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Tetrabutylammonium triiodide

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Tetrabutylammonium triiodide
Names
IUPAC name
Tetrabutylazanium triiodide
Other names
TBAI3
Identifiers
3D model (JSmol)
ChemSpider
KEGG
  • 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
  • CCCC[N+](CCCC)(CCCC)CCCC.I[I-]I
Properties
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]
GHS07: Exclamation mark
Warning
H315, H319
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).

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

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References

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  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.