(+/-)-2-hydroxybutanal | 86943-35-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-2-hydroxybutanal
• 英文别名: 2-Hydroxybutanal
• CAS: 86943-35-3
• 化学式: C₄H₈O₂
• 分子量: 88.1063
• InChiKey: UIKQNMXWCYQNCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-hydroxybutanal 在 水 、 silver(l) oxide 作用下， 生成 DL-2-羟基丁酸
  参考文献：
  名称：

  Wenus-Danilowa; Kasimirowa, Zhurnal Obshchei Khimii, 1938, vol. 8, p. 1438,1443

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-丁二醇 在 PBC 作用下， 以 二甲基亚砜 为溶剂， 反应 10.0h， 生成 (+/-)-2-hydroxybutanal
  参考文献：
  名称：

  Kinetics and mechanism of the oxidation of diols by pyridinium bromochromate

  摘要：

  The kinetics of oxidation of four vicinal diols, four nonvicinal diols, and one of their monoethers by pyridinium bromochromate (PBC) have been studied in dimethyl sulfoxide. The main product of oxidation is the corresponding hydroxyaldehyde. The reaction is first-order with respect to each the diol and PBC. The reaction is acid-catalyzed and the acid dependence has the form k(obs) = a + b[H+]. The oxidation of [1,1,2,2-H-2(4)] ethanediol exhibited a primary kinetic isotope effect (k(H)/k(D) = 6.70 at 298 K). The reaction has been studied in 19 organic solvents including dimethyl sulfoxide and the solvent effect has been analyzed using multiparametric equations. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed. (C) 1998 John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1998)30:4<285::aid-kin7>3.0.co;2-o

文献信息

• Short Enzymatic Synthesis ofL-Fucose Analogs
  作者：Wolf-Dieter Fessner、Claudius Goße、Georg Jaeschke、Oliver Eyrisch

  DOI：10.1002/(sici)1099-0690(200001)2000:1<125::aid-ejoc125>3.0.co;2-f

  日期：2000.1

  enzymatic route for the synthesis of L-fucose analogs modified at the nonpolar terminus is reported. In particular, fucose derivatives bearing extended linear (1b) and branched (1e) saturated, or various unsaturated (1c, 1d) aliphatic chains have been prepared, in order to increase hydrophobic contacts. The rather general approach involves a sequential application of the recombinant enzymes L-fuculose 1-phosphate

  报道了合成非极性末端修饰的 L-岩藻糖类似物的短酶促路线。特别是，已经制备了带有扩展的线性 (1b) 和支化 (1e) 饱和或各种不饱和 (1c, 1d) 脂族链的岩藻糖衍生物，以增加疏水接触。相当普遍的方法包括顺序应用来自大肠杆菌的重组酶 L-岩藻糖 1-磷酸醛缩酶 (FucA) 和 L-岩藻糖酮醇异构酶 (FucI)。从合适的羟基醛前体和磷酸二羟基丙酮作为容易获得的组分开始，以高达 30% 的总产率制备了对映体纯的 L-岩藻糖类似物。
• Product distributions from the OH radical-induced oxidation of but-1-ene, methyl-substituted but-1-enes and isoprene in NOx-free air
  作者：Heinz-Jürgen Benkelberg、Olaf Böge、Ralph Seuwen、Peter Warneck

  DOI：10.1039/b002053m

  日期：——

  Product distributions resulting from the OH-induced oxidation of but-1-ene, 2-methylbut-1-ene, 3-methylbut-1-ene and isoprene in air were measured in the absence of nitrogen oxides and compared with predictions based on currently accepted oxidation mechanisms. In the case of butenes, the observed distributions of carbonyl compounds, hydroxyketones, hydroxyalkanals and diols were evaluated to obtain

