2,3-丁二醇单乙酸酯 | 56255-48-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2,3-丁二醇单乙酸酯
• 英文名称: 2,3-Dimethylglycol Monoacetate
• 英文别名: acetic acid 2-hydroxy-1-methylpropyl ester；Butandiol-(2,3)-monoacetat；2,3-Butandiolmonoacetat；Essigsaeure-(2-hydroxy-1-methyl-propylester)；2,3-Butanediol monoacetate；3-hydroxybutan-2-yl acetate
• CAS: 56255-48-2
• 化学式: C₆H₁₂O₃
• 分子量: 132.159
• InChiKey: BCWWODMTUXMSAB-UHFFFAOYSA-N

物化性质

• 沸点：
  201.7±13.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)
• LogP：
  0.184 (est)
• 保留指数：
  986;988

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  2,3-丁二醇单乙酸酯 、 氯甲基丙基醚 在 N,N-二甲基苯胺 作用下， 以 苯 为溶剂， 生成 Butandiol-(2,3)-mono-acetat-methoxy-propylether
  参考文献：
  名称：

  Mamedov,S. et al., Journal of general chemistry of the USSR, 1963, vol. 33, p. 1147 - 1151

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸酐 、 2,3-丁二醇 在 4-二甲氨基吡啶 、 sodium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 14.0h， 以44%的产率得到2,3-丁二醇单乙酸酯
  参考文献：
  名称：

  Sequential kinetic resolution of (±)-2,3-butanediol in organic solvent using lipase from Pseudomonas cepacia.

  摘要：

  Lipase from Pseudomonas cepacia (PCL, Amano PS) catalyzed the enantioselective diacetylation of (+/-)-2,3-butanediol in vinyl acetate. Both acetylation steps favored the (R)-enantiomer (E1 = 12, E2 = 34), thus the reaction is a sequential kinetic resolution. The enantioselectivities of the two steps reinforced one another because both steps proceeded at comparable rates (S = 3) yielding an overall enantioselectivity of approximately 200. A synthetic-scale resolution starting from 2.7 g of (+/-)-2,3-butanediol yielded the diacetate ester of (R)-(-)-butanediol with 96% ee (1.6 g, 30% yield) and (S)-(+)-butanediol with 99% ce (0.63 g, 23% yield). This preparation is carried out entirely in organic solvent, thereby avoiding the difficult and low yield extraction of 2,3-butanediol from aqueous solution.

  DOI：

  10.1016/s0957-4166(00)82248-x

文献信息

• A Multicatalyst System for the One‐Pot Desymmetrization/Oxidation of <i>meso</i> ‐1,2‐Alkane Diols
  作者：Christian E. Müller、Radim Hrdina、Raffael C. Wende、Peter R. Schreiner

  DOI：10.1002/chem.201100498

  日期：2011.5.27

  Two is better than one: We demonstrate the viability of an organocatalytic reaction sequence along a short peptide backbone that carries two independent catalytic functionalities, which allow the rapid, one‐pot acylative desymmetrization and oxidation of meso‐alkane‐1,2‐diols to the corresponding acetylated acetoins with good yields and enantioselectivities (see scheme).

  两个优于一个：我们证明的有机催化反应序列的沿着承载两个独立的催化功能，其允许快速，一锅acylative desymmetrization和氧化的短肽骨架的生存能力内消旋-烷烃-1,2-二醇来具有良好产率和对映选择性的相应乙酰化乙酰丙酮（参见方案）。
• [EN] PROCESS FOR SYNTHESIS OF PICOLINAMIDES<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE PICOLINAMIDES
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2021076681A1

  公开（公告）日：2021-04-22

  The present technology relates to processes, mixtures and intermediates useful for making picolinamide fungicides. The picolinamide compounds are prepared by processes that include coupling together a 4-methoxy-3-acyloxypicolinic acid with key 2-amino-L-alaninate esters derived from substituted 2-phenylethanols.

  这项技术涉及用于制备吡啶甲酰胺类杀菌剂的工艺、混合物和中间体。这些吡啶甲酰胺化合物是通过将4-甲氧基-3-酰氧基吡啶甲酸与从取代的2-苯乙醇衍生的关键2-氨基-L-丙氨酸酯偶联在一起的工艺制备的。
• Unique template effects of distannoxane catalysts in transesterification of diol esters
  作者：Junzo Otera、Nobuhisa Dan-oh、Hitosi Nozaki

  DOI：10.1016/s0040-4020(01)89888-4

  日期：1993.4

  between methyl butyrate and 1,n-diol monoacetates: the ethylene glycol derivative sluggishly undergoes transesterification whereas higher homologs react smoothly. The unique template effects of the catalysts are discussed in terms of cooperation of to different tin atoms which are located in the proximity.

  在图1中，通过二锡氧烷催化的酯交换反应将正二醇二乙酸酯（n ＝ 2、3、4）选择性地转化为相应的单乙酸酯。1，n-二醇二乙酸酯（n≥5 ）不会遇到这种独特的选择性。丁酸甲酯与1，n-二醇单乙酸酯之间的酯交换反应中也发现了巨大的反应性：乙二醇衍生物缓慢进行酯交换反应，而更高的同系物反应平稳。关于催化剂与位于附近的不同锡原子的协同作用，讨论了其独特的模板作用。
• METHOD FOR PRODUCING 1,3-BUTADIENE FROM 1,4-BUTANEDIOL
  申请人：IFP Energies nouvelles

  公开号：US20180037519A1

  公开（公告）日：2018-02-08

  A method for producing 1,3-butadiene from a 1,4-butanediol feedstock: One step for esterification of 1,4-butanediol, One step for pyrolysis of 1,4-butanediol diester, producing butadiene.

  从1,4-丁二醇原料生产1,3-丁二烯的方法：一步骤用于1,4-丁二醇的酯化，一步骤用于1,4-丁二醇二酯的热解，产生丁二烯。
• PROCESS FOR FUNCTIONALIZATION OF UNSATURATED COMPOUNDS
  申请人：Casciato Stefano

  公开号：US20130211033A1

  公开（公告）日：2013-08-15

  The present invention relates to a process for synthesizing a multifunctional compound, including the reaction of a compound of formula (II) with atmospheric or molecular oxygen, in the presence of at least one aldehyde of formula (III), and optionally in the presence of at least one catalyst or at least one radical initiator; wherein: R 10 , R 20 , R 30 , R 40 , R 50 , L 2 , R 60 , R 7 , R 8 , and R 9 are as described in the claims. The invention also relates to the use of these compounds as monomers for the preparation of polyurethane. The invention also relates to the use of these compounds as monomers of polymers or of biopolymers.

  本发明涉及一种合成多功能化合物的方法，包括将式（II）的化合物与大气或分子氧在至少一种醛（式（III））的存在下反应，可选地在至少一种催化剂或至少一种自由基引发剂的存在下；其中：R10、R20、R30、R40、R50、L2、R60、R7、R8和R9如权利要求中所述。该发明还涉及将这些化合物用作聚氨酯制备中的单体的用途。该发明还涉及将这些化合物用作聚合物或生物聚合物的单体的用途。