1,2,5,6-四羟基己烷 | 5581-21-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 1,2,5,6-四羟基己烷
• 英文名称: 1,2,5,6-hexanetetrol
• 英文别名: 1,2,5,6-ITO；tetrol；HTO；hexane-1,2,5,6-tetraol；Hexan-1,2,5,6-tetraol；Hexantetrol-(2.3.4.5)；Hexane-1,2,5,6-tetrol
• CAS: 5581-21-5
• 化学式: C₆H₁₄O₄
• 分子量: 150.175
• InChiKey: AMXRXGOSEWMPEF-UHFFFAOYSA-N

物化性质

• 熔点：
  98℃

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2,5,6-四羟基己烷 在 硫酸 作用下， 120.0 ℃ 、2.67 kPa 条件下， 反应 1.0h， 以96%的产率得到2,5-二羟甲基四氢呋喃
  参考文献：
  名称：

  SYNTHESIS OF R-GLUCOSIDES, SUGAR ALCOHOLS, REDUCED SUGAR ALCOHOLS, AND FURAN DERIVATIVES OF REDUCED SUGAR ALCOHOLS

  摘要：

  本文披露了一种从C5和C6糖醇或R-糖苷合成1,2,5,6-己烷四醇（HTO）、1,6-己二醇（HDO）和其他还原多元醇的方法。该方法包括将糖醇或R-糖苷与铜催化剂接触，最理想的是与氢气一起在足够的时间、温度和压力下形成具有比起始物质少2到3个羟基的还原多元醇。当起始化合物是C6糖醇，如山梨醇或C6糖的R-糖苷，主要产物是HTO。同一催化剂可用于进一步将HTO还原为HDO。

  公开号：

  US20170121258A1
• 作为产物：
  描述：

  levoglucosenone 在 氢气 作用下， 以 水 为溶剂， 150.0 ℃ 、3.45 MPa 条件下， 反应 3.0h， 生成 1,2,5,6-四羟基己烷
  参考文献：
  名称：

  [EN] CATALYTIC PRODUCTION OF 1,2,5,6-HEXANETETROL FROM LEVOGLUCOSENONE
  [FR] PRODUCTION CATALYTIQUE DE 1,2,5,6-HEXANETÉTROL À PARTIR DE LÉVOGLUCOSÉNONE

  摘要：

  公开号：

  WO2019204753A9

文献信息

• Double Asymmetric Dihydroxylation of 1,5-Hexadiene
  作者：Martin E. Maier、Sebastian Reuter

  DOI：10.1002/jlac.199719971006

  日期：1997.10

  Double asymmetric dihydroxylation of 1,5-hexadiene gave in one step a mixture of the d,l/meso tetrols 6 in a ratio of 3.4:1. From this ratio a facial selectivity of 6.65:1 for each double bond can be calculated. As a consequence of the double reaction the d/l ratio can be estimated to be 44:1. Compound 6 served then as starting material for the preparation of the bis-epoxide 12 and the 2,5-dihydroxyhexane

  1，5-己二烯的双不对称二羟基化一步得到d，l /内消旋四元醇6的比例为3.4：1的混合物。根据该比率，可以计算出每个双键的面部选择性为6.65：1。由于双重反应的结果，d / l比可以估计为44：1。然后将化合物6用作制备双环氧化物12和2,5-二羟基己烷（13）的原料。尽管到目前为止还不可能分离非对映异构体，但是这种制备6、12和13的途径 可能仍然有用，因为它很短，并且衍生自它们的产品可能会导致关键分离。
• The selective hydrogenation of biomass-derived 5-hydroxymethylfurfural using heterogeneous catalysts
  作者：Ricardo Alamillo、Mark Tucker、Mei Chia、Yomaira Pagán-Torres、James Dumesic

  DOI：10.1039/c2gc35039d

  日期：——

  The products produced by hydrogenation of biomass-derived 5-hydroxymethylfurfural (HMF) are potential sustainable substitutes for petroleum-based building blocks used in the production of chemicals. We have studied the hydrogenation of HMF over supported Ru, Pd, and Pt catalysts in monophasic and biphasic reactor systems to determine the effects of the metal, support, solution phase acidity, and the solvent to elucidate the factors that determine the selectivity for hydrogenation of HMF to its fully hydrogenated form of 2,5-di-hydroxy-methyl-tetrahydrofuran (DHMTHF). We show that the selectivity to DHMTHF is affected by the acidity of the aqueous solution containing HMF. The major by-products observed are C6-polyols formed from the acid-catalyzed degradation and subsequent hydrogenation of 2,5-dihydroxymethylfuran (DHMF), an intermediate hydrogenation product of HMF to DHMTHF. The highest yields (88–91%) to DHMTHF are achieved using Ru supported on materials with high isoelectric points, such as ceria, magnesia–zirconia, and γ-alumina. Supported catalysts containing Pt and Pd at the same weight percent as Ru are not as active for the selective hydrogenation to DHMTHF.

  通过氢化生物质衍生的5-羟甲基糠醛(HMF)生产的产品，是用于化学品生产的石油基构建块的潜在可持续替代品。我们研究了在单相和两相反应器系统中，HMF在负载型Ru、Pd和Pt催化剂上的氢化过程，以确定金属、载体、溶液酸性和溶剂对HMF选择性氢化为其完全氢化形式2,5-二羟甲基四氢呋喃(DHMTHF)的影响因素。我们发现，选择性生成DHMTHF的过程受到含有HMF的水溶液酸性的影响。观察到的主要副产品是从酸催化的2,5-二羟甲基呋喃(DHMF，HMF到DHMTHF的中间氢化产物)的降解和随后的氢化生成的C6多元醇。使用负载在具有高等电点的材料上的Ru催化剂，如氧化铈、镁锆氧和γ-氧化铝，最高可达到88-91%的DHMTHF产率。与Ru相同重量百分比的Pt和Pd负载催化剂，对于选择性氢化生成DHMTHF的活性不高。
• Optically active isoxazole derivatives and intermediates for preparation
  申请人：Daiso Co., Ltd.

