1,6-di-O-benzoyl-2,4:3,5-di-O-methylene-D-mannitol | 122174-81-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,6-di-O-benzoyl-2,4:3,5-di-O-methylene-D-mannitol
• 英文别名: O¹,O⁶-dibenzoyl-O²,O⁴;O³,O⁵-dimethanediyl-D-mannitol；O¹,O⁶-Dibenzoyl-O²,O⁴;O³,O⁵-dimethandiyl-D-mannit；[(4R,4aR,8R,8aR)-Tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxine-4,8-diyl]bis(methylene) Dibenzoate；[(4R,4aR,8R,8aR)-4-(benzoyloxymethyl)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-8-yl]methyl benzoate
• CAS: 122174-81-6
• 化学式: C₂₂H₂₂O₈
• 分子量: 414.412
• InChiKey: OJFZAXIQCSQPEE-UAFMIMERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,6-di-O-benzoyl-2,4:3,5-di-O-methylene-D-mannitol 在 吡啶 、 甲醇 、 sodium methylate 、 丙酮 、 sodium iodide 作用下， 生成 1,6-diiodo-O²,O⁴;O³,O⁵-dimethanediyl-1,6-dideoxy-D-mannitol
  参考文献：
  名称：

  Haskins; Hann; Hudson, Journal of the American Chemical Society, 1943, vol. 65, p. 73

  摘要：

  DOI：
• 作为产物：
  描述：

  甘露醇 在 吡啶 、 硫酸 作用下， 反应 8.0h， 生成 1,6-di-O-benzoyl-2,4:3,5-di-O-methylene-D-mannitol
  参考文献：
  名称：

  Bio-Based Aromatic Polyesters from a Novel Bicyclic Diol Derived from d-Mannitol

  摘要：

  2,4:3,5-Di-O-methylene-D-mannitol, abbreviated as Manx, is a D-mannitol-derived compound with the secondary hydroxyl groups acetalized with formaldehyde. The bicyclic structure of Manx consists of two fused 1,3-dioxane rings, with two primary hydroxyl groups standing free for reaction. A homopolyester made of Manx and dimethyl terephthalate as well as a set of copolyesters of poly(butylene terephthalate) (PBT) in which 1,4-butanediol was replaced by Manx up to 50% were synthesized and characterized. The polyesters had M-w in the 30 000-52 000 g mol(-1) range and a random microstructure and were thermally stable up to nearly 370 degrees C. They displayed outstanding high T-g with values from 55 to 137 degrees C which steadily increased with the content in Manx. Copolyesters containing up to 40% of Manx were semicrystalline and adopted the crystal structure of PBT. Their stress-strain parameters were sensitively affected by the presence of carbohydrate-based units with elongation at break decreasing but tensile strength and elastic moduli steadily increasing with the degree of replacement.

  DOI：

  10.1021/ma3013288

文献信息

• New Methylene Derivatives of D-Mannitol and 1,4-Anhydro-D-mannitol
  作者：Hewitt G. Fletcher、Harry W. Diehl

  DOI：10.1021/ja01135a025

  日期：1952.8
• 23. The dibenzoates of sorbitol and mannitol and their methylene derivatives
  作者：W. N. Haworth、L. F. Wiggins

  DOI：10.1039/jr9440000058

  日期：——
• Haskins; Hann; Hudson, Journal of the American Chemical Society, 1943, vol. 65, p. 73
  作者：Haskins、Hann、Hudson

  DOI：——

  日期：——
• Bio-Based Aromatic Polyesters from a Novel Bicyclic Diol Derived from <scp>d</scp>-Mannitol
  作者：C. Lavilla、A. Martínez de Ilarduya、A. Alla、M. G. García-Martín、J. A. Galbis、S. Muñoz-Guerra

  DOI：10.1021/ma3013288

  日期：2012.10.23

  2,4:3,5-Di-O-methylene-D-mannitol, abbreviated as Manx, is a D-mannitol-derived compound with the secondary hydroxyl groups acetalized with formaldehyde. The bicyclic structure of Manx consists of two fused 1,3-dioxane rings, with two primary hydroxyl groups standing free for reaction. A homopolyester made of Manx and dimethyl terephthalate as well as a set of copolyesters of poly(butylene terephthalate) (PBT) in which 1,4-butanediol was replaced by Manx up to 50% were synthesized and characterized. The polyesters had M-w in the 30 000-52 000 g mol(-1) range and a random microstructure and were thermally stable up to nearly 370 degrees C. They displayed outstanding high T-g with values from 55 to 137 degrees C which steadily increased with the content in Manx. Copolyesters containing up to 40% of Manx were semicrystalline and adopted the crystal structure of PBT. Their stress-strain parameters were sensitively affected by the presence of carbohydrate-based units with elongation at break decreasing but tensile strength and elastic moduli steadily increasing with the degree of replacement.