Names | |
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Preferred IUPAC name
N,N,N-Tributylbutan-1-aminium iodide | |
Other names
TBAI
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.005.656 |
EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C16H36IN | |
Molar mass | 369.3716 g/mol |
Appearance | White powder |
Melting point | 147 °C (297 °F; 420 K) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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Harmful |
Related compounds | |
Other anions
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Tetrabutylammonium bromide, Tetrabutylammonium chloride, Tetrabutylammonium fluoride, Tetrabutylammonium hydroxide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetra-n-butylammonium iodide (TBAI) is a quaternary ammonium salt with an iodide counterion. It is used for synthesizing tetra-n-butylammonium triiodide by mixing with iodine.
The solid crystal of tetra-n-butylammonium iodide is in the monoclinic crystal system. It has space group C2/c. The unit cell has dimensions a=14.2806 b=14.1864 c=19.5951 β=111.149. There are eight formulae in the unit cell (Z=8), which has volume 3702.4 Å3.[1]
The enthalpy of formation ΔfH0 of tetra-n-butylammonium iodide is −499 kJ/mol, which is lower than that for the bromide or chloride (−540, −564 kJ/mol).[2]
At lower temperatures with water tetra-n-butylammonium iodide forms a clathrate hydrate.[2] The tetra-n-butylammonium cation is large and hydrophobic. The absolute enthalpy of hydration (from gas phase) is −260 kJ/mol.[2]
The He(I) photoelectron spectrum of tetra-n-butylammonium iodide contains a peak at 11 eV due to the tetra-n-butylammonium cation, and at 7 and 8 eV due to iodide.[3]