Description

1,1,2,2-Tetrahydroperfluorododecanethiol (CAS No. 34451-28-0) is a highly fluorinated organosulfur compound with the molecular formula C₁₂H₅F₂₁S. Its IUPAC name, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecane-1-thiol, reflects its unique perfluorinated alkyl chain terminated by a reactive thiol group. This specialty chemical is characterized by its exceptional hydrophobicity, oleophobicity, and chemical stability due to the strong carbon-fluorine bonds. The thiol functionality enables facile self-assembly on gold, silver, and other metal surfaces, making it invaluable for surface modification applications. Supplied as a high-purity reagent, this compound is ideal for advanced materials research, nanotechnology, and specialized coatings.

Properties

• CAS Number: 34451-28-0
• Complexity: 731
• IUPAC Name: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecane-1-thiol
• InChI: InChI=1S/C12H5F21S/c13-3(14,1-2-34)4(15,16)5(17,18)6(19,20)7(21,22)8(23,24)9(25,26)10(27,28)11(29,30)12(31,32)33/h34H,1-2H2
• InChI Key: WUHVTJLYXHSDMR-UHFFFAOYSA-N
• Exact Mass: 579.9776627
• Molecular Formula: C12H5F21S
• Molecular Weight: 580.20
• SMILES: C(CS)C(C(C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
• Topological: 1
• Monoisotopic Mass: 579.9776627
• Synonyms: 2-(perfluorodecyl)ethanethiol, 1,1,2,2-Tetrahydroperfluorododecanethiol, 2-(Henicosafluorodecyl)ethane-1-thiol, 2-(Henicosafluorodecyl)ethanethiol, UNII-8QXH0AUS19, 1H,1H,2H,2H-Perfluorododecylthiol, 8QXH0AUS19, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecane-1-thiol, J25.741I, 1,1,2,2-Tetrahydroperfluoro-1-dodecanethiol, 1-Dodecanethiol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneicosafluoro-, DTXSID00880389, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneicosafluorododecane-1-thiol, DTXCID501021852, 640-553-0, 34451-28-0, 1h,1h,2h,2h-perfluorododecyl-1-thiol, 1H,1H,2H,2H-Perfluorododecane-1-thiol, SCHEMBL3430291, SCHEMBL4415596, WUHVTJLYXHSDMR-UHFFFAOYSA-N, MFCD02093334, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Heneicosafluorododecanethiol, NS00018958, Q27270912

Application

1,1,2,2-Tetrahydroperfluorododecanethiol is widely used to create ultra-hydrophobic and anti-fouling monolayers on metal surfaces via self-assembly. It serves as a key reagent in nanotechnology for fabricating low-energy surfaces in microfluidic devices and sensors. The compound is also employed in the development of corrosion-resistant coatings and as a modifier for nanoparticles in biomedical applications.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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