Tetrabutylammonium triiodide

Tetrabutylammonium triiodide

Names
IUPAC name Tetrabutylazanium triiodide
Other names TBAI3
Identifiers
CAS Number	13311-45-0
3D model (JSmol)	Interactive image
ChemSpider	14389611
KEGG	D83000
PubChem CID	16218639
InChI InChI=1S/C16H36N.I3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-3-2/h5-16H2,1-4H3;/q+1;-1 Key: SBSSZSCMFDYICE-UHFFFAOYSA-N
SMILES CCCC[N+](CCCC)(CCCC)CCCC.I[I-]I
Properties
Chemical formula	C16H36I3N
Molar mass	623.184 g·mol−1
Appearance	Black powder
Melting point	69–71 °C (156–160 °F; 342–344 K)
Hazards
GHS labelling: [1]
Pictograms
Signal word	Warning
Hazard statements	H315, H319
Precautionary statements	P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tetra-n-butylammonium triiodide (TBAI₃) is a quaternary ammonium salt with a triiodide counterion. It is a common carrier of the triiodide used in chemical synthesis of photovoltaic materials, ^[2] organic conductors and superconductors. ^[3] In crystals, the triiodide moieties are linear and shows high crystallinity. ^{[4] [5]} The crystals have a black appearance with a needle or plate-like habit.

See also

• Triiodide
• Tetrabutylammonium tribromide
• Organic superconductor

References

1. "Tetrabutylammonium triiodide". pubchem.ncbi.nlm.nih.gov. Retrieved 31 March 2022.
2. Starkholm, Allan; Kloo, Lars; Svensson, Per H. (2019-01-28). "Polyiodide Hybrid Perovskites: A Strategy To Convert Intrinsic 2D Systems into 3D Photovoltaic Materials" . ACS Applied Energy Materials. 2 (1): 477–485. doi:10.1021/acsaem.8b01507. S2CID   139565235.
3. Shibaeva, Rimma P.; Yagubskii, Eduard B. (2004-11-01). "Molecular Conductors and Superconductors Based on Trihalides of BEDT-TTF and Some of Its Analogues" . Chemical Reviews. 104 (11): 5347–5378. doi:10.1021/cr0306642. ISSN   0009-2665. PMID   15535653.
4. Herbstein, F. H.; Kaftory, M.; Kapon, M.; Saenger, W. (1981-01-01). Herbstein, F. H.; Kaftory, M.; Kapon, M.; Saenger, W. (eds.). "Structures of three crystals containing approximately — linear chains of triiodide ions" . Zeitschrift für Kristallographie - Crystalline Materials. 154 (1–2): 11–30. Bibcode:1981ZK....154...11H. doi:10.1524/zkri.1981.154.1-2.11. ISSN   2194-4946.
5. Brotherton, Wendy S.; Clark, Ronald J.; Zhu, Lei (2012-08-03). "Synthesis of 5-Iodo-1,4-disubstituted-1,2,3-triazoles Mediated by in Situ Generated Copper(I) Catalyst and Electrophilic Triiodide Ion" . The Journal of Organic Chemistry. 77 (15): 6443–6455. doi:10.1021/jo300841c. ISSN   0022-3263. PMID   22780866.