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218790

Sigma-Aldrich

Tetraphenylphosphonium chloride

98%

Synonym(s):

Chlorotetraphenylphosphorane

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About This Item

Linear Formula:
(C6H5)4P(Cl)
CAS Number:
Molecular Weight:
374.84
Beilstein/REAXYS Number:
3922393
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

272-274 °C (lit.)

SMILES string

[Cl-].c1ccc(cc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4

InChI

1S/C24H20P.ClH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1

InChI key

WAGFXJQAIZNSEQ-UHFFFAOYSA-M

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Application

  • Tetraphenylphosphonium chloride can be used to tune the crystallinity of CH3NH3PbI3 thin film during the deposition for boosting perovskite solar cells (PSCs) device performance.
  • It reacts with organometallic anionic complexes to give the corresponding salts.
  • It can also be used as arylating reagents in Pd-catalyzed Heck reaction.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Tetraarylphosphonium Halides as Arylating Reagents in Pd?Catalyzed Heck and Cross?Coupling Reactions.
Hwang L K, et al.
Angewandte Chemie (International Edition in English), 44(38), 6166-6169 (2005)
Oxoperoxo molybdenum (vi) and tungsten (vi) and oxodiperoxo molybdate (vi) and tungstate (vi) complexes with 8-quinolinol: synthesis, structure and catalytic activity.
Maiti S K, et al.
New. J. Chem., 29(4), 554-563 (2005)
Efficient Perovskite Solar Cells with Reduced Photocurrent Hysteresis through Tuned Crystallinity of Hybrid Perovskite Thin Films.
Qi J, et al.
ACS Omega, 3(6), 7069-7076 (2018)
Denice C Bay et al.
Biochimica et biophysica acta, 1798(3), 526-535 (2009-12-29)
Escherichia coli multidrug resistance protein E (EmrE) is a four transmembrane alpha-helix protein, and a member of the small multidrug resistance protein family that confers resistance to a broad range of quaternary cation compounds (QCC) via proton motive force. The
Jae Sung Lee et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(32), 7945-7953 (2008-08-08)
At the immature calyx of Held, the fast decay phase of a Ca(2+) transient induced by tetanic stimulation (TS) was followed by a period of elevated [Ca(2+)](i) for tens of seconds, referred to as posttetanic residual calcium (Ca(res)). We investigated

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