丙基磺酸甲酯 | 2697-50-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 丙基磺酸甲酯
• 英文名称: 1-propanesulfonic acid methyl ester
• 英文别名: methyl 1-propanesulfonate；methyl propanesulfonate；Propan-sulfonsaeure-(1)-methylester；Propansulfonsaeure-(1)-methylester；Propansulfonsaeure-methylester；Methyl propansulfonat；1-Propanesulfonic acid, methyl ester；methyl propane-1-sulfonate
• CAS: 2697-50-9
• 化学式: C₄H₁₀O₃S
• 分子量: 138.188
• InChiKey: GBSRRQISIWGCNC-UHFFFAOYSA-N

物化性质

• 沸点：
  110 °C(Press: 20 Torr)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2905199090

反应信息

• 作为反应物：
  描述：

  丙基磺酸甲酯 、 乙二胺 反应 18.0h， 生成 N-(2-aminoethyl)propane-1-sulfonamide
  参考文献：
  名称：

  β-肾上腺素能阻断剂。19.1-苯基-2-[[[（取代-氨基）烷基]氨基]乙醇。

  摘要：

  描述了1-苯基-2-[[（取代的酰胺基烷基）氨基]氨基]乙醇的一系列衍生物的合成。研究了这些化合物的β-肾上腺素受体阻断特性，当在麻醉的猫体内进行测试时，许多化合物显示出令人惊讶的效力和β1-心脏选择性。讨论了这一系列化合物显示的结构活性关系，并与已知的β-肾上腺素能阻断剂有关。

  DOI：

  10.1021/jm00176a002
• 作为产物：
  描述：

  1-丙磺酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 Lewatit SP 120 H form 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以77%的产率得到丙基磺酸甲酯
  参考文献：
  名称：

  使用固相结合试剂从磺酸或磺酸钠合成烷基磺酸盐

  摘要：

  已经开发出一种有效的，选择性的方法，该方法使用基于T2 *连接基的聚合物结合的伯三氮烯从磺酸或磺酸钠合成磺酸酯。在没有任何进一步纯化步骤的情况下，所获得的酯的纯度通常大于95％。

  DOI：

  10.1016/s0040-4039(01)01683-5

文献信息

• Studies on chemical carcinogens and mutagens. XXV. Chemoselectivity of alkyl sulfonates toward 4-(p-nitrobenzyl)pyridine (NBP) in phosphate buffer.
  作者：SHINICHI NINOMIYA、KOHFUKU KOHDA、YUTAKA KAWAZOE

  DOI：10.1248/cpb.32.1326

  日期：——

  Methyl, ethyl, and isopropyl esters of six alkanesulfonic acids and five p-substituted benzenesulfonic acids were synthesized and their alkylating abilities were evaluated in terms of the chemoselectivity toward 4-(p-nitrobenzyl) pyridine (NBP) in phosphate buffer (pH 6.0) containing 60% acetone. The chemoselectivity constant toward NBP, SNBP, was defined as the logarithm of the ratio of the molar fraction of an alkylating sulfonate which is consumed for alkylation of NBP versus the molar fraction of the residual alkylating agent which is hydrolyzed in the buffer medium. It was found that SNBP was not only markedly dependent on the structure of the alkyl moiety of the molecule, but also appreciably dependent on the electronic nature of the leaving sulfonic acid moiety. The structure-chemoselectivity relationship is discussed.

  合成了六种烷基磺酸和五种对取代苯磺酸的甲基、乙基和异丙基酯，并评估了它们在含有60%丙酮的磷酸盐缓冲液（pH 6.0）中对4-(对硝基苄基)吡啶（NBP）的烷基化能力。对NBP的化学选择性常数SNBP被定义为用于NBP烷基化的烷基磺酸的摩尔分数与在缓冲介质中水解的剩余烷基化试剂的摩尔分数之比的对数。研究发现，SNBP不仅显著依赖于分子中烷基部分的结构，还明显依赖于离去的磺酸部分的电子性质。讨论了结构与化学选择性之间的关系。
• Shipov, A. G.; Baukov, Yu. I., Journal of general chemistry of the USSR, 1984, vol. 54, # 8, p. 1642 - 1657
  作者：Shipov, A. G.、Baukov, Yu. I.

  DOI：——

  日期：——
• Asinger,F. et al., Chemische Berichte, 1965, vol. 98, p. 2154 - 2158
  作者：Asinger,F. et al.

  DOI：——

  日期：——
• Foldamers as Reactive Sieves:  Reactivity as a Probe of Conformational Flexibility
  作者：Ronald A. Smaldone、Jeffrey S. Moore

  DOI：10.1021/ja067670a

  日期：2007.5.1

  A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable of binding the methyl sulfonate, experience rate enhancements of 18-1600-fold relative to that of the small-molecule analogue, depending on the type of alkyl chain attached to the guest. Three different oligomer lengths were studied, with the longest oligomers exhibiting the fastest rate and greatest substrate specificity. Even large, bulky guests show slightly enhanced methylation rates compared to that with the reference DMAP, which suggests a dynamic nature to the oligomer's binding cavity. Several mechanistic models to describe this behavior are discussed.
• Mass spectral study of alkyl alkanesulfonates
  作者：William E. Truce、Robert W. Campbell、Gary D. Madding

  DOI：10.1021/jo01288a013

  日期：1967.2