，但在 HCl 溶液中，酸催化途径占主导地位。结果表明空间和电子效应在这些反应中都很重要。在系列 1→4 中似乎没有机械转换。图形概要
• Hydrolysis of <i>N-</i>Phenylalkanesulfinamides in Aqueous Mineral Acids
  作者：Mrityunjoy Datta、Alan J. Buglass、John G. Tillett

  DOI：10.1080/10426507.2010.508691

  日期：2011.2.28

  acid-catalyzed hydrolysis of N-phenylalkanesulfinamides (RSONHPh; 1, R = iPr; 2, R = tBu; 3, R = 1-adamantyl) has been studied in aqueous mineral acids. Hydrolysis was found to proceed via a slow spontaneous (uncatalyzed) pathway, an A-2 (bimolecular) acid-catalysis pathway, and an acid-dependent nucleophilic catalysis pathway, the last of which predominates in hydrobromic and hydrochloric acid solutions

  摘要 在含水无机酸中研究了 N-苯基链烷亚磺酰胺 (RSONHPh; 1, R = iPr; 2, R = tBu; 3, R = 1-金刚烷基) 的酸催化水解。发现水解通过缓慢的自发（未催化）途径、A-2（双分子）酸催化途径和酸依赖性亲核催化途径进行，最后一种在氢溴酸和盐酸溶液中占主导地位。在浓硫酸中检测到化合物 2 和 3 从 A-2 到 A-1 的机械转换。催化活性的顺序、添加盐的影响、Arrhenius 参数、动力学溶剂同位素和溶剂效应都与所提出的机制一致。图形概要

表征谱图