β-生育酚(英语:β-Tocopherol)是四种生育酚之一,分子式C28H48O2,是构成维生素E化合物之一[2][3]。在氯化镁三乙胺存在下,它和甲醛反应,得到羟基邻位甲酰化的产物;[4]它和四丁基三溴化铵反应,得到羟基邻位溴化的产物;[5]-氢氧化钠反应时,则发生氧化-卤化和重排反应。[6]

β-Tocopherol
IUPAC名
(2R)-2,5,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
识别
CAS号 148-03-8  checkY
PubChem 86052
SMILES
 
  • C[C@H](CCC[C@H](C)CCCC(C)C)CCC[C@@]2(C)OC1=C(C)C=C(O)C(C)=C1CC2
ChEBI 47771
性质
化学式 C28H48O2
摩尔质量 416.68 g/mol g·mol⁻¹
沸点 200–210 °C(0.1 torr)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

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  1. ^ "Drugs - Synonyms and Properties" data were obtained from Ashgate Publishing Co. (US). 2000. ISBN 0-566-08228-4. Retrieved from SciFinder. [2021-11-21].
  2. ^ Food and Agriculture Organization; World Health Organization. 9. Vitamin E. Joint FAO/WHO Expert Consultation on Human Vitamin and Mineral Requirements (报告). Bangkok, Thailand: FAO Rome. 2001 [2021-11-20]. (原始内容存档于2022-04-01). 
  3. ^ Burton, G. W.; Ingold, K. U. Autoxidation of biological molecules. 1. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro. Journal of the American Chemical Society. 1981, 103 (21): 6472–6477. doi:10.1021/ja00411a035. 
  4. ^ Khaled Alsabil, Guillaume Viault, Sorphon Suor-Cherer, Jean-Jacques Helesbeux, Joumaa Merza, Vincent Dumontet, Luis Manuel Peña-Rodriguez, Pascal Richomme, Denis Séraphin. Efficient ortho-formylation in vitamin E series, application to the semi-synthesis of natural 5- and 7-formyl-δ-tocotrienols revealing an unprecedented 5-bromo-7-formyl exchange. Tetrahedron. 2017-12, 73 (49): 6863–6870 [2021-11-20]. doi:10.1016/j.tet.2017.10.039. (原始内容存档于2018-06-15) (英语). 
  5. ^ Jia-fei Poon, Vijay P. Singh, Jiajie Yan, Lars Engman. Regenerable Antioxidants-Introduction of Chalcogen Substituents into Tocopherols. Chemistry - A European Journal. 2015-02-02, 21 (6): 2447–2457 [2021-11-20]. doi:10.1002/chem.201405895 (英语). 
  6. ^ Stefan Böhmdorfer, Anjan Patel, Andreas Hofinger, Thomas Netscher, Lars Gille, Thomas Rosenau. Bromination of Tocopherols: Oxidative Halogenations and Rearrangements. European Journal of Organic Chemistry. 2011-06, 2011 (16): 3036–3049 [2021-11-20]. doi:10.1002/ejoc.201100153 (英语). 

外部链接

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