  在没有氮氧化物的情况下测量了空气中 OH 诱导的 1-1-烯、2-甲基丁-1-烯、3-甲基丁-1-烯和异戊二烯的氧化产物分布，并与基于目前的预测进行了比较公认的氧化机制。在丁烯的情况下，对观察到的羰基化合物、羟基酮、羟基链烷醛和二醇的分布进行了评估，以获得 OH 自由基初始攻击双键外部位置的概率（对于 2-Me-​​but，γ = 0.90 ± 0.03 -1-ene 和 γ = 0.76 ± 0.05（对于 but-1-ene 和 3-Me-but-1-ene），用于在二级 β-羟基过氧自由基的自反应中形成稳定产物的概率（kssb /kss = 0.29 ± 0.07 对于丁-1-烯和 kssb/kss = 0.19 ± 0.06 对于 3-Me-but-1-ene)，以及与氧气反应的比率 s。β-羟基烷氧基自由基的分解，k3[O2]/(k4 + k3[O2]) = 0.25 ± 0.04
• Rate Constants for the Gas-Phase Reactions of OH Radicals with a Series of Hydroxyaldehydes at 296 ± 2 K
  作者：Jillian Baker、Janet Arey、Roger Atkinson

  DOI：10.1021/jp048979o

  日期：2004.8.1

  generated in situ from the OH radical-initiated reactions of precursor compounds (1,2- and 1,3-butanediol, 2-methyl-2,4-pentanediol, 2-methyl-3-buten-2-ol, and cis-3-hexen-1-ol) and the rate constants for the reaction of OH radicals with the hydroxyaldehydes were determined relative to those for reaction of OH radicals with the precursor compound. The rate constants obtained (in units of 10-11 cm3 molecule-1

  使用原位生成羟基醛的相对速率法，OH 自由基与 2-羟基丁醛 [CH3CH2CH(OH)CHO]、3-羟基丁醛 [CH3CH(OH)CH2CHO]、2-羟基丙醛 [CH3CH] 反应的速率常数(OH)CHO]、2-羟基-2-甲基丙醛 [(CH3)2C(OH)CHO] 和 3-羟基丙醛 [HOCH2CH2CHO] 在大气压和 296 ± 2 K 下测量。前体化合物（1,2-和 1,3-丁二醇、2-甲基-2,4-戊二醇、2-甲基-3-丁烯-2-醇和顺式-3-己烯-）的 OH 自由基引发的反应1-ol) 和 OH 自由基与羟基醛反应的速率常数是相对于 OH 自由基与前体化合物反应的速率常数确定的。获得的速率常数（以 10-11 cm3 分子-1 s-1 为单位）为 CH3CH2CH(OH)CHO，2.37 ± 0.23；CH3CH(OH)CH2CHO, 2.95 ± 0.24; CH3CH(OH)CHO
• Hydroxyalkylbis(aminoethyl)ether compositions for the production of polyurethanes
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0816408A1

  公开（公告）日：1998-01-07

  A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising a compound having the following formula I: whereR1 is hydrogen or a linear or branched C1-C4 alkyl or a C1-C4 hydroxyalkyl group; R2 and R3 independently are hydrogen, hydroxy, a linear or branched C1-C4 alkyl or a linear or branched C1-C4 hydroxyalkyl group; and R4 is a linear or branched C1-C10 hydroxyalkyl group.

  一种制备聚氨酯泡沫的方法，包括在发泡剂、细胞稳定剂和催化剂组合物的存在下，使有机聚异氰酸酯和多元醇在一起反应，所述催化剂组合物包括具有以下式I的化合物：其中R1是氢或线性或支链的C1-C4烷基或C1-C4羟基烷基基团；R2和R3独立地是氢、羟基、线性或支链的C1-C4烷基或线性或支链的C1-C4羟基烷基基团；R4是线性或支链的C1-C10羟基烷基基团。
• Oxidation reactions catalysed by titanium- and chromium-containing silicalites
  作者：Satya V. N. Raju、T. T. Upadhya、S. Ponrathnam、T. Daniel、A. Sudalai

  DOI：10.1039/cc9960001969

  日期：——

  While the titanium silicalite-1 (TS-1)–tert-butyl hydroperoxide (TBHP) combination exhibits remarkable activity and selectivity in the oxidative cleavage of the C–C double bond of silyl enol ethers to produce dicarboxylic acids, the chemoselective oxidation of thioethers to sulfoxides without generation of sulfones is achieved using chromium silicalite-2 (CrS-2)–H2O2.

  虽然钛硅酸盐-1 (TS-1) 和叔丁基过氧化氢 (TBHP) 的组合在硅烯醇醚的 C–C 双键氧化断裂反应中表现出显著的活性和选择性，从而生成二羧酸，但使用铬硅酸盐-2 (CrS-2) 和过氧化氢 (H2O2) 可以实现硫醚选择性氧化为亚砜，而不生成砜。