3-(2-氯苯氧基)-1,2-丙烷二醇 | 5112-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(2-氯苯氧基)-1,2-丙烷二醇
• 英文名称: rac-3-(2-chlorophenoxy)propane-1,2-diol
• 英文别名: 3-(2-chlorophenoxy)propane-1,2-diol；3-(2-chloro-phenoxy)-propane-1,2-diol；3-(2-Chlor-phenoxy)-propan-1,2-diol；(+/-)-(2.3-Dihydroxy-propyl)-(2-chlor-phenyl)-aether；α.β-Dioxy-γ-(2-chlor-phenoxy)-propan；Glycerin-α-(2-chlor-phenylaether)；3-(o-Chlorophenoxy)-1,2-propanediol
• CAS: 5112-21-0
• 化学式: C₉H₁₁ClO₃
• 分子量: 202.638
• InChiKey: UEDJPYLQEIVDLD-UHFFFAOYSA-N

物化性质

• 熔点：
  71.5°C
• 沸点：
  290.96°C (rough estimate)
• 密度：
  1.2411 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  3-(2-氯苯氧基)-1,2-丙烷二醇 在 lead(IV) acetate 、 sodium hydrogensulfite 、 苯 作用下， 生成 2-(2-chloro-phenoxy)-1-hydroxy-ethanesulfonic acid ; sodium-salt
  参考文献：
  名称：

  合成植物激素。第二部分 一些糖苷和醛

  摘要：

  DOI：

  10.1039/jr9540003669
• 作为产物：
  描述：

  邻氯苯酚 、 3-氯-1,2-丙二醇 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以74%的产率得到3-(2-氯苯氧基)-1,2-丙烷二醇
  参考文献：
  名称：

  Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

  摘要：

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00626-5

文献信息

• Some Derivatives and Analogues of Mephenesin
  作者：V Petrow、O Stephenson、A M Wild

  DOI：10.1111/j.2042-7158.1960.tb12628.x

  日期：2011.4.12

  The preparation of some miscellaneous types formally related to mephenesin is reported.

  报道了一些与美芬甙形式上相关的杂类的制备。

• Crystallization of chiral compounds 3. 3-phenoxypropane-1,2-diol and 3-(2-halophenoxy)propane-1,2-diols
  作者：D. V. Zakharychev、S. N. Lazarev、Z. A. Bredikhina、A. A. Bredikhin

  DOI：10.1007/s11172-006-0243-x

  日期：2006.2

  Specific features of melting of crystalline samples of 3-(2-R-phenoxy)propane-1,2-diols with different enantiomeric compositions were studied by differential scanning calorimetry. The melting points and enthalpies of melting for the racemate and individual stereoisomers were determined. Binary phase diagrams were constructed. The entropy of mixing of individual enantiomers in the liquid phase and the free energy of formation of the racemic compound were calculated. The thermochemical data indicate that the racemates are formed upon the crystallization of phenoxy-and 2-fluorophenoxy-containing compounds, while crystallization of the chloro-, bromo-, and iodo-substituted analogs would form racemic conglomerates.

  通过差示扫描量热法研究了具有不同对映体成分的 3-(2-R-苯氧基)丙烷-1,2-二醇晶体样品熔化的具体特征。确定了外消旋体和单个立体异构体的熔点和熔焓。构建了二元相图。计算了各对映体在液相中的混合熵和外消旋化合物的形成自由能。热化学数据表明，含苯氧基和 2-氟苯氧基的化合物结晶时会形成外消旋体，而氯代、溴代和碘代类似物结晶时会形成外消旋混合物。
• 4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamides as antiviral agents
  申请人：Schnute Edward Mark

  公开号：US20050004161A1

  公开（公告）日：2005-01-06

  The invention provides a compound of formula I: wherein A, B, R 1 , R 2 , R 3 , and R 4 are as defined in the specification. The compounds of the present invention are useful for treating viral infections, in particular a herpesviral infection.

  该发明提供了化合物I的结构，其中A、B、R1、R2、R3和R4如规范中定义。本发明的化合物对治疗病毒感染，特别是单纯疱疹病毒感染，具有实用价值。
• A biocatalytic approach for regioselective monoacetylation of 3-aryloxy-1,2-propanediols by porcine pancreatic lipase
  作者：Vachan Singh Meena、U. C. Banerjee

  DOI：10.1007/s00706-011-0688-y

  日期：2012.6

  AbstractAmong the various lipases screened for the regioselective monoacetylation of 3-aryloxy-1,2-propanediols, porcine pancreatic lipase was found to afford a higher yield. The selectivity for the monoacetylation process was maximized by using different organic solvents and diisopropyl ether gave the highest conversion to monoacetylated product (ca. 98%). The optimized reaction afforded excellent

  摘要在为3-芳氧基-1，2-丙二醇的区域选择性单乙酰化而筛选的各种脂肪酶中，发现猪胰脂肪酶的产率更高。通过使用不同的有机溶剂，可以使单乙酰化过程的选择性最大化，二异丙醚转化为单乙酰化产物的转化率最高（约98％）。优化的反应提供了优异的单乙酰化产物收率，并且在原料中存在各种芳基取代基的情况下，在末端羟基处具有区域选择性。 图形概要
• Kinetic resolution of aliphatic 1,2-diols by a lipase-catalyzed sequential acetylation
  作者：Fritz Theil、Judith Weidner、Sibylle Ballschuh、Annamarie Kunath、Hans Schick

  DOI：10.1016/s0040-4039(00)60573-7

  日期：1993.1

  The kinetic resolution of 13 racemic aliphatic 1,2-diols (rac-1a-m) by means of a lipase-catalyzed sequential acetylation was investigated. The enantioselectivity of the 3-aryloxy-propane-1,2-diols rac-1a-k depends on the substitution pattern at the aryl ring.