5-Hydroxy-2-n-propyl-1,3-dioxan | 94918-97-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 5-Hydroxy-2-n-propyl-1,3-dioxan
• 英文别名: 5-hydroxy-2-propyl-1,3-dioxane；Butyraldehyde, cyclic acetal with glycerol；2-propyl-1,3-dioxan-5-ol
• CAS: 94918-97-5
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: CWHITFXDAQDUII-UHFFFAOYSA-N

物化性质

• LogP：
  0.364 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-2-n-propyl-1,3-dioxan 在 哌啶 、 ammonium bicarbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 生成 4-{[1-(4-Heptyloxy-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid 2-propyl-[1,3]dioxan-5-yl ester
  参考文献：
  名称：

  Murza, M. M.; Kuvatov, Z. Kh.; Safarov, M. G., Russian Journal of Organic Chemistry, 1993, vol. 29, # 1.2, p. 159 - 161

  摘要：

  DOI：
• 作为产物：
  描述：

  正丁醛 、 甘油 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 5-Hydroxy-2-n-propyl-1,3-dioxan
  参考文献：
  名称：

  Murza, M. M.; Kuvatov, Z. Kh.; Safarov, M. G., Russian Journal of Organic Chemistry, 1993, vol. 29, # 1.2, p. 159 - 161

  摘要：

  DOI：

文献信息

• PRODUCTION OF HYDROXY ETHER HYDROCARBONS BY LIQUID PHASE HYDROGENOLYSIS OF CYCLIC ACETALS OR CYCLIC KETALS
  申请人：Billodeaux Damon Ray

  公开号：US20120330069A1

  公开（公告）日：2012-12-27

  A liquid phase hydrogenolysis of acetal compounds such as cyclic acetals and cyclic ketals are fed to a reaction zone and reacted in the presence of a noble metal catalyst supported on a carbon or silica support to make hydroxy ether mono-hydrocarbons in high selectivity, without the necessity to use acidic co-catalysts such as phosphorus containing acids or stabilizers such as hydroquinone.

  将环丙二醛和环酮等缩醛类化合物进行液相氢解反应，将其送入反应区，在贵金属催化剂的存在下，在碳或硅基负载物上反应，高选择性地制备羟基醚单一碳氢化合物，无需使用含磷酸类酸或稳定剂如羟基苯酚。
• Acetals Esters Produced from Purified Glycerin for Use and Application as Emollients, Lubricants, Plasticizers, Solvents, Coalescents, Humectant, Polymerization Monomers, Additives to Biofuels
  申请人：GLYCEROSOLUTION QUÍMICA LTDA.

  公开号：US20140350269A1

  公开（公告）日：2014-11-27

  It refers to a new group of acetal monoesters and diesters which have in its structure the ester function and cyclic ethers that give these products excellent properties as solvency, plasticity in polymers, solubility in polar and nonpolar means, spreadability, wetting, low volatility, non-toxicity and biodegradability. These properties make these products excellent candidates as solvents in formulations of pesticides, agricultural herbicides, for the paint and leather industry in domestic or industrial hygiene formulations; as plasticizers for polymers such as polyvinyl chloride, nitrocellulose, cellulose, acrylics, polyvinyl vinyl and its copolymers; as lubricants in industrial formulations, textile industry; as emollients agents which donate oiliness for the cosmetic industry; as wetting agents that are commonly used, and as biodiesel additives to reduce the freezing point and to improve its combustion.

  它指的是一类新的醋酸单酯和二酯羟基醚，其结构中含有酯功能和环氧化物，使这些产品具有优异的性质，如在聚合物中的溶解性、可塑性、在极性和非极性介质中的溶解性、扩散性、润湿性、低挥发性、无毒性和生物降解性。这些性质使这些产品成为杀虫剂、农药、涂料和皮革工业中的溶剂配方的优秀候选者；作为聚合物的增塑剂，如聚氯乙烯、硝化纤维素、纤维素、丙烯酸酯、聚乙烯乙烯基及其共聚物；作为工业配方、纺织工业中的润滑剂；作为为化妆品行业提供油脂感的润肤剂；作为常用的润湿剂，并作为生物柴油添加剂，以降低冰点并改善其燃烧。
• Structure–Activity Relationships of WOx-Promoted TiO2–ZrO2 Solid Acid Catalyst for Acetalization and Ketalization of Glycerol towards Biofuel Additives
  作者：Mallesham Baithy、Deboshree Mukherjee、Agolu Rangaswamy、Benjaram M. Reddy

