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
識別
CAS號	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
性質
化學式	C28H48O2
摩爾質量	416.68 g/mol g·mol⁻¹
沸點	200–210 °C（0.1 torr）
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

β-生育酚（英語：β-Tocopherol）是四種生育酚之一，分子式C₂₈H₄₈O₂，是構成維生素E的化合物之一^[2]^[3]。在氯化鎂、三乙胺存在下，它和甲醛反應，得到羥基鄰位甲酰化的產物；^[4]它和四丁基三溴化銨反應，得到羥基鄰位溴化的產物；^[5]和溴-氫氧化鈉反應時，則發生氧化-鹵化和重排反應。^[6]

參考文獻

^ "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 (報告). Bangkok, Thailand: FAO Rome. 2001 [2021-11-20]. （原始內容存檔於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. （原始內容存檔於2018-06-15）（英語）.
^ 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 （英語）.
^ 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 （英語）.

外部連結

US Office of Dietary Supplements article on Vitamin E （頁面存檔備份，存於網際網路檔案館）
Vitamin E risk assessment （頁面存檔備份，存於網際網路檔案館）, Expert Group on Vitamins and Minerals, UK Food Standards Agency, 2003.

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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].

[fao1-2] Food and Agriculture Organization; World Health Organization. 9. Vitamin E. Joint FAO/WHO Expert Consultation on Human Vitamin and Mineral Requirements (報告). Bangkok, Thailand: FAO Rome. 2001 [2021-11-20]. （原始內容存檔於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. （原始內容存檔於2018-06-15）（英語）.

[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 （英語）.

[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 （英語）.

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β-Tocopherol

IUPAC名 (2R)-2,5,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
識別
CAS號	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
性質
化學式	C₂₈H₄₈O₂
摩爾質量	416.68 g/mol g·mol⁻¹
沸點	200–210 °C（0.1 torr）^[1]
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。