四硫富瓦烯
Multi tool use
四硫富瓦烯
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IUPAC名
2,2’-bis(1,3-dithiolylidene)
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英文名
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Tetrathiafulvalene
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别名
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Δ2,2-bi-1,3-dithiole
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识别
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CAS号
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31366-25-3 
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PubChem
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99451
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ChemSpider
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89848
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InChI
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- 1/C6H4S4/c1-2-8-5(7-1)6-9-3-4-10-6/h1-4H
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InChIKey
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FHCPAXDKURNIOZ-UHFFFAOYAZ
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ChEBI
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52444
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性质
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化学式
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C6H4S4
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摩尔质量
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204.36 g·mol⁻¹
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外观
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黄色固体
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熔点
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116-119 °C
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沸点
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分解
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溶解性（其他）
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不溶于水，溶于有机溶剂
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结构
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偶极矩
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0 D
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危险性
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警示术语
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R：R43
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安全术语
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S：S36/37
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主要危害
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可燃
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相关物质
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相关化学品
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TCNQ、噻吩
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若非注明，所有数据均出自一般条件（25 ℃，100 kPa）下。
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四硫富瓦烯（Tetrathiafulvalene，缩写：TTF），是富瓦烯的2,2'-位被硫原子替换后形成的有机硫化合物，化学分子式(H2C2S2C)2。它最早由Wudl在1970年合成，1972年发现其氯化物盐具高导电性，次年制得其TCNQ盐，并发现该盐的导电性在室温以下突然增加，在60K可达10^4 ohm^(-1) cm^(-1)，足以被称为“有机金属”。1979年又进一步发现以四硫富瓦烯为基础的Bechgaard盐[TMTSF]2X（X为PF6-,AsF6-）为首个制得的分子超导体，使得人们对这一领域产生极大兴趣。超过10,000个科学出版物讨论TTF及其衍生物。[1]
四硫富瓦烯虽然看上去是14π的平面系统，但缺乏环状共轭，所以不具芳香性。它可被氧化为自由基阳离子及双阳离子，均是热力学稳定和具芳香性的物种，氧化反应分步且可逆。四硫富瓦烯是强π电子供体，与受体如TCNQ形成的盐类是分子导体的典型代表，此类盐具高各向异性的导电性。
参看
参考文献
^ Bendikov, M; Wudl, F; Perepichka, D. F. Tetrathiafulvalenes, Oligoacenenes, and Their Buckminsterfullerene Derivatives: The Brick and Mortar of Organic Electronics. Chemical Reviews. 2004, 104 (11): 4891–4945. PMID 15535637. doi:10.1021/cr030666m.
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