  公开号：US05198588A1

  公开（公告）日：1993-03-30

  The present invention relates to novel optically active isoxazole derivatives represented by general formula: ##STR1## which are useful as intermediates for synthesis of prostaglandin and a process for producing the same as well as novel aldehyde compounds represented by general formula: ##STR2## which are intermediates for preparing the compounds [XI] described above and a process for preparation thereof. In the compounds shown by these formulae, R.sup.1 represents an alkyl group or a cycloalkyl group which may have an alkoxy group or a group shown by --Ra--A--B (wherein Ra is an alkyl group; A is a hetero atom or an single bond; and B is an aromatic or hetero ring which may have a substituent(s)); and R.sup.2 and R.sup.3, which may be the same or different, each represents an aralkyl group, a silyl group or an acyl group.

  本发明涉及一种新型光学活性异噁唑衍生物，其通式表示为：##STR1## 该衍生物可用作合成前列腺素的中间体，以及生产该衍生物的方法，还涉及一种新型醛化合物，其通式表示为：##STR2## 该化合物是制备上述[XI]化合物的中间体，以及其制备方法。在这些式子中所示的化合物中，R.sup.1代表一个烷基或环烷基，可能带有烷氧基或由--Ra--A--B（其中Ra是烷基；A是杂原子或单键；B是芳香族或杂环，可能有取代基）表示的基团；而R.sup.2和R.sup.3，可能相同也可能不同，每个代表芳基烷基、硅基或酰基。
• STABILIZER COMPOUND, LIQUID CRYSTAL COMPOSITION, AND DISPLAY ELEMENT
  申请人：DIC CORPORATION

  公开号：US20180230094A1

  公开（公告）日：2018-08-16

  The present invention provides a compound represented by General Formula (I). The compound according to the present invention prevents the liquid crystal composition from being deteriorated due to light, has high compatibility with the liquid crystal composition, and does not impair the storage stability of the liquid crystal composition, thus the compound is useful as a constituent member of a liquid crystal composition. Since the liquid crystal composition and the liquid crystal display element containing the compound of the present invention exhibit UV resistance and have a high VHR, it is possible to obtain a liquid crystal display element with excellent display quality in which display defects such as burn-in and display unevenness do not occur or are suppressed.

  本发明提供了一种由通式（I）表示的化合物。根据本发明的化合物可以防止液晶组合物因光照而恶化，与液晶组合物具有高兼容性，并不会损害液晶组合物的储存稳定性，因此该化合物作为液晶组合物的组成部分是有用的。由于含有本发明化合物的液晶组合物和液晶显示元件表现出UV抵抗性，并具有高VHR，因此可以获得具有优异显示质量的液晶显示元件，其中不会发生或被抑制烧屏和显示不均匀等显示缺陷。
• HYDROGENOLYSIS OF CARBOHYDRATES: IV. 1,2-<i>O</i>-<i>ISO</i>PROPYLIDENE-<scp>D</scp>-GLUCOFURANOSE
  作者：P. A. J. Gorin、A. S. Perlin

  DOI：10.1139/v58-092

  日期：1958.4.1

  1,2-O-isopropylidene-D-glucofuranose was treated with hydrogen at 180 °C. and 2900 p.s.i. using copper chromium oxide catalyst and dioxane as solvent. The major isolated products were a hexanediol (2.4%), a mixture of hexanetriols (6.5%), a hexanetetrol (4.3%), and an isopropylidene-aldohexose (4.2%) which differed from the starting material. The latter product yielded L-idose on hydrolysis, showing clearly that isomerization of carbon 5 of monoacetone-D-glucose occurs under the reaction conditions used.The diol and the major components of the triol mixture were found to possess a 1,2-glycol group which was derived mainly from the 5,6-glycol group of the original monoacetone-D-glucose. Thus, hydrogenolysis of 1,2-O-isopropylidene-D-glucofuranose-l-C¹⁴ afforded the 1,2-hexanediol and mixed triols containing only about 30% of the total specific activity in carbon 1. The tetrol was shown to be 1,2,5,6-hexanetetrol. The results suggest that the carbon–oxygen bonds at carbons 5 and 6 of isopropylidene-D-glucose are least prone to hydrogenolysis and that those at carbons 3 and 4 are most readily cleaved.

  1,2-O-异丙基亚甲基-D-葡呋糖被氢处理，温度为180°C，压力为2900 磅/平方英寸，使用铜铬氧催化剂和二恶烷作为溶剂。主要分离得到的产物是己二醇（2.4%）、己三醇混合物（6.5%）、己四醇（4.3%）和异丙基亚甲基-醛己糖（4.2%），与起始物质不同。后一产物在水解后生成L-异戊糖，清楚地表明在所用反应条件下，单丙酮-D-葡萄糖的碳5异构化发生。发现二醇和三醇混合物的主要组分具有1,2-乙二醇基团，主要来源于原始单丙酮-D-葡萄糖的5,6-乙二醇基团。因此，1,2-O-异丙基亚甲基-D-葡呋糖-l-C14的氢解生成1,2-己二醇和混合三醇，其中碳1的总比活性仅约为30%。已证明四醇为1,2,5,6-己四醇。结果表明，异丙基亚甲基-D-葡萄糖的碳-氧键中，碳5和碳6最不易发生氢解，而碳3和碳4最容易断裂。