二(三氟甲基)二硫

Bis(trifluoromethyl) disulfide
别名	二(三氟甲基)二硫醚
识别
CAS号	372-64-5
PubChem	67795
ChemSpider	61112
SMILES	C(F)(F)(F)SSC(F)(F)F;
性质
化学式	C2F6S2
摩尔质量	202.14 g·mol−1
外观	液体
沸点	34.5 °C（307.6 K）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

二(三氟甲基)二硫（TFD）是一种二硫醚，化学式为CF₃SSCF₃，它曾用作熏蒸剂（英语：Fumigation）。^[2]它是挥发性的液体，吸入剧毒，可引发严重的肺水肿。^[3]

它可由二(三氯甲基)二硫和氟化钾反应^[4]、三氟甲硫醇四甲基铵和碘反应^[5]或三氟甲磺酰氯和三甲基膦反应^[6]得到。二硫化碳、四氟化硫、氯气和氟化氢的反应也会产生二(三氟甲基)二硫，但同时会产生二(三氟甲基)三硫。^[7]

参考文献

^ F. W. Bennett, G. R. A. Brandt, H. J. Emeléus, R. N. Haszeldine. Trifluoromethyl Derivatives of Phosphorus, Arsenic and Sulphur. Nature. 1950-08, 166 (4214): 225–225 [2021-09-14]. ISSN 0028-0836. doi:10.1038/166225a0. （原始内容存档于2021-09-14）（英语）. （页面存档备份，存于互联网档案馆）
^ Fumigation with bis(trifluoromethyl) disulfide. [2021-09-14]. （原始内容存档于2021-09-12）. （页面存档备份，存于互联网档案馆）
^ Progressive Pulmonary Pathology of Two Organofluorine Compounds in Rats. [2021-09-14]. （原始内容存档于2021-09-12）. （页面存档备份，存于互联网档案馆）
^ Roman, Daniela Sustac. Bis(trifluoromethyl)disulfide. e-EROS Encyclopedia of Reagents for Organic Synthesis, 2015. 1-2. ISBN 978-0-470-84289-8.
^ Wieland Tyrra, Dieter Naumann, Berthold Hoge, Yurii L. Yagupolskii. A new synthesis of trifluoromethanethiolates—characterization and properties of tetramethylammonium, cesium and di(benzo-15-crown-5)cesium trifluoromethanethiolates. Journal of Fluorine Chemistry. 2003-01, 119 (1): 101–107 [2021-09-14]. doi:10.1016/S0022-1139(02)00276-2. （原始内容存档于2020-06-03）（英语）. （页面存档备份，存于互联网档案馆）
^ Hélène Chachignon, Mayaka Maeno, Hiroya Kondo, Norio Shibata, Dominique Cahard. Novel Use of CF 3 SO 2 Cl for the Metal-Free Electrophilic Trifluoromethylthiolation. Organic Letters. 2016-05-20, 18 (10): 2467–2470 [2021-09-14]. ISSN 1523-7060. doi:10.1021/acs.orglett.6b01026 （英语）.
^ Kunshenko, B. V.; Omarov, V. O.; Muratov, N. N.; Yagupol'skii, L. M. Reaction of organic compounds with a sulfur tetrafluoride-hydrofluoric acid-halogenating agent system. IX. Reaction of perfluoroolefins with the SF4-HF-S2Cl2 system（俄文）. Zhurnal Organicheskoi Khimii, 1992. 28 (5): 892-900. ISSN 0514-7492.

[1] F. W. Bennett, G. R. A. Brandt, H. J. Emeléus, R. N. Haszeldine. Trifluoromethyl Derivatives of Phosphorus, Arsenic and Sulphur. Nature. 1950-08, 166 (4214): 225–225 [2021-09-14]. ISSN 0028-0836. doi:10.1038/166225a0. （原始内容存档于2021-09-14）（英语）. （页面存档备份，存于互联网档案馆）

[2] Fumigation with bis(trifluoromethyl) disulfide. [2021-09-14]. （原始内容存档于2021-09-12）. （页面存档备份，存于互联网档案馆）

[3] Progressive Pulmonary Pathology of Two Organofluorine Compounds in Rats. [2021-09-14]. （原始内容存档于2021-09-12）. （页面存档备份，存于互联网档案馆）

[4] Roman, Daniela Sustac. Bis(trifluoromethyl)disulfide. e-EROS Encyclopedia of Reagents for Organic Synthesis, 2015. 1-2. ISBN 978-0-470-84289-8.

[5] Wieland Tyrra, Dieter Naumann, Berthold Hoge, Yurii L. Yagupolskii. A new synthesis of trifluoromethanethiolates—characterization and properties of tetramethylammonium, cesium and di(benzo-15-crown-5)cesium trifluoromethanethiolates. Journal of Fluorine Chemistry. 2003-01, 119 (1): 101–107 [2021-09-14]. doi:10.1016/S0022-1139(02)00276-2. （原始内容存档于2020-06-03）（英语）. （页面存档备份，存于互联网档案馆）

[6] Hélène Chachignon, Mayaka Maeno, Hiroya Kondo, Norio Shibata, Dominique Cahard. Novel Use of CF 3 SO 2 Cl for the Metal-Free Electrophilic Trifluoromethylthiolation. Organic Letters. 2016-05-20, 18 (10): 2467–2470 [2021-09-14]. ISSN 1523-7060. doi:10.1021/acs.orglett.6b01026 （英语）.

[7] Kunshenko, B. V.; Omarov, V. O.; Muratov, N. N.; Yagupol'skii, L. M. Reaction of organic compounds with a sulfur tetrafluoride-hydrofluoric acid-halogenating agent system. IX. Reaction of perfluoroolefins with the SF4-HF-S2Cl2 system（俄文）. Zhurnal Organicheskoi Khimii, 1992. 28 (5): 892-900. ISSN 0514-7492.

[2]

[3]

[1]

[4]

[5]

[6]

[7]