1,4-二溴丁-2-烯

1,4-二溴丁-2-烯
识别
CAS号	6974-12-5 ; 821-06-7（E） ; 18866-73-4（Z）
性质
化学式	C4H6Br2
摩尔质量	213.9 g·mol−1
外观	固体（E）; 油状物（Z）
熔点	50~53 °C（trans）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

1,4-二溴丁-2-烯是一种有机化合物，化学式为C₄H₆Br₂，它存在一对顺反异构体。它可由1,3-丁二烯和溴反应制得。^[2]顺式的异构体可由(Z)-2-丁烯-1,4-二醇、三苯基膦和溴反应制得。^[3]它和丙二酸二乙酯在碱存在下反应，可以得到2-乙烯基环丙烷-1,1-二甲酸二乙酯。^[4]^[5]

参考文献

^ Stereospecific synthesis of optically active succinic-d2 acid. J. Org. Chem. 1981. 46. doi:10.1021/jo00330a042.
^ Shantz, Edgar M. Synthesis of compounds related to vitamin A from hydroxymethylene-β-ionone. J. Am. Chem. Soc. 1946. 68. doi:10.1021/ja01216a038.
^ Synthesis and Characterization of Cyanobutadiene Isomers—Molecules of Astrochemical Significance. J. Org. Chem. 2020, 85, 9, 5787–5798. doi:10.1021/acs.joc.9b03388.
^ Ring-Opening of Vinylcyclopropane-1,1-dicarboxylates by Boronic Acids under Ligandless Palladium Catalysis in Neat Water. J. Org. Chem. 2015, 80, 13, 6529–6536. doi:10.1021/acs.joc.5b00672.
^ Photoredox Generation of Isothiouronyl Radical Cations: A New Platform in Covalent Radical Catalysis. Angew Chem Int Ed, 2022. 61 (32). doi:10.1002/anie.202205596.

[1] Stereospecific synthesis of optically active succinic-d2 acid. J. Org. Chem. 1981. 46. doi:10.1021/jo00330a042.

[2] Shantz, Edgar M. Synthesis of compounds related to vitamin A from hydroxymethylene-β-ionone. J. Am. Chem. Soc. 1946. 68. doi:10.1021/ja01216a038.

[3] Synthesis and Characterization of Cyanobutadiene Isomers—Molecules of Astrochemical Significance. J. Org. Chem. 2020, 85, 9, 5787–5798. doi:10.1021/acs.joc.9b03388.

[4] Ring-Opening of Vinylcyclopropane-1,1-dicarboxylates by Boronic Acids under Ligandless Palladium Catalysis in Neat Water. J. Org. Chem. 2015, 80, 13, 6529–6536. doi:10.1021/acs.joc.5b00672.

[5] Photoredox Generation of Isothiouronyl Radical Cations: A New Platform in Covalent Radical Catalysis. Angew Chem Int Ed, 2022. 61 (32). doi:10.1002/anie.202205596.

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