  DOI：10.1007/s10562-021-03733-2

  日期：2022.5

  TiO2–ZrO2 solid acid catalyst was prepared and applied in the catalytic acetalization and ketalization of glycerol with carbonyl compounds to produce biofuel additives. The presence of WOx promoter and TiO2 remarkably improved the catalytic activity of ZrO2. Approximately, 100% glycerol conversion was evidenced with non-bulky aliphatic aldehydes and ketones like, propanol and cyclohexanone. The physical

  摘要 制备了WO x促进的TiO 2 -ZrO 2固体酸催化剂，并将其应用于甘油与羰基化合物的催化缩醛化和缩酮化生产生物燃料添加剂。WO x助剂和TiO 2的存在显着提高了ZrO 2的催化活性。大约 100% 的甘油转化被非大体积脂肪醛和酮（如丙醇和环己酮）证明。WO x促进的TiO 2 -ZrO 2的物理表征揭示了 ZrO 2的四方晶相的较高形成，超过单斜。总表面酸度和布朗斯台德与路易斯酸性位点浓度之比分别通过 NH 3 -TPD 和吡啶化学吸附 FTIR 光谱测定。在 WO x促进的TiO 2 -ZrO 2催化剂表面上证明了明显更高浓度的路易斯酸性位点，约 213.29 μmol/gm 。催化活性研究揭示了表面路易斯酸性位点浓度与催化剂活性之间的直接相关性。这一重要观察表明路易斯酸性位点在该催化过程中的关键作用。WO x促进的TiO 2 –ZrO 2催化剂也相当稳定，在甘油与其他取代羰
• Catalytic acetalization of glycerol to biofuel additives over NiO and Co3O4 supported oxide catalysts: experimental results and theoretical calculations
  作者：Lais F. Oton、Alcineia C. Oliveira、Samuel Tehuacanero-Cuapa、Gilberto D. Saraiva、Francisco F. de Sousa、Adriana Campos、Gian Duarte、João R. Bezerra

  DOI：10.1016/j.mcat.2020.111186

  日期：2020.11

  A series of NiO and Co3O4 supported oxide catalysts was synthesized and investigated in the acetalization of glycerol with butyraldehyde to biofuels production. The catalysts were characterized by XRD, N2 sorption, FTIR and Raman spectroscopy, SEM-EDS and HRTEM techniques. The influence of the catalysts mass, glycerol to butyraldehyde molar ratios, reaction temperature and presence of solvent were deeply

  合成了一系列NiO和Co 3 O 4负载的氧化物催化剂，并研究了甘油与丁醛的缩醛化生产生物燃料的过程。催化剂用XRD，N 2表征。吸附，FTIR和拉曼光谱，SEM-EDS和HRTEM技术。深入研究了催化剂质量，甘油对丁醛摩尔比，反应温度和溶剂存在的影响。Ni和Co氧化物的分散性对固体的催化性能产生了明显的影响，其中AlTi和CeMn在所有测试条件下均具有活性。通过密度泛函理论（DFT）研究了反应的机理。在催化剂中，尽管形成了甘油低聚物，但是Co / CeMn和Ni / CeMn的高酸度促进甘油的乙缩醛化更有效地产生4-甲醇-2-丙基-1,3-二氧戊环。结构，酸度，通过丁醛反应对甘油进行无溶剂缩醛化反应，说明了具有催化性能的固体的形态和结构。DFT研究的理论计算表明，生产1,3-二氧戊环的途径更为有利。
• Conversion of platform chemical glycerol to cyclic acetals promoted by acidic ionic liquids
  作者：Bo Wang、Yue Shen、Jiankui Sun、Feng Xu、Runcang Sun

  DOI：10.1039/c4ra01443j

  日期：——

  The condensation of glycerol, a platform chemical from renewable materials, with benzaldehyde to generate cyclic acetals was investigated using acidic ionic liquid as catalyst. Evidence was presented that the product mixture of 4-hydroxymethyl-2-phenyl-1,3-dioxolane and 5-hydroxyl-2-phenyl-1,3-dioxane, with cis and trans two stereo-isomers for each one identified by 1H NMR were obtained. Further modification

  以酸性离子液体为催化剂，研究了可再生材料的平台化学品甘油与苯甲醛的缩合反应生成环状缩醛。证据表明4-羟甲基-2-苯基-1,3-二氧戊环和5-羟甲基-2-苯基-1,3-二氧六环的产物混合物，分别由顺式和反式两种立体异构体标识为1获得1 H NMR。N-丁基硫酸氢吡啶鎓（[BPy] HSO 4促进的反应条件的进一步修饰）在室温下产生了全环缩醛，收率为99.8％。提出了一种由离子液体构成的微型除水反应器，通过及时将产出水从有机相中转移出来，有利于将缩合平衡转移至产物侧，从而避免了载水剂或反应性蒸馏。此外，产品分离使这种方法更易于可持续的绿色生物质化学方法使用。