Description
Tetrafluorosuccinyl chloride (CAS 356-15-0) is a highly reactive and versatile fluorinated organic compound with the molecular formula C4Cl2F4O2. Its IUPAC name, 2,2,3,3-tetrafluorobutanedioyl dichloride, reflects its symmetrical structure featuring two acyl chloride groups and four fluorine atoms. This compound is a colorless to pale yellow liquid with a pungent odor, commonly used as a key intermediate in organic synthesis and fluorochemical production. Its high reactivity makes it ideal for introducing tetrafluorosuccinyl moieties into target molecules, enabling applications in pharmaceuticals, agrochemicals, and advanced materials. Store under inert conditions to prevent hydrolysis and handle with appropriate safety measures due to its corrosive and moisture-sensitive nature.
Properties
- CAS Number: 356-15-0
- Complexity: 203
- IUPAC Name: 2,2,3,3-tetrafluorobutanedioyl dichloride
- InChI: InChI=1S/C4Cl2F4O2/c5-1(11)3(7,8)4(9,10)2(6)12
- InChI Key: XCSFZFHJQXODPO-UHFFFAOYSA-N
- Exact Mass: 225.9211473
- Molecular Formula: C4Cl2F4O2
- Molecular Weight: 226.94
- SMILES: C(=O)(C(C(C(=O)Cl)(F)F)(F)F)Cl
- Topological: 34.1
- Monoisotopic Mass: 225.9211473
- Synonyms: Tetrafluorosuccinyl chloride, 356-15-0, 2,2,3,3-tetrafluorobutanedioyl dichloride, EINECS 206-598-1, DTXSID00189066, DTXCID30111557, 206-598-1, Tetrafluorosuccinyl dichloride, TETRAFLUOROSUCCINYLCHLORIDE, MFCD00013653, Perfluorosuccinyl chloride, C4Cl2F4O2, Tetrafluorosuccinoyl dichloride, SCHEMBL1599019, Butanedioyl dichloride, tetrafluoro-, SBB097066, AKOS015852895, Tetrafluorobutane-1,4-dioyl dichloride, Tetrafluorosuccinyl chloride, AldrichCPR, BS-27997, DB-048847, NS00041605, 1,1,2,2-tetrafluoroethane-1,2-dicarbonyl chloride, 1,4-Dichloro-2,2,3,3-tetrafluorobutane-1,4-dione
Application
Tetrafluorosuccinyl chloride is widely employed as a fluorinated building block in the synthesis of specialty chemicals, including pharmaceuticals and agrochemicals. It serves as a precursor for the preparation of fluorinated polymers and coatings with enhanced thermal and chemical resistance. Researchers also utilize it to modify peptides and other bioactive molecules, improving their metabolic stability and lipophilicity.
Safety and Hazards
GHS Hazard Statements
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Precautionary Statements
- P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501
Hazard Classes and Categories
- Skin Corr. 1B (100%)
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