Β-生育酚

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
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）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

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的化合物之一^[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]和溴-氢氧化钠反应时，则发生氧化-卤化和重排反应。^[6]

参考文献

^ "Drugs - Synonyms and Properties" data were obtained from Ashgate Publishing Co. (US). 2000. ISBN 0-566-08228-4. Retrieved from SciFinder. [2021-11-21].
^ 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）.
^ 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.
^ 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）.
^ 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）.
^ 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

US Office of Dietary Supplements article on Vitamin E （页面存档备份，存于互联网档案馆）
Vitamin E risk assessment （页面存档备份，存于互联网档案馆）, Expert Group on Vitamins and Minerals, UK Food Standards Agency, 2003.

这是一篇杂环化合物小作品。您可以通过编辑或修订扩充其内容。

[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].

[fao1-2] 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）.

[2]

[3]

[4]

[5]

[6]

[1]

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 ^Y
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。