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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
L A Vasil'ev et al.
Biochemistry. Biokhimiia, 77(4), 354-361 (2012-07-20)
Tetraphenylphosphonium (TPP(+)) and tetramethylrhodamine ethyl ester (TMRE(+)) cations used as transmembrane carriers of ubiquinone (MitoQ) and plastoquinone (SkQ, SkQR) in mitochondria prevented at nanomolar concentrations the chitosan- or H(2)O(2)-induced destruction of the nucleus in epidermal cells of epidermis isolated from
Toshiaki Hattori et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(3-4), 477-480 (2009-12-17)
Five chitosan oligosaccharides were separated in acidic aqueous solution by capillary electrophoresis (CE) with indirect photometric detection using a positively coated capillary. Electrophoretic mobility of the chitooligosaccharides (COSs) depended on the number of monomer units in acidic aqueous solution, similar

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