苯并[b]荧蒽

苯并[b]荧蒽
	IUPAC名; Benzo[e]acephenanthrylene
别名	苯并[e]荧蒽
识别
CAS号	205-99-2
PubChem	9153
ChemSpider	8799
SMILES	C1=CC=C2C3=C4C(=CC=C3)C5=CC=CC=C5C4=CC2=C1;
InChI	1S/C20H12/c1-2-7-14-13(6-1)12-19-16-9-4-3-8-15(16)18-11-5-10-17(14)20(18)19/h1-12H;
UN编号	2811, 3077
ChEBI	34565
RTECS	CU1400000
KEGG	C14320
性质
化学式	C20H12
摩尔质量	252.31 g·mol−1
外观	Off-white to tan powder
密度	1.286 g/cm3
熔点	166 °C（439 K）
沸点	481 °C（754 K）
危险性
	GHS危险性符号;
GHS提示词	危险
H-术语	H350, H400, H410
P-术语	P201, P202, P273, P281, P308+313, P391, P405, P501
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

苯并[b]荧蒽（也称苯并[e]荧蒽）是一种有机化合物，化学式为C₂₀H₁₂，它是苯并荧蒽的同分异构体之一。它可由9-(2-溴苄基)芴在碳酸钾存在下，双膦-钯配合物的催化下于DMA中80 °C分子内芳化得到。^[1]9-(2-氨基苯基)菲和亚硝酸叔丁酯在乙腈中反应，也会得到苯并[b]荧蒽，反应会同时生成少量9-苯基菲。^[2]

它和溴在二氯甲烷中反应，生成1-溴苯并[b]荧蒽。^[3]它和四氧化二氮在二氯甲烷中反应，生成1-硝基苯并[b]荧蒽和少量8-硝基苯并[b]荧蒽。^[4]

参考文献[编辑]

^ Sergio Pascual, Paula de Mendoza, Ataualpa A.C. Braga, Feliu Maseras, Antonio M. Echavarren. Bidentate phosphines as ligands in the palladium-catalyzed intramolecular arylation: the intermolecular base-assisted proton abstraction mechanism. Tetrahedron. 2008-06, 64 (26): 6021–6029 [2023-03-07]. doi:10.1016/j.tet.2008.01.056. （原始内容存档于2022-08-02）（英语）.
^ Yeojin Choi, Tanmay Chatterjee, Jun Kim, Jun Soo Kim, Eun Jin Cho. Synthesis of cyclopenta-fused polycyclic aromatic hydrocarbons utilizing aryl-substituted anilines. Organic & Biomolecular Chemistry. 2016, 14 (28): 6804–6810 [2023-03-07]. ISSN 1477-0520. doi:10.1039/C6OB01235C （英语）.
^ Masahiro Minabe, Bongsup P. Cho, Ronald G. Harvey. Polycyclic fluoranthene hydrocarbons. Part 4. Electrophilic substitution of polycyclic fluoranthene hydrocarbons. Journal of the American Chemical Society. 1989-05, 111 (11): 3809–3812 [2023-03-07]. ISSN 0002-7863. doi:10.1021/ja00193a008. （原始内容存档于2023-03-07）（英语）.
^ Bongsup P. Cho, Misoo Kim, Ronald G. Harvey. Synthesis and conformational analysis of nitropolycyclic fluoranthenes. The Journal of Organic Chemistry. 1993-10, 58 (21): 5788–5796 [2023-03-07]. ISSN 0022-3263. doi:10.1021/jo00073a045. （原始内容存档于2023-03-07）（英语）.

[1] Sergio Pascual, Paula de Mendoza, Ataualpa A.C. Braga, Feliu Maseras, Antonio M. Echavarren. Bidentate phosphines as ligands in the palladium-catalyzed intramolecular arylation: the intermolecular base-assisted proton abstraction mechanism. Tetrahedron. 2008-06, 64 (26): 6021–6029 [2023-03-07]. doi:10.1016/j.tet.2008.01.056. （原始内容存档于2022-08-02）（英语）.

[2] Yeojin Choi, Tanmay Chatterjee, Jun Kim, Jun Soo Kim, Eun Jin Cho. Synthesis of cyclopenta-fused polycyclic aromatic hydrocarbons utilizing aryl-substituted anilines. Organic & Biomolecular Chemistry. 2016, 14 (28): 6804–6810 [2023-03-07]. ISSN 1477-0520. doi:10.1039/C6OB01235C （英语）.

[3] Masahiro Minabe, Bongsup P. Cho, Ronald G. Harvey. Polycyclic fluoranthene hydrocarbons. Part 4. Electrophilic substitution of polycyclic fluoranthene hydrocarbons. Journal of the American Chemical Society. 1989-05, 111 (11): 3809–3812 [2023-03-07]. ISSN 0002-7863. doi:10.1021/ja00193a008. （原始内容存档于2023-03-07）（英语）.

[4] Bongsup P. Cho, Misoo Kim, Ronald G. Harvey. Synthesis and conformational analysis of nitropolycyclic fluoranthenes. The Journal of Organic Chemistry. 1993-10, 58 (21): 5788–5796 [2023-03-07]. ISSN 0022-3263. doi:10.1021/jo00073a045. （原始内容存档于2023-03-07）（英语）.

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