二氟溴乙酸乙酯

二氟溴乙酸乙酯
	IUPAC名; Ethyl 2-bromo-2,2-difluoroacetate
別名	Difluorobromoacetic acid ethyl ester
識別
CAS號	667-27-6
PubChem	69585
ChemSpider	62789
SMILES	BrC(Br)(F)C(=O)OCC;
InChI	InChI=1/C4H5Br2FO2/c1-2-9-3(8)4(5,6)7/h2H2,1H3;
EINECS	211-567-0
性質
化學式	C4H5BrF2O2
摩爾質量	202.98 g·mol−1
外觀	無色液體
密度	1.583 g·cm−3（25 °C）
沸點	111—113 °C（384—386 K）
蒸氣壓	1.36 mmHg（25°C）
危險性
	GHS危險性符號;
GHS提示詞	危險
H-術語	H225, H314
P-術語	P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, P310
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

二氟溴乙酸乙酯是一種有機化合物，化學式為C₄H₅BrF₂O₂。它可以二氟溴乙酸為原料，轉化為醯氯後和乙醇反應製得。^[3]它和氫氧化鈉在甲醇溶液中反應，可以得到二氟溴乙酸鈉。^[4]在三乙胺存在下，它和苄胺在乙酸乙酯中回流反應，可以得到N-苄基二氟溴乙醯胺。^[5]

參考文獻

^ H. Cohn, Ernst D. Bergmann. The Autoxidation of 1,1-Dibromo-2,2-Difluoroethylene and Tribromoethylene. Preparation of Dibromofluoro- and Fluorodibromo-Acetic Acid. Israel Journal of Chemistry. 1964, 2 (6): 355–361 [2021-11-09]. doi:10.1002/ijch.196400068. （原始內容存檔於2021-11-09）（英語）. （頁面存檔備份，存於網際網路檔案館）
^ Knunyants, I. L.; Mukhametshin, F. M.; German, L. S.; Delyagina, N. I.; Korovushkin, G. G. Nucleophilic substitution in ethyl difluoro[(fluorosulfonyl)oxy]acetate. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1985. 6: 1435-1437. ISSN 0002-3353
^ Jin Yang, Bin Sun, Hao Ding, Pan-Yi Huang, Xiao-Li Tang, Rong-Cheng Shi, Zhi-Yang Yan, Chuan-Ming Yu, Can Jin. Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: synthesis of quinazolinones containing the CF 2 R group. Green Chemistry. 2021, 23 (1): 575–581 [2021-11-09]. ISSN 1463-9262. doi:10.1039/D0GC03761C （英語）.
^ Depei Meng, Lingchun Li, Adam Brown, Jean-Nicolas Desrosiers, Shengquan Duan, Cheryl M. Hayward, Zhengbiao He, Jinbo Hu, Teresa Makowski, Mark Maloney, Sébastien Monfette, Hahdi Perfect, Jared L. Piper, Min Zhou, Daniel W. Widlicka. A radical chlorodifluoromethylation protocol for late-stage difluoromethylation and its application to an oncology candidate. Cell Reports Physical Science. 2021-04, 2 (4): 100394 [2021-11-09]. doi:10.1016/j.xcrp.2021.100394 （英語）.
^ Tamara Meiresonne, Guido Verniest, Norbert De Kimpe, Sven Mangelinckx. Synthesis of 2-Fluoro-1,4-benzoxazines and 2-Fluoro-1,4-benzoxazepin-5-ones by Exploring the Nucleophilic Vinylic Substitution (S N V) Reaction of gem -Difluoroenamides. The Journal of Organic Chemistry. 2015-05-15, 80 (10): 5111–5124 [2021-11-09]. ISSN 0022-3263. doi:10.1021/acs.joc.5b00507 （英語）.

[1] H. Cohn, Ernst D. Bergmann. The Autoxidation of 1,1-Dibromo-2,2-Difluoroethylene and Tribromoethylene. Preparation of Dibromofluoro- and Fluorodibromo-Acetic Acid. Israel Journal of Chemistry. 1964, 2 (6): 355–361 [2021-11-09]. doi:10.1002/ijch.196400068. （原始內容存檔於2021-11-09）（英語）. （頁面存檔備份，存於網際網路檔案館）

[2] Knunyants, I. L.; Mukhametshin, F. M.; German, L. S.; Delyagina, N. I.; Korovushkin, G. G. Nucleophilic substitution in ethyl difluoro[(fluorosulfonyl)oxy]acetate. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1985. 6: 1435-1437. ISSN 0002-3353

[3] Jin Yang, Bin Sun, Hao Ding, Pan-Yi Huang, Xiao-Li Tang, Rong-Cheng Shi, Zhi-Yang Yan, Chuan-Ming Yu, Can Jin. Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: synthesis of quinazolinones containing the CF 2 R group. Green Chemistry. 2021, 23 (1): 575–581 [2021-11-09]. ISSN 1463-9262. doi:10.1039/D0GC03761C （英語）.

[4] Depei Meng, Lingchun Li, Adam Brown, Jean-Nicolas Desrosiers, Shengquan Duan, Cheryl M. Hayward, Zhengbiao He, Jinbo Hu, Teresa Makowski, Mark Maloney, Sébastien Monfette, Hahdi Perfect, Jared L. Piper, Min Zhou, Daniel W. Widlicka. A radical chlorodifluoromethylation protocol for late-stage difluoromethylation and its application to an oncology candidate. Cell Reports Physical Science. 2021-04, 2 (4): 100394 [2021-11-09]. doi:10.1016/j.xcrp.2021.100394 （英語）.

[5] Tamara Meiresonne, Guido Verniest, Norbert De Kimpe, Sven Mangelinckx. Synthesis of 2-Fluoro-1,4-benzoxazines and 2-Fluoro-1,4-benzoxazepin-5-ones by Exploring the Nucleophilic Vinylic Substitution (S N V) Reaction of gem -Difluoroenamides. The Journal of Organic Chemistry. 2015-05-15, 80 (10): 5111–5124 [2021-11-09]. ISSN 0022-3263. doi:10.1021/acs.joc.5b00507 （英語）